JP2002284782A - Bicyclic amino group-substituted compound - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a compound capable of controlling production of inflammatory cytokine. SOLUTION: This compound is represented by general formula (I) A is furan, thiophene, pyrazole, imidazole, isoxazole, isothiazole or the like; R<1> is a substitutable aryl or a substitutable heteroaryl; R<2> is a substitutable heteroaryl; and R<3> is a bicyclic amino group with the proviso that atoms on the pyrrole ring to which R<1> and R<3> are bonded are adjacent to an atom on the pyrrole ring to which R<2> is bonded, respectively) or its pharmacologically acceptable salt, ester or other derivative.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

[0001] The present invention relates to a heteroaryl-substituted pyrrole derivative useful as a pharmaceutical. More specifically, interleukin (IL) -1, IL-6, IL
-8, antipyretic, analgesic, and anti-inflammatory agents, which have an inhibitory effect on the production of inflammatory cytokines such as tumor necrosis factor (TNF), autoimmune diseases such as rheumatoid arthritis, bone diseases such as osteoporosis, and other cytokines involved The present invention relates to a bicyclic amino group-substituted compound useful as a therapeutic agent for a disease and a synthetic intermediate thereof.

[0002]

2. Description of the Related Art Conventionally, nonsteroidal anti-inflammatory drugs (NSA)
ID) has antipyretic, analgesic, and anti-inflammatory actions as its main pharmacological actions, which are based on the inhibition of prostaglandin (PG) biosynthesis by cyclooxygenase inhibition, and is widely used in various inflammatory and painful diseases. It has been. For rheumatoid arthritis and the like, NSAIDs are used for symptomatic treatment and immunomodulators (DMARDs) are used for causal treatment.

[0003] Conventional NSAIDs cause gastrointestinal disorders such as gastric ulcers due to their mechanism of action, and have problems in long-term continuous use. In addition, DMARD has not yet developed a stable and clear drug effect. In recent years, active substances collectively referred to as cytokines produced by immunocompetent cells have been found. Interleukin (IL)
-1, IL-6, IL-8, tumor necrosis factor (TNF) and the like are called inflammatory cytokines, which activate arachidonic acid metabolism, which is a PG production system, leukocyte migration, induction of acute phase proteins, Various functions as inflammatory mediators, such as activation of osteoclasts, have been elucidated, and these inflammatory cytokine production inhibitors are a new generation of antipyretic, analgesic, and anti-inflammatory drugs with a different mechanism of action. It is expected as a therapeutic agent for inflammatory agents, autoimmune diseases such as rheumatoid arthritis, bone diseases such as osteoporosis, and other diseases in which the cytokine is involved.

[0004] As the heteroaryl compounds having the action of suppressing the production of these inflammatory cytokines, for example, the following compounds are specifically disclosed.
There is a demand for the development of compounds that are more excellent in pharmacokinetics and safety. Further, these prior arts do not disclose or suggest a bicyclic amino group that the compound of the present application has as a partial structure.

[0005]

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On the other hand, cyclic amino ketones which are intermediates for synthesizing the bicyclic amino group-substituted compound of the present invention are described in WO 0
0/00490 "Preparation 15" discloses a racemic form of 7-octahydroindolidinone. In the prior art "Preparation 16", this is converted to salt,
Attempts have been made to improve the purity of the optically active form,
The optical purity of the obtained compound is only about 30%.

In Japanese Patent Laid-Open No. 7-206863, N-
The synthesis of octahydroindolizine-5,7-dione using ethoxycarbonylacetylpyrrolidine-2-acetate as a starting material is disclosed, but does not mention optical isomerism.

[0008] Also, Justin R. Harrison et al., J. Ch.
em. Soc., Perkin Trans. 1, 3623-3631 (1999) describes (2S) -methyl 3- [2- (2-methoxy-2).
Synthesis of 7-octahydroindolidinone using [-oxoethyl) pyrrolidino] propionic acid (the following structural formula) has been attempted, but the resulting compound has an optical purity of about 90% ee.

[0009]

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[0010]

DISCLOSURE OF THE INVENTION The present inventors have made intensive studies over many years on the synthesis of compounds capable of suppressing the production of the above-mentioned inflammatory cytokines and their pharmacological actions. Having a compound, has been found to have an excellent inflammatory cytokine production inhibitory action, further,
As a result of intensive studies to obtain a cyclic aminoketone having high optical purity, the present inventors have found that an optically pure cyclic aminoketone can be synthesized by using a monoester derivative as a starting material, and completed the present invention.

[0011]

The present invention relates to (1) a compound having the following general formula (I), or a pharmaceutically acceptable salt, ester or other derivative thereof:

[0012]

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[0013] {In the formula, A, benzene having three groups R ^4, pyridine having two radicals R ^4, pyridazine having the group R ^4, a pyrimidine having a group R ^4, a furan having the group R ⁴ imidazole with thiophene having a group R ^4, a pyrazole having a group R ^4, a group R ^4, isoxazole,
And a ring trivalent group selected from isothiazole, and R ¹ is an aryl group; an aryl group substituted with a group selected from the substituent group α and the substituent group β; a heteroaryl group; A heteroaryl group substituted with a group selected from group α and substituent group β, wherein R ² is a heteroaryl group having at least one nitrogen atom; or selected from substituent group α and substituent group β Substituted with a group
A heteroaryl group having at least one nitrogen atom, wherein R ³ is a group having the following general formula (IIa), (IIb) or (IIc):

[0014]

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[In the formula, a bond containing a dotted line represents a single bond or a double bond, m represents 1 or 2, R ⁵ represents a hydrogen atom, a substituent group α, a substituent group β and a substituent Represents 1 to 3 groups arbitrarily selected from the group γ, and one of D and E is
A nitrogen atom, and the other is> C (R ⁶ ) — (wherein R
⁶ represents one group selected from a hydrogen atom, a substituent group α and a substituent group β. And B is a 4- to 7-membered heterocyclic ring (the ring is saturated or unsaturated; and may be condensed with an aryl group, a heteroaryl group, a cycloalkyl group or a heterocyclyl group). Is shown. R ⁴ is a hydrogen atom; one group selected from substituent group β; a cycloalkyl group substituted with a group selected from substituent group α, substituent group β and substituent group γ; An aryl group;
An aryl group substituted with a group selected from substituent group α, substituent group β and substituent group γ; a heteroaryl group; a group selected from substituent group α, substituent group β and substituent group γ A substituted heteroaryl group; a heterocyclyl group; or a heterocyclyl group substituted with a group selected from substituent group α, substituent group β and substituent group γ.

However, a cyclic group A to which R ¹ and R ³ are bonded
Each of the above atoms is adjacent to an atom on cyclic group A to which R ² is attached. ｝. [Substituent group α] a hydroxyl group, a nitro group, a cyano group, a halogen atom, a lower alkoxy group, a halogeno lower alkoxy group,
Lower alkylthio group, halogeno lower alkylthio group,-
A group having NR ^a R ^b (where R ^a and R ^b are the same or different and each represent a hydrogen atom, a lower alkyl group, a lower alkenyl group, a lower alkynyl group, an aralkyl group, or a lower alkylsulfonyl group, Or a nitrogen atom to which R ^a and R ^b are bonded to form a heterocyclyl group.) [Substituent group β] a lower alkyl group, a lower alkenyl group, a lower alkynyl group, an aralkyl group, Cycloalkyl group, lower alkyl group substituted with a group selected from substituent group α, lower alkenyl group substituted with a group selected from substituent group α, substituted with a group selected from substituent group α Alkynyl group [Substituent group γ] oxo group, hydroxyimino group, lower alkoxyimino group, lower alkylene group, lower alkylenedioxy group, lower alkylsulfinyl Group, lower alkylsulfonyl group, aryl group, aryl group substituted with a group selected from substituent group α and substituent group β, aryloxy group, group selected from substituent group α and substituent group β Substituted aryloxy, lower alkylidenyl, aralkylidenyl.

Among these, preferred compounds include
(2) a compound wherein R ¹ is an aryl group; or an aryl group substituted with a group selected from substituent group α and substituent group β, (3) R ¹ is phenyl, naphthyl, or a substituent group a compound which is phenyl or naphthyl substituted with a group selected from α and a group of substituents β, (4) R ¹
Is phenyl or phenyl substituted with a group selected from substituent group α ¹ and substituent group β ¹ , (5)
R ¹ is phenyl, or the following substituted with a group selected from Substituent group a phenyl compound, (Substituent group: halogen atoms, halogeno-lower alkyl group, a halogeno lower alkoxy group) (6) R ¹ is, Phenyl, 4-fluorophenyl, 3
A compound which is -fluorophenyl, 3-chlorophenyl, 3,4-difluorophenyl, 3,4,5-trifluorophenyl, 3-chloro-4-fluorophenyl, 3-difluoromethoxyphenyl or 3-trifluoromethylphenyl; (7) R ² is a 5- or 6-membered heteroaryl group containing one or two nitrogen atoms; or one or two nitrogen atoms substituted with a group selected from substituent group α and substituent group β. (8) a compound wherein R ² is pyridyl, pyrimidinyl, or pyridyl or pyrimidinyl substituted with a group selected from substituent group α and substituent group β; 9) R ² is 4-pyridyl, 4-pyrimidinyl, or substituted with a group selected from substituent group α and substituent group β a 4-pyridyl or 4 Pyrimidinyl, compound, (10) R ² is 4-pyridyl, 4-pyrimidinyl, or 2-position with one group selected from Substituent group α and Substituent group β is substituted 4-pyridyl or 4
A compound which is -pyrimidinyl, (11) wherein R ² is 4-
A compound which is pyridyl, 4-pyrimidinyl, or 4-pyridyl or 4-pyrimidinyl substituted at the 2-position with one group selected from the following substituent group (substituent group: methoxy, amino, methylamino, benzyl Amino, α-methylbenzylamino.) (12) R ³ is a group having the general formula (IIa) or (IIb), B contains one nitrogen atom, and further contains a nitrogen atom, an oxygen atom, Sulfur atom, group> SO and group> SO
_A 5- or 6-membered heterocycle ring optionally containing one atom or group selected from the group consisting of _2, wherein the ring is saturated or unsaturated; an aryl group, a heteroaryl group, a cycloalkyl (13) R ³ is a group having the general formula (IIa) or (IIb), and B is
D; E; and a 5- or 6-membered heterocyclic ring consisting of 3 or 4 carbon atoms (the ring is saturated or unsaturated; condensed with an aryl group, a heteroaryl group, a cycloalkyl group or a heterocyclyl group) (14) a compound wherein R ³ is a group having the general formula (IIa), (15) a compound wherein B is pyrrolidine or pyrroline, and (16) m A compound that is 1,
(17) R ⁵ is a hydrogen atom, a substituent group α, a substituent group β
And Compound 1 or 2 groups selected arbitrarily from substituent group γ ^1, (18) R ⁵ is a hydrogen atom, a hydroxyl group, a halogen atom, a lower alkoxy group, a lower alkylthio group, a halogeno-lower alkoxy group, Lower alkyl group, halogeno lower alkyl group, oxo group, aryl group, aryl group substituted with a group selected from substituent group α and substituent group β, lower alkylene group, lower alkylenedioxy group, and lower alkylsulfonyl A compound which is one or two groups arbitrarily selected from groups, (19) R
⁵ was substituted with a hydrogen atom, a hydroxyl group, a fluorine atom, a chlorine atom, methoxy, ethoxy, propoxy, methyl, ethyl, propyl, phenyl, and a group arbitrarily selected from the substituent group α and the substituent group β. A compound which is one or two groups selected from phenyl, (20) R
^A compound wherein ⁵ is one group optionally selected from a hydrogen atom, methoxy, methyl, ethyl, propyl and phenyl; (21) R ⁴ is selected from a hydrogen atom; a lower alkyl group; A lower alkyl group substituted with a group selected from the group consisting of: a substituent group α, an aryl group substituted by a group selected from a substituent group β and a substituent group γ; a heterocyclyl group; or a substituent group α, a substituent group β and A compound which is a heterocyclyl group substituted with a group selected from the substituent group γ, (2
2) a compound wherein R ⁴ is a hydrogen atom; a lower alkyl group; a halogeno lower alkyl group; or a phenyl group substituted with a group selected from the group of substituents α, β and γ; ) a is a pyrazole having a group R ^4, or imidazole, compound having a group R ^4, and (2
4) The compound wherein A is a pyrazole having a group R ⁴
And pharmacologically acceptable salts, esters or other derivatives thereof.

[Substituent group α ¹ ] A halogen atom, a lower alkoxy group, a halogeno lower alkoxy group, a group having —NR ^a R ^b (wherein one of R ^a and R ^b represents a hydrogen atom or a lower alkyl group. And the other is a hydrogen atom, a lower alkyl group or an aralkyl group.) [Substituent group β ¹ ] Lower alkyl group, halogeno lower alkyl group, hydroxy lower alkyl group, nitro lower alkyl group, amino lower alkyl group, lower alkyl amino Lower alkyl group, di (lower alkyl) amino lower alkyl group,
Aralkylamino lower alkyl group [substituent group γ ¹ ] oxo group, hydroxyimino group, lower alkoxyimino group, lower alkylene group, lower alkylenedioxy group, lower alkylsulfinyl group, lower alkylsulfonyl group, aryl group, substituent group an aryl group substituted with α and a group selected from substituent group β.

Further, in the compound of the above (1),
(2) to (6); (7) to (11); (12) and (13); (14); (15); (16); (17) to (20); And compounds satisfying a combination of requirements arbitrarily selected from the nine groups consisting of (23) and (24).

Among these, particularly preferred compounds include (25) a compound selected from the following or a pharmacologically acceptable salt, ester or other derivative thereof: , 3,5,6,8a-Hexahydroindolizin-7-yl) -5-phenyl-4- (pyridin-4-yl) pyrazole 5- (3-fluorophenyl) -3- (1,2,2 3,
5,6,8a-Hexahydroindolizin-7-yl)
-4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (1,2,3,
5,6,8a-Hexahydroindolizin-7-yl)
-4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-methyl-
1,2,3,5,6,8a-Hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-phenyl-1 , 2,3,5,6,8a-Hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-hydroxy-1, 2,3,5,6,8a-Hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-methoxy-1,2 , 3,5,6,8a-Hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 3- (2-fluoro-1,2,3,5,6,8a-hexa (Hydroindolizin-7-yl) -5- (4-fluorofuran Enyl) -4- (pyridin-4-yl) pyrazole 3- (2,2-difluoro-1,2,3,5,6,8
a-Hexahydroindolizin-7-yl) -5- (4
-Fluorophenyl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (8-methyl-
1,2,3,5,6,8a-Hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 5- (3-chlorophenyl) -3- (1,2,3
5,6,8a-Hexahydroindolizin-7-yl)
-4- (pyridin-4-yl) pyrazole 3- (1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4- (pyridin-4-yl)-
5- (3-trifluoromethylphenyl) pyrazole 5- (3,4-difluorophenyl) -3- (1,
2,3,5,6,8a-hexahydroindolizine-7
-Yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (1,2,3,
5,6,8a-Hexahydroindolizin-7-yl)
-1-Methyl-4- (pyridin-4-yl) pyrazole 3- (4-fluorophenyl) -5- (1,2,3
5,6,8a-Hexahydroindolizin-7-yl)
-1-Methyl-4- (pyridin-4-yl) pyrazole ・ 3- (4-fluorophenyl) -1-methyl-5-
(2-methyl-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 3- (4-fluorophenyl) -1-methyl −5-
(2-phenyl-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4- (pyridine-4-
Yl) pyrazole 3- (4-fluorophenyl) -5- (2-hydroxy-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -1-methyl-4- (pyridine -4-
Yl) pyrazole 3- (4-fluorophenyl) -5- (2-methoxy-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -1-methyl-4- (pyridine -4-yl) pyrazole 5- (2-fluoro-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -3- (4-fluorophenyl) -1-methyl-4 -(Pyridin-4-yl) pyrazole 5- (2,2-difluoro-1,2,3,5,6,8
a-Hexahydroindolizin-7-yl) -3- (4
-Fluorophenyl) -1-methyl-4- (pyridine-
4-yl) pyrazole 3- (4-fluorophenyl) -1-methyl-5
(8-methyl-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -4- ( Pyridine-4
-Yl) -3- (3,5,6,8a-tetrahydroindolizin-7-yl) pyrazole 5- (4-fluorophenyl) -3- (1,2,3,
5,8,8a-Hexahydroindolizin-7-yl)
-4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (7-hydroxy-1,2,3,5,6,7,8,8a-octahydroindolizine-7 -Yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (1,2,3,
5,6,7,8,8a-octahydroindolizine-7
-Yl) -4- (pyridin-4-yl) pyrazole 4- (4-fluorophenyl) -1- (1,2,3,
5,6,7,8,8a-octahydroindolizine-7
-Yl) -5- (pyridin-4-yl) imidazole 5- (4-chlorophenyl) -3- (1,2,3,
5,6,8a-Hexahydroindolizin-7-yl)
-4- (pyridin-4-yl) pyrazole 3- (2-ethyl-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -5- (4-fluorophenyl)- 4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-propyl-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4 -(Pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-methylidene-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4- (Pyridin-4-yl) pyrazole 3- (2-ethylidene-1,2,3,5,6,8a-
Hexahydroindolizin-7-yl) -5- (4-fluorophenyl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-propylidene-1,2,2 3,5,6,8a-Hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -1-methyl-3-
(2-methyl-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -1-methyl -3-
(2-phenyl-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4- (pyridine-4-
Yl) pyrazole 5- (4-fluorophenyl) -3- (2-hydroxy-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -1-methyl-4- (pyridine -4-
Yl) pyrazole 5- (4-fluorophenyl) -3- (2-methoxy-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -1-methyl-4- (pyridine -4-yl) pyrazole 3- (2-fluoro-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -5- (4-fluorophenyl) -1-methyl-4 -(Pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -1-methyl-3-
(8-methyl-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- ( 2-methyl-
3,5,6,8a-Tetrahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 3- (2-ethyl-3,5,6,8a-tetrahydroindolizin-7-yl ) -5- (4-Fluorophenyl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-propyl-3,5,6,8a-tetrahydroindolizine- 7-
Yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-phenyl-3,5,6,8a-tetrahydroindolizine-7-
Yl) -4- (pyridin-4-yl) pyrazole.

Another object of the present invention is to provide a compound according to any one of the above (1) to (25),
It is an object of the present invention to provide a medicine containing a pharmacologically acceptable salt or derivative thereof as an active ingredient. Further, the present invention provides
(A) A method for producing a compound having the following general formula (53), comprising substantially the following steps A, B and C:

[0022]

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Wherein B is a 4- to 7-membered heterocyclic ring (the ring is saturated or unsaturated; And R ⁵ represents 1 to 3 groups arbitrarily selected from a hydrogen atom, a substituent group α, a substituent group β and a substituent group γ, and R ²⁴ , R ²⁵ and R ²⁶
Represents the same or different and represents one group selected from the groups defined for R ^5, and the configuration based on the carbon atom marked with * represents S or R. <Step A> a compound having the following general formula (48) or a reactive derivative thereof;

[0024]

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Wherein B, R ⁵ , R ²⁴ , R ²⁵ and R
²⁶ has the same meaning as described above, R ⁷ represents a carboxyl-protecting group, and the configuration based on the carbon atom marked with * has the same configuration as that of the compound having the general formula (53). To produce a compound having the following general formula (49);

[0026]

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[Wherein, B, R ⁵ , R ²⁴ , R ²⁵ , R ²⁶ and R ⁷ have the same meanings as described above, and the configuration based on the carbon atom marked with * is represented by the general formula (53) The compound has the same configuration as that of the compound. <Step B> a step of hydrolyzing and decarboxylating the compound having the general formula (49) to produce a compound having the following general formula (50);

[0028]

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Wherein B, R ⁵ , R ²⁴ , R ²⁵ and R
²⁶ has the same meaning as described above, and the configuration based on the carbon atom marked * has the same configuration as that of the compound having the general formula (53). <Step C> a step of producing a compound having the general formula (53) by reducing the amide moiety of the compound having the general formula (50), (b) the step C> substantially comprising the following step C1 The method according to (a), comprising: Step C2 and Step C3: <Step C1> A compound having the general formula (50) is the same as the compound having the general formula: R ¹⁴ —NH—R ¹⁵ [where R ¹⁴ and R ¹⁵ are the same Or differently represent a hydrogen atom, a lower alkyl group or an aralkyl group, respectively, or R ¹⁴ and R ¹⁵ together with the nitrogen atom to which they are attached form a heterocyclyl group] A step of producing a compound having the following general formula (51) by reacting the compound with the compound;

[0030]

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[Wherein B, R ⁵ , R ²⁴ , R ²⁵ , R ²⁶ , R
¹⁴ and R ¹⁵ have the same meaning as described above, and the configuration based on the carbon atom marked with * indicates the same configuration as the compound having the general formula (53). <Step C2> a step of producing a compound having the following general formula (52) by reducing the amide moiety of the compound having the general formula (51);

[0032]

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[Wherein B, R ⁵ , R ²⁴ , R ²⁵ , R ²⁶ , R
¹⁴ and R ¹⁵ have the same meaning as described above, and the configuration based on the carbon atom marked with * indicates the same configuration as the compound having the general formula (53). <Step C3> a step of producing a compound having the general formula (53) by hydrolyzing a compound having the general formula (52), (c) a compound having the following general formula (48) or a reactive derivative thereof ;

[0034]

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[Wherein B is a 4- to 7-membered heterocyclic ring (the ring is saturated or unsaturated; even if it is condensed with an aryl, heteroaryl, cycloalkyl or heterocyclyl group) And R ⁵ represents 1 to 3 groups arbitrarily selected from a hydrogen atom, a substituent group α, a substituent group β, and a substituent group γ, and R ⁷ represents protection of a carboxyl group. R ²⁴ , R ²⁵ and R ²⁶ are the same or different and each represents one group selected from the groups defined for R ^5, and the configuration based on the carbon atom marked with * is , S or R. A compound having the following general formula (49);

[0036]

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Wherein B, R ⁵ , R ²⁴ , R ²⁵ , R ²⁶ and R ⁷ have the same meanings as described above, and the configuration based on the carbon atom marked with * is represented by the general formula (48) Shows the same configuration as the compound having And (d) a substantially pure optically active substance having the following general formula (53):

[0038]

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Wherein B is a 4- to 7-membered heterocyclic ring (the ring is saturated or unsaturated; even if it is condensed with an aryl, heteroaryl, cycloalkyl or heterocyclyl group) And R ⁵ represents 1 to 3 groups arbitrarily selected from a hydrogen atom, a substituent group α, a substituent group β and a substituent group γ, and R ²⁴ , R ²⁵ and R ²⁶
Represents the same or different and represents one group selected from the groups defined for R ^5, and the configuration based on the carbon atom marked with * represents S or R. ]I will provide a. The compound having the above general formula (I) is represented by any one of the following general formulas:

[0040]

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(Wherein, R ¹ , R ² , R ³ and R ⁴ have the same meanings as described above.) In the above general formula (I), R ¹ , R ⁴ and the definition of [substituent group γ] in the "aryl group";"arylgroup" of R ¹ and "substituted with a group selected from substituent group α and substituent group β aryl group" in the definition of [substituent group gamma]; as well as R ⁴ In the definition, the "aryl group" of the "aryl group substituted with a group selected from the substituent group α, the substituent group β, and the substituent group γ" is, for example, phenyl, naphthyl, phenanthryl, carbon such as anthracenyl. It represents an aryl group of 6 to 14 and is preferably phenyl or naphthyl, and most preferably phenyl.

The above "aryl group" may be condensed with a cycloalkyl group having 3 to 10 carbon atoms, and examples of such a group include 5-indanyl.

In the definition of R ¹ and [substituent group γ], the “aryl group substituted with a group selected from the substituent group α and the substituent group β” is preferably a substituent group α and a substituent An aryl group substituted with 1 to 4 groups selected from the group β, more preferably a substituent group α and a substituent group β
An aryl group substituted with 1 to 3 groups selected from Preferred examples include 4-fluorophenyl, 3
-Fluorophenyl, 4-chlorophenyl, 3-chlorophenyl, 3,4-difluorophenyl, 3,4-dichlorophenyl, 3,4,5-trifluorophenyl, 3
-Chloro-4-fluorophenyl, 3-difluoromethoxyphenyl, 3-trifluoromethoxyphenyl, 3
Groups such as -trifluoromethylphenyl.

The “aryl group substituted with a group selected from the substituent group α, the substituent group β, and the substituent group γ” in the definition of R ⁴ is preferably a substituent group α, a substituent group β And an aryl group substituted with 1 to 4 groups selected from a substituent group γ, and more preferably 1 to 3 selected from a substituent group α, a substituent group β, and a substituent group γ. Aryl groups substituted with more than one group, even more preferably a `` lower alkylthio group '', a `` halogeno lower alkylthio group '',
It is an aryl group substituted with one group selected from "lower alkylsulfinyl group" and "lower alkylsulfonyl group". Preferred examples include 4-methylthiophenyl, 4-ethylthiophenyl, 4-propylthiophenyl, 4-methylsulfinylphenyl, 4-ethylsulfinylphenyl, 4-propylsulfinylphenyl, 4-methylsulfonylphenyl, 4-ethyl Examples include groups such as sulfonylphenyl and 4-propylsulfonylphenyl.

"Heteroaryl group" in the definition of R ¹ and R ⁴ ; "heteroaryl group" in "heteroaryl group substituted by a group selected from substituent group α and substituent group β" in definition of R ¹ And a "heteroaryl group" in the "heteroaryl group substituted with a group selected from substituent group α, substituent group β and substituent group γ" in the definition of R ⁴ includes, for example, furyl, Thienyl, pyrrolyl, pyrazolyl, imidazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, triazolyl, tetrazolyl, thiadiazolyl, pyridyl, pyridazinyl,
A 5- to 7-membered heteroaryl group containing 1 to 3 sulfur atoms, oxygen atoms and / or nitrogen atoms, such as pyrimidinyl and pyrazinyl, preferably furyl, thienyl, pyrrolyl, pyrazolyl, imidazolyl, oxazolyl, isoxazolyl A 5- or 6-membered heteroaryl group containing one or two sulfur atoms, oxygen atoms and / or nitrogen atoms, such as thiazolyl, isothiazolyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, more preferably furyl, Thienyl, pyridyl or pyrimidinyl.

The above "heteroaryl group" may be condensed with another cyclic group (for example, an aryl group or a cyclic group such as a cycloalkyl group having 3 to 10 carbon atoms).
Such groups include, for example, indolyl, benzofuranyl, benzothienyl, quinolyl, isoquinolyl, quinazolinyl, tetrahydroquinolyl, tetrahydroisoquinolyl, and the like.

The “heteroaryl group substituted with a group selected from the substituent group α and the substituent group β” in the definition of R ¹ is preferably selected from the substituent group α and the substituent group β. A heteroaryl group substituted with 1 to 3 groups, more preferably a heteroaryl group substituted with 1 to 2 groups selected from a substituent group α and a substituent group β. Preferred examples include 5-fluoro-2-furyl, 4-chloro-2-thienyl, 5-difluoromethoxy-3-furyl, 5-trifluoromethyl-3-thienyl, 5-fluoro-2-oxazolyl. Groups.

In the definition of R ⁴ , “heteroaryl group substituted with a group selected from substituent group α, substituent group β and substituent group γ” is preferably a substituent group α, a substituent group β
And a heteroaryl group substituted with 1 to 3 groups selected from the substituent group γ, and more preferably 1 to 3 selected from the substituent group α, the substituent group β, and the substituent group γ. 2
Is a heteroaryl group substituted with two groups. Preferred examples include 2-methylthio-5-pyridyl, 3-methylthio-6-pyridazinyl, 2-methylthio-5-pyrimidinyl, 2-methylsulfinyl-5-pyridyl,
Examples include groups such as methylsulfinyl-6-pyridazinyl, 2-methylsulfinyl-5-pyrimidinyl, 2-methylsulfonyl-5-pyridyl, 3-methylsulfonyl-6-pyridazinyl, 2-methylsulfonyl-5-pyrimidinyl. it can.

In the definition of R ² , “heteroaryl group having at least one nitrogen atom” and “substituent group α
And `` heteroaryl group having at least one nitrogen atom '' of the `` heteroaryl group having at least one nitrogen atom '' substituted with a group selected from substituent group β,
Pyrrolyl, pyrazolyl, imidazolyl, oxazolyl,
Contains at least one nitrogen atom, such as isoxazolyl, thiazolyl, isothiazolyl, triazolyl, tetrazolyl, thiadiazolyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, and further contains one or two sulfur, oxygen and / or nitrogen atoms And represents a 5- to 7-membered heteroaryl group which may be substituted. Preferably, pyrrolyl, pyrazolyl, imidazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, pyridyl,
1 such as pyridazinyl, pyrimidinyl, pyrazinyl
A 5- or 6-membered heteroaryl group containing at least one nitrogen atom and further containing one sulfur atom, oxygen atom or nitrogen atom, more preferably imidazolyl, pyridyl, pyridazinyl, pyrimidinyl or pyrazinyl. A 5- or 6-membered heteroaryl group containing 1 or 2 nitrogen atoms, particularly preferably pyridyl or pyrimidinyl, and most preferably 4-pyridyl or 4-pyrimidinyl.

R^Two"Substituent group α and substitution
Reduce the number of nitrogen atoms substituted with a group selected from group β.
The `` heteroaryl group having at least one '' is preferably
1 to 3 groups selected from the substituent group α and the substituent group β
Represents a group substituted with, more preferably, a substituent group α and
Substituted with one or two groups selected from substituent group β.
And more preferably, the substituent group α and the substituent group
a group substituted with one group selected from β,
Preferably, 1 selected from the substituent group α and the substituent group β
Pyridyl or 4-pyridyl substituted at the 2-position with
Limidinyl. Most preferably, -NR^aR^bHaving
Group (wherein R^aAnd R^bAre the same or different
A hydrogen atom, a lower alkyl group, a lower alkenyl group,
Lower alkynyl group, aralkyl group, or lower alkyls
Represents a sulfonyl group, or R ^aAnd R^bAre combined
Together with the nitrogen atom to form a heterocyclyl group
You. ) And -NR^aR^bA group having the formula (wherein, R^aAnd R
^bIs as defined above. Lower alkyl substituted with)
4-substituted 2-substituted by one group selected from
Lysyl or 4-pyrimidinyl. A good example
2-amino-4-pyridyl, 2-amino-4-pi
Limidinyl, 2-methylamino-4-pyridyl, 2-meth
Tylamino-4-pyrimidinyl, 2-methoxy-4-pi
Lysyl, 2-methoxy-4-pyrimidinyl, 2-benzyl
Rumin-4-pyridyl, 2-benzylamino-4-pi
Limidinyl, 2- (α-methylbenzylamino) -4-
Pyridyl, 2- (α-methylbenzylamino) -4-pi
Groups such as limidinyl can be mentioned.

[0051] in the definition of the cyclic group B, the "4 to 7 membered heterocycle ring", D; E; and a carbon atom, a nitrogen atom, an oxygen atom, a sulfur atom, group> SO and groups> SO ₂
A 4-7 membered heterocyclic ring consisting of 2-5 atoms or groups selected from the group consisting of: a 4-7 membered heterocyclic ring containing at least one nitrogen atom (ie, a saturated heterocyclic ring). Cycle ring or unsaturated heterocycle ring). Preferably it contains one nitrogen atom,
Furthermore, nitrogen atom, oxygen atom, sulfur atom, group> SO and group>
A 5- or 6-membered heterocyclic ring optionally containing one atom or group selected from the group consisting of SO ₂ ,
More preferably, pyrrolidine, pyrroline, imidazolidine, imidazoline, pyrazolidine, pyrazoline, oxazolidine, thiazolidine, piperidine, tetrahydropyridine, dihydropyridine, piperazine, morpholine,
Thiomorpholine, particularly preferably pyrrolidine, pyrroline, imidazoline, most preferably pyrrolidine,
Pyroline.

The "heterocycle ring" may be condensed with the "aryl group", the "heteroaryl group", the "cycloalkyl group" or the "heterocyclyl group". Examples include groups such as tetrahydroquinoline, octahydroquinoline, decahydroquinoline, tetrahydroisoquinoline, octahydroisoquinoline, decahydroisoquinoline, indoline, octahydroindole, isoindoline, and octahydroisoindole. [here,
The “cycloalkyl group” refers to a cycloalkyl group having 3 to 7 carbon atoms such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and cycloheptyl, and is preferably a cycloalkyl group having 3 to 6 carbon atoms. is there. “Heterocyclyl group” refers to a 4- to 7-membered heterocyclyl group having 1 to 3 sulfur atoms, oxygen atoms and / or nitrogen atoms, preferably 1 or 2 sulfur atoms, oxygen atoms and / or Or 4 to 7 containing a nitrogen atom
Represents a membered heterocyclyl group. More preferably, it contains one nitrogen atom and further contains one oxygen atom, sulfur atom or nitrogen atom.
Represents a 5- or 6-membered heterocyclyl group which may contain, for example, azetidinyl, pyrrolidinyl, pyrrolinyl, imidazolidinyl, imidazolinyl, pyrazolidinyl, pyrazolinyl, oxazolidinyl, thiazolidinyl, piperidyl, tetrahydropyridyl, dihydropyridyl, Examples thereof include piperazinyl, morpholinyl, thiomorpholinyl, and homopiperidyl. A “cycloalkyl group” in the definition of [Substituent group β],
And the "cycloalkyl group" of the "cycloalkyl group substituted with a group selected from the substituent group α, the substituent group β and the substituent group γ" in the definition of R ⁴ is cyclopropyl, cyclobutyl, cyclopentyl , Cyclohexyl,
A cycloalkyl group having 3 to 7 carbon atoms, such as cycloheptanyl, is preferably a cycloalkyl group having 3 to 6 carbon atoms, and more preferably cyclopentyl or cyclohexyl.

In the definition of R ⁴ , “heterocyclyl group” and “heterocyclyl group” of “heterocyclyl group substituted by a group selected from substituent group α, substituent group β and substituent group γ” And represents a 4- to 7-membered heterocyclyl group having 1 to 3 sulfur, oxygen and / or nitrogen atoms, preferably 4 to 7 containing 1 or 2 sulfur, oxygen and / or nitrogen atoms. A membered heterocyclyl group. More preferably, it represents a 5- or 6-membered heterocyclyl group which contains one nitrogen atom and may further contain one oxygen atom, sulfur atom or one nitrogen atom, such as azetidinyl, Examples include pyrrolidinyl, pyrrolidinyl, imidazolidinyl, imidazolinyl, pyrazolidinyl, pyrazolinyl, oxazolidinyl, thiazolidinyl, piperidyl, tetrahydropyridyl, dihydropyridyl, piperazinyl, morpholinyl, thiomorpholinyl, and homopiperidyl.

R ^a , R ^b and “lower alkyl group” in the definition of [substituent group β]; and “lower alkyl group substituted by a group selected from substituent group α” in the definition of [substituent group β]. The “lower alkyl group” of the “alkyl group” means methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, s-butyl, tert-butyl, n-pentyl, isopentyl, 2-methylbutyl, neopentyl, 1-ethylpropyl , N-hexyl, isohexyl, 4-methylpentyl, 3-methylpentyl, 2-methylpentyl, 1
-Methylpentyl, 3,3-dimethylbutyl, 2,2-
1-6 carbon atoms such as dimethylbutyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,3-dimethylbutyl, and 2-ethylbutyl
Represents a straight-chain or branched-chain alkyl group. Preferably,
An alkyl group having 1 to 4 carbon atoms, more preferably,
Methyl, ethyl, propyl, isopropyl or butyl, particularly preferably methyl, ethyl or propyl.

R ^a , R ^b and “lower alkenyl group” in the definition of [substituent group β]; and “lower group substituted with a group selected from substituent group α” in the definition of [substituent group β]. The lower alkenyl group of the `` alkenyl group '' is vinyl,
2-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 2-ethyl-2-propenyl,
2-butenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl, 1-ethyl-2-butenyl, 3-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl, 1- Ethyl-3-butenyl, 2-pentenyl,
1-methyl-2-pentenyl, 2-methyl-2-pentenyl, 3-pentenyl, 1-methyl-3-pentenyl,
2-methyl-3-pentenyl, 4-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl,
2-hexenyl, 3-hexenyl, 4-hexenyl, 5
-Represents a straight or branched alkenyl group having 2 to 6 carbon atoms such as hexenyl. Preferably, it has 2 to 4 carbon atoms.
Alkenyl groups, more preferably alkenyl groups having 2 or 3 carbon atoms.

R ^a , R ^b and “lower alkynyl group” in the definition of [substituent group β]; and “lower alkynyl group substituted in the definition of [substituent group β] The lower alkynyl group of "alkynyl group" is ethynyl, 2-propynyl, 1-methyl-2-propynyl, 2
-Butynyl, 1-methyl-2-butynyl, 1-ethyl-
2-butynyl, 3-butynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl, 1-ethyl-3-butynyl, 2-pentynyl, 1-methyl-2-pentynyl,
3-pentynyl, 1-methyl-3-pentynyl, 2-methyl-3-pentynyl, 4-pentynyl, 1-methyl-
It represents a straight-chain or branched-chain alkynyl group having 2 to 6 carbon atoms such as 4-pentynyl, 2-methyl-4-pentynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl and 5-hexynyl. It is preferably an alkynyl group having 2 to 4 carbon atoms, and more preferably an alkynyl group having 2 or 3 carbon atoms.

The “aralkyl group” in the definitions of R ^a , R ^b and [substituent group β] indicates a group in which the above “aryl group” is bonded to the above “lower alkyl group”. For example, benzyl, indenylmethyl, phenanthrenylmethyl, anthracenylmethyl, α-naphthylmethyl, β-naphthylmethyl, diphenylmethyl,
Triphenylmethyl, α-naphthyldiphenylmethyl,
9-anthrylmethyl, piperonyl, 1-phenethyl,
2-phenethyl, 1-naphthylethyl, 2-naphthylethyl, 1-phenylpropyl, 2-phenylpropyl,
3-phenylpropyl, 1-naphthylpropyl, 2-naphthylpropyl, 3-naphthylpropyl, 1-phenylbutyl, 2-phenylbutyl, 3-phenylbutyl,
-Phenylbutyl, 1-naphthylbutyl, 2-naphthylbutyl, 3-naphthylbutyl, 4-naphthylbutyl,
-Phenylpentyl, 2-phenylpentyl, 3-phenylpentyl, 4-phenylpentyl, 5-phenylpentyl, 1-naphthylpentyl, 2-naphthylpentyl, 3-naphthylpentyl, 4-naphthylpentyl, 5
-Naphthylpentyl, 1-phenylhexyl, 2-phenylhexyl, 3-phenylhexyl, 4-phenylhexyl, 5-phenylhexyl, 6-phenylhexyl, 1-naphthylhexyl, 2-naphthylhexyl, 3
-Naphthylhexyl, 4-naphthylhexyl, 5-naphthylhexyl and 6-naphthylhexyl. Of these, benzyl, phenanthrenylmethyl, anthracenylmethyl, α-naphthylmethyl, β-
Naphthylmethyl, diphenylmethyl, triphenylmethyl, 9-anthrylmethyl, piperonyl, 1-phenethyl, 2-phenethyl, 1-phenylpropyl, 2-phenylpropyl, 3-phenylpropyl, 1-phenylbutyl, 2-phenylbutyl , 3-phenylbutyl and 4
-Phenylbutyl is preferred.

The aryl part of the “aralkyl group” may be substituted with one to three groups selected from the above “substituent group α” and “substituent group β”. Examples of the substituted aralkyl group include 2-fluorobenzyl, 3-fluorobenzyl, 4-fluorobenzyl, 2-chlorobenzyl, 3-chlorobenzyl,
-Chlorobenzyl, 2-bromobenzyl, 3-bromobenzyl, 4-bromobenzyl, 3,5-difluorobenzyl, 2,5-difluorophenethyl, 2,6-difluorobenzyl, 2,4-difluorophenethyl, 3,5
-Dibromobenzyl, 2,5-dibromophenethyl,
2,6-dichlorobenzyl, 2,4-dichlorophenethyl, 2,3,6-trifluorobenzyl, 2,3,4-
Trifluorophenethyl, 3,4,5-trifluorobenzyl, 2,5,6-trifluorophenethyl, 2,
4,6-trifluorobenzyl, 2,3,6-tribromophenethyl, 2,3,4-tribromobenzyl, 3,
4,5-tribromophenethyl, 2,5,6-trichlorobenzyl, 2,4,6-trichlorophenethyl, 1-
Fluoro-2-naphthylmethyl, 2-fluoro-1-naphthylethyl, 3-fluoro-1-naphthylmethyl, 1
-Chloro-2-naphthylethyl, 2-chloro-1-naphthylmethyl, 3-bromo-1-naphthylethyl, 3,8
-Difluoro-1-naphthylmethyl, 2,3-difluoro-1-naphthylethyl, 4,8-difluoro-1-naphthylmethyl, 5,6-difluoro-1-naphthylethyl, 3,8-dichloro-1-naphthyl Methyl, 2,3-
Dichloro-1-naphthylethyl, 4,8-dibromo-1
-Naphthylmethyl, 5,6-dibromo-1-naphthylethyl, 2,3,6-trifluoro-1-naphthylmethyl, 2,3,4-trifluoro-1-naphthylethyl,
3,4,5-trifluoro-1-naphthylmethyl, 4,
5,6-trifluoro-1-naphthylethyl, 2,4
8-trifluoro-1-naphthylmethyl, bis (2-fluorophenyl) methyl, 3-fluorophenylphenylmethyl, bis (4-fluorophenyl) methyl, 4-
Fluorophenylphenylmethyl, bis (2-chlorophenyl) methyl, bis (3-chlorophenyl) methyl,
Bis (4-chlorophenyl) methyl, 4-chlorophenylphenylmethyl, 2-bromophenylphenylmethyl, 3-bromophenylphenylmethyl, bis (4-bromophenyl) methyl, bis (3,5-difluorophenyl) methyl, bis ( 2,5-difluorophenyl) methyl, bis (2,6-difluorophenyl) methyl,
2,4-difluorophenylphenylmethyl, bis (3,5-dibromophenyl) methyl, 2,5-dibromophenylphenylmethyl, 2,6-dichlorophenylphenylmethyl, bis (2,4-dichlorophenyl) methyl, bis (2 An aralkyl group substituted by a halogen atom such as (3,3,6-trifluorophenyl) methyl; 2
-Trifluoromethylbenzyl, 3-trifluoromethylphenethyl, 4-trifluoromethylbenzyl, 2-
Trichloromethylphenethyl, 3-dichloromethylbenzyl, 4-trichloromethylphenethyl, 2-tribromomethylbenzyl, 3-dibromomethylphenethyl, 4
-Dibromomethylbenzyl, 3,5-bistrifluoromethylphenethyl, 2,5-bistrifluoromethylbenzyl, 2,6-bistrifluoromethylphenethyl,
2,4-bistrifluoromethylbenzyl, 3,5-bistribromomethylphenethyl, 2,5-bisdibromomethylbenzyl, 2,6-bisdichloromethylmethylphenethyl, 2,4-bisdichloromethylbenzyl, 2,
3,6-tristrifluoromethylphenethyl, 2,
3,4-tristrifluoromethylbenzyl, 3,4
5-tristrifluoromethylphenethyl, 2,5,6
-Tristrifluoromethylbenzyl, 2,4,6-tristrifluoromethylphenethyl, 2,3,6-tristribromobromobenzyl, 2,3,4-trisdibromomethylphenethyl, 3,4,5-tristri Bromomethylbenzyl, 2,5,6-trisdichloromethylmethylphenethyl, 2,4,6-trisdichloromethylbenzyl, 1-trifluoromethyl-2-naphthylethyl, 2-trifluoromethyl-1-naphthylmethyl, 3
-Trifluoromethyl-1-naphthylethyl, 1-trichloromethyl-2-naphthylmethyl, 2-dichloromethyl-1-naphthylethyl, 3-tribromomethyl-1-
Naphthylmethyl, 3,8-bistrifluoromethyl-1
-Naphthylethyl, 2,3-bistrifluoromethyl-
1-naphthylmethyl, 4,8-bistrifluoromethyl-1-naphthylethyl, 5,6-bistrifluoromethyl-1-naphthylmethyl, 3,8-bistrichloromethyl-1-naphthylethyl, 2,3-bisdichloro Methyl-1-naphthylmethyl, 4,8-bisdibromomethyl-
1-naphthylethyl, 5,6-bistribromomethyl-
1-naphthylmethyl, 2,3,6-tristrifluoromethyl-1-naphthylethyl, 2,3,4-tristrifluoromethyl-1-naphthylmethyl, 3,4,5-tristrifluoromethyl-1- Naphthylethyl, 4,
5,6-tristrifluoromethyl-1-naphthylmethyl, 2,4,8-tristrifluoromethyl-1-naphthylmethyl, bis (4-trifluoromethylphenyl)
Methyl, 4-trifluoromethylphenylphenylmethyl, bis (2-trichloromethylphenyl) methyl, bis (3-trichloromethylphenyl) methyl, bis (4
-Trichloromethylphenyl) methyl, 2-tribromomethylphenylphenylmethyl, 3-tribromomethylphenylphenylmethyl, bis (4-tribromomethylphenyl) methyl, bis (3,5-bistrifluoromethylphenyl) methyl, bis (2,5-bistrifluoromethylphenyl) methyl, bis (2,6-bistrifluoromethylphenyl) methyl, 2,4-bistrifluoromethylphenylphenylmethyl, bis (3,5-bistrifluorobromophenyl) methyl, , 5-bistribromomethylphenylphenylmethyl, 2,6-bistrichloromethylphenylphenylmethyl, bis (2,
Aralkyl groups substituted with halogeno lower alkyl groups such as 4-bistrichloromethylphenyl) methyl and bis (2,3,6-tristrifluoromethylphenyl) methyl; 2-methylbenzyl, 3-methylbenzyl,
4-methylbenzyl, 2-methylphenethyl, 4-methylphenethyl, 2-ethylbenzyl, 3-propylphenethyl, 4-ethylbenzyl, 2-butylphenethyl,
3-pentylbenzyl, 4-pentylphenethyl, 3,
5-dimethylbenzyl, 2,5-dimethylphenethyl,
2,6-dimethylbenzyl, 2,4-dimethylphenethyl, 3,5-dibutylbenzyl, 2,5-dipentylphenethyl, 2,6-dipropylbenzyl, 2,4-dipropylphenethyl, 2,3,6- Trimethylbenzyl,
2,3,4-trimethylphenethyl, 3,4,5-trimethylbenzyl, 2,4,6-trimethylbenzyl,
2,5,6-trimethylphenethyl, 2,3,6-tributylphenethyl, 2,3,4-tripentylbenzyl, 3,4,5-tributylphenethyl, 2,5,6-
Tripropylbenzyl, 2,4,6-tripropylphenethyl, 1-methyl-2-naphthylmethyl, 2-methyl-1-naphthylethyl, 3-methyl-1-naphthylmethyl, 1-ethyl-2-naphthylethyl, 2-propyl-
1-naphthylmethyl, 3-butyl-1-naphthylethyl, 3,8-dimethyl-1-naphthylmethyl, 2,3-
Dimethyl-1-naphthylethyl, 4,8-dimethyl-1
-Naphthylmethyl, 5,6-dimethyl-1-naphthylethyl, 3,8-diethyl-1-naphthylmethyl, 2,3
-Dipropyl-1-naphthylmethyl, 4,8-dipentyl-1-naphthylethyl, 5,6-dibutyl-1-naphthylmethyl, 2,3,6-trimethyl-1-naphthylmethyl, 2,3,4-trimethyl -1-naphthylethyl,
3,4,5-trimethyl-1-naphthylmethyl, 4,
5,6-trimethyl-1-naphthylmethyl, 2,4,8
-Trimethyl-1-naphthylmethyl, bis (2-methylphenyl) methyl, 3-methylphenylphenylmethyl, bis (4-methylphenyl) methyl, 4-methylphenylphenylmethyl, bis (2-ethylphenyl) methyl, bis (3-ethylphenyl) methyl, bis (4-
Ethylphenyl) methyl, 2-propylphenylphenylmethyl, 3-propylphenylphenylmethyl, bis (4-propylphenyl) methyl, bis (3,5-dimethylphenyl) methyl, bis (2,5-dimethylphenyl) methyl, Bis (2,6-dimethylphenyl) methyl, 2,4-dimethylphenylphenylmethyl, bis (3,5-dipropylphenyl) methyl, 2,5-dipropylphenylphenylmethyl, 2,6-diethylphenylphenylmethyl , Bis (2,4-diethylphenyl) methyl, bis (2,3,6-trimethylphenyl)
Aralkyl groups substituted with lower alkyl groups such as methyl; 2-methoxybenzyl, 3-methoxybenzyl,
-Methoxybenzyl, 3-methoxyphenethyl, 2-ethoxyphenethyl, 3-propoxybenzyl, 4-ethoxyphenethyl, 2-butoxybenzyl, 3-pentoxyphenethyl, 4-pentoxybenzyl, 3,5-dimethoxyphenethyl, 2, 5-dimethoxybenzyl, 2,
6-dimethoxyphenethyl, 2,4-dimethoxybenzyl, 3,5-dibutoxyphenethyl, 2,5-dipentoxybenzyl, 2,6-dipropoxyphenethyl, 2,
4-dipropoxybenzyl, 2,3,6-trimethoxyphenethyl, 2,3,4-trimethoxybenzyl, 3,
4,5-trimethoxyphenethyl, 2,5,6-trimethoxybenzyl, 2,4,6-trimethoxyphenethyl, 2,3,6-tributoxybenzyl, 2,3,4-
Tripentoxyphenethyl, 3,4,5-tributoxybenzyl, 2,5,6-tripropoxyphenethyl,
2,4,6-tripropoxybenzyl, 1-methoxy-
2-naphthylmethyl, 2-methoxy-1-naphthylmethyl, 3-methoxy-1-naphthylethyl, 1-ethoxy-2-naphthylmethyl, 2-propoxy-1-naphthylmethyl, 3-butoxy-1-naphthylethyl, 3,8-
Dimethoxy-1-naphthylmethyl, 2,3-dimethoxy-1-naphthylmethyl, 4,8-dimethoxy-1-naphthylethyl, 5,6-dimethoxy-1-naphthylmethyl, 3,8-diethoxy-1-naphthylmethyl , 2, 3
-Dipropoxy-1-naphthylethyl, 4,8-dipentoxy-1-naphthylmethyl, 5,6-dibutoxy-1
-Naphthylmethyl, 2,3,6-trimethoxy-1-naphthylethyl, 2,3,4-trimethoxy-1-naphthylmethyl, 3,4,5-trimethoxy-1-naphthylmethyl, 4,5,6-trimethoxy -1-naphthylethyl, 2,4,8-trimethoxy-1-naphthylmethyl,
Bis (2-methoxyphenyl) methyl, 3-methoxyphenylphenylmethyl, bis (4-methoxyphenyl)
Methyl, 4-methoxyphenylphenylmethyl, bis (2-ethoxyphenyl) methyl, bis (3-ethoxyphenyl) methyl, bis (4-ethoxyphenyl) methyl, 2-propoxyphenylphenylmethyl, 3-propoxyphenylphenylmethyl, Bis (4-propoxyphenyl) methyl, bis (3,5-dimethoxyphenyl) methyl, bis (2,5-dimethoxyphenyl) methyl, bis (2,6-dimethoxyphenyl) methyl, 2,
4-dimethoxyphenylphenylmethyl, bis (3,5
-Dipropoxyphenyl) methyl, 2,5-dipropoxyphenylphenylmethyl, 2,6-diethoxyphenylphenylmethyl, bis (2,4-diethoxyphenyl) methyl, bis (2,3,6-trimethoxyphenyl) ) An aralkyl group substituted with a lower alkoxy group such as methyl; 2-aminophenethyl, 3-aminobenzyl, 4-aminophenethyl, 3,5-diaminobenzyl, 2,5-diaminophenethyl, 2,6-diaminobenzyl 2,4-diaminophenethyl, 2,3,6-triaminobenzyl, 2,3,4-triaminophenethyl, 3,4,5-triaminobenzyl, 2,5,6-triaminophenethyl, 2, 4,6-triaminobenzyl, 1-amino-2-naphthylmethyl, 2-amino-1
-Naphthylethyl, 3-amino-1-naphthylmethyl,
3,8-diamino-1-naphthylmethyl, 2,3-diamino-1-naphthylethyl, 4,8-diamino-1-naphthylmethyl, 5,6-diamino-1-naphthylmethyl, 2,3,6- Triamino-1-naphthylethyl,
2,3,4-triamino-1-naphthylmethyl, 3,
4,5-triamino-1-naphthylmethyl, 4,5,6
-Triamino-1-naphthylethyl, 2,4,8-triamino-1-naphthylmethyl, bis (2-aminophenyl) methyl, 3-aminophenylphenylmethyl, bis (4-aminophenyl) methyl, 4-aminophenyl Phenylmethyl, bis (3,5-diaminophenyl) methyl, bis (2,5-diaminophenyl) methyl, bis (2,6-diaminophenyl) methyl, 2,4-diaminophenylphenylmethyl, bis (2,3 Aralkyl groups substituted with amino groups such as 2,6-triaminophenyl) methyl; 2-nitrophenethyl, 3-nitrobenzyl, 4-nitrobenzyl, 4-nitrophenethyl,
5-dinitrobenzyl, 2,5-dinitrophenethyl,
2,6-dinitrobenzyl, 2,4-dinitrophenethyl, 2,3,6-trinitrobenzyl, 2,3,4-trinitrophenethyl, 3,4,5-trinitrobenzyl, 2,5,6- Trinitrophenethyl, 2,4,6-
Trinitrobenzyl, 1-nitro-2-naphthylmethyl, 2-nitro-1-naphthylethyl, 3-nitro-1
-Naphthylmethyl, 3,8-dinitro-1-naphthylmethyl, 2,3-dinitro-1-naphthylethyl, 4,8
-Dinitro-1-naphthylmethyl, 5,6-dinitro-
1-naphthylmethyl, 2,3,6-trinitro-1-naphthylethyl, 2,3,4-trinitro-1-naphthylmethyl, 3,4,5-trinitro-1-naphthylmethyl, 4,5,6- Trinitro-1-naphthylethyl,
2,4,8-trinitro-1-naphthylmethyl, bis (2
-Nitrophenyl) methyl, 3-nitrophenylphenylmethyl, bis (4-nitrophenyl) methyl, 4-nitrophenylphenylmethyl, bis (3,5-dinitrophenyl) methyl, bis (2,5-dinitrophenyl)
Methyl, bis (2,6-dinitrophenyl) methyl,
2,4-dinitrophenylphenylmethyl, bis (2,
Aralkyl groups substituted with nitro groups such as 3,6-trinitrophenyl) methyl; and 2-cyanophenethyl, 3-cyanobenzyl, 4-cyanobenzyl, 4-cyanobenzyldiphenylmethyl, 4-cyanophenethyl, , 5-dicyanobenzyl, 2,5-dicyanophenethyl, 2,6-dicyanobenzyl, 2,4-dicyanophenethyl, 2,3,6-tricyanobenzyl, 2,
3,4-tricyanophenethyl, 3,4,5-tricyanobenzyl, 2,5,6-tricyanophenethyl, 2,
4,6-tricyanobenzyl, 1-cyano-2-naphthylmethyl, 3-cyano-1-naphthylmethyl, 3,8-
Dicyano-1-naphthylmethyl, 2,3-dicyano-1
-Naphthylethyl, 4,8-dicyano-1-naphthylmethyl, 5,6-dicyano-1-naphthylmethyl, 2,
3,6-tricyano-1-naphthylethyl, 2,3,4
-Tricyano-1-naphthylmethyl, 3,4,5-tricyano-1-naphthylmethyl, 4,5,6-tricyano-1-naphthylethyl, 2,4,8-tricyano-1-
Naphthylmethyl, bis (2-cyanophenyl) methyl,
3-cyanophenylphenylmethyl, bis (4-cyanophenyl) methyl, 4-cyanophenylphenylmethyl, bis (3,5-dicyanophenyl) methyl, bis (2,5-dicyanophenyl) methyl, bis (2,6 −
Examples thereof include an aralkyl group substituted with a cyano group such as dicyanophenyl) methyl, 2,4-dicyanophenylphenylmethyl, and bis (2,3,6-tricyanophenyl) methyl.

It is preferably an unsubstituted aralkyl group or an aralkyl group substituted with a halogen atom, a lower alkyl group or a lower alkoxy group, and more preferably an unsubstituted aralkyl group or a halogen atom or a lower alkyl group. It is a substituted aralkyl group, most preferably an unsubstituted aralkyl group.

The “lower alkylsulfonyl group” in the definitions of R ^a , R ^b and [substituent group γ] refers to a group in which sulfonyl (—SO ₂ —) is bonded to the above “lower alkyl”. Preferably, it is a linear or branched alkylsulfonyl group having 1 to 4 carbon atoms, more preferably, methylsulfonyl, ethylsulfonyl, propylsulfonyl, isopropylsulfonyl, butylsulfonyl, and particularly preferably, Methylsulfonyl, ethylsulfonyl and propylsulfonyl.

The heterocyclyl group formed by R ^a and R ^b together with the nitrogen atom to which they are bonded includes one nitrogen atom, and further contains one oxygen atom, sulfur atom or one nitrogen atom. And represents a 4- to 7-membered heterocyclyl group which may be contained. Examples of such a group include 1-azetidinyl, 1-pyrrolidinyl, 1-pyrrolinyl, 1-imidazolidinyl, 1-imidazolinyl, 1-pyrazolidinyl, and 1-pyrazolinyl. , 3-oxazolidinyl, 3-thiazolidinyl, 1-piperidyl, tetrahydropyridin-1-yl, dihydropyridin-1-yl, 1-piperazinyl, 4-morpholinyl, 4-thiomorpholinyl, 1
-Homopiperidyl, 8-azabicyclo [3.2.1] octan-8-yl, 8-azabicyclo [3.2.1] octen-8-yl, 9-azabicyclo [3.3.1] nonane-9- And 9-azabicyclo [3.3.1] nonen-9-yl.

These groups may be condensed with an aryl group or a heteroaryl group. Examples of such groups include tetrahydroquinolin-1-yl and tetrahydroisoquinolin-2-yl. Groups can be mentioned.

The “halogen atom” in the definition of [Substituent group α] includes a fluorine atom, a chlorine atom, a bromine atom and an iodine atom.
It is a chlorine atom.

The “lower alkoxy group” in the definition of [Substituent group α] indicates a group in which an oxygen atom is bonded to the above “lower alkyl group”. It is preferably a straight or branched chain alkoxy group having 1 to 4 carbon atoms, more preferably methoxy, ethoxy, propoxy, isopropoxy, butoxy, and particularly preferably methoxy, ethoxy, propoxy. It is.

The “halogeno lower alkoxy group” in the definition of [Substituent group α] is a group in which one or more hydrogen atoms of the above “lower alkoxy group” are substituted by the above “halogen atom”. . Preferably, it has 1 to 4 carbon atoms.
Halogeno lower alkoxy groups, more preferably difluoromethoxy, trifluoromethoxy, 2,2,2
-Trifluoroethoxy, particularly preferably difluoromethoxy.

The “lower alkylthio group” in the definition of [Substituent group α] indicates a group in which a sulfur atom is bonded to the above “lower alkyl group”. Preferably, it is a linear or branched alkylthio group having 1 to 4 carbon atoms, more preferably, methylthio, ethylthio, propylthio, isopropylthio, butylthio, and particularly preferably, methylthio, ethylthio, propylthio. It is.

The “halogeno lower alkylthio group” in the definition of [Substituent group α] is a group in which one or more hydrogen atoms of the above “lower alkylthio group” are substituted by the above “halogen atom”. . It is preferably a halogeno lower alkylthio group having 1 to 4 carbon atoms, more preferably difluoromethylthio, trifluoromethylthio,
2,2,2-trifluoroethylthio.

The “lower alkoxyimino group” in the definition of [Substituent group γ] is a group in which a hydrogen atom of a hydroxyimino group is replaced by the above “lower alkyl group”.
It is preferably an alkoxyimino group having 1 to 4 carbon atoms, more preferably methoxyimino, ethoxyimino,
Propoxy imino.

The “lower alkylene group” in the definition of [Substituent group γ] is ethylene, trimethylene, propylene, tetramethylene, 1-methyltrimethylene, 2-methyltrimethylene, 1,1-dimethylethylene, pentamethylene. 1,1-dimethyltrimethylene, 2,2-dimethyltrimethylene, 1,2-dimethyltrimethylene,
It represents a straight-chain or branched alkylene group having 2 to 6 carbon atoms such as hexamethylene. Preferably, it is a linear or branched alkylene group having 2 to 4 carbon atoms,
More preferably, ethylene, trimethylene, propylene,
It is tetramethylene. In addition, these may form a spiro ring by substituting on the cyclic group B.

The term “lower alkylenedioxy group” in the definition of [Substituent group γ] means that the alkylene moiety is methylene, ethylene, trimethylene, propylene, tetramethylene, 1-methyltrimethylene, 2-methyltrimethylene, , 1-dimethylethylene, pentamethylene, 1,
It represents a linear or branched alkylene group having 1 to 6 carbon atoms such as 1-dimethyltrimethylene, 2,2-dimethyltrimethylene, 1,2-dimethyltrimethylene, and hexamethylene. Preferably, it is a linear or branched alkylenedioxy group having 1 to 4 carbon atoms, more preferably methylenedioxy, ethylenedioxy, trimethylenedioxy, propylenedioxy, tetramethylenedioxy. It is. In addition, these may form a spiro ring by substituting on the cyclic group B.

The “lower alkylsulfinyl group” in the definition of [Substituent group γ] indicates a group in which sulfinyl (—SO—) is bonded to the above “lower alkyl”. Preferably, it is a linear or branched alkylsulfinyl group having 1 to 4 carbon atoms, more preferably, methylsulfinyl, ethylsulfinyl, propylsulfinyl, isopropylsulfinyl, butylsulfinyl, and particularly preferably, Methylsulfinyl, ethylsulfinyl and propylsulfinyl.

In the definition of [substituent group γ], the “aryloxy group” and the aryloxy group of “aryloxy group substituted with a group selected from substituent group α and substituent group β” include: A group in which an oxygen atom is bonded to the above “aryl group” is shown. Preferably, phenoxy, naphthyloxy,
It is phenanthryloxy or anthracenyloxy, more preferably phenoxy or naphthyloxy, most preferably phenoxy.

The term "lower alkylidenyl group" in the definition of [substituent group γ] means a straight-chain or branched-chain alkylidenyl group having 1 to 6 carbon atoms, preferably methylidenyl, ethylidenyl, propylidenyl, 1- It is a linear or branched alkylidenyl group having 1 to 4 carbon atoms such as methylethylidenyl, butylidenyl, 1-methylpropylidenyl, and more preferably methylidenyl, ethylidenyl or propylidenyl.

The “aralkylidenyl group” in the definition of [substituent group γ] is one of the above “lower alkylidenyl groups”.
Represents a group in which 1 to 3 hydrogen atoms have been replaced with the above “aryl group”, and examples of such a group include groups such as benzylidenyl, phenylethylidenyl, phenylpropylidenyl and naphthylmethylidenyl. it can. Preferably, it is a linear or branched alkylidenyl group having 1 to 4 carbon atoms substituted with phenyl or naphthyl, and more preferably benzylidenyl or phenylethylidenyl.

Among the groups defined as “substituent group α”, a preferred group of groups is “substituent group α ¹ ”, which includes a halogen atom, a lower alkoxy group, a halogeno lower alkoxy group and a —NR ^a group having R ^b (wherein one of R ^a and R ^b represents a hydrogen atom or a lower alkyl group, and the other represents a hydrogen atom, a lower alkyl group or an aralkyl group).

A group defined as "substituent group β"
A preferred group of groups is “substituent group β ¹And this
Represents a lower alkyl group, a halogeno lower alkyl group,
Xy lower alkyl group, nitro lower alkyl group, amino lower
Lower alkyl group, lower alkylamino lower alkyl group, dialkyl
(Lower alkyl) amino lower alkyl group and aralkyl
A lower amino lower alkyl group.

The “halogeno lower alkyl group” in the definition of the “substituent group β ¹ ” means ^one of the above “lower alkyl groups”
Or two or more hydrogen atoms are the aforementioned “halogen atoms”
Represents a group substituted with It is preferably a halogenoalkyl group having 1 to 4 carbon atoms, more preferably trifluoromethyl, trichloromethyl, difluoromethyl, dichloromethyl, dibromomethyl, fluoromethyl, 2,2,2
2-trichloroethyl, 2,2,2-trifluoroethyl, 2-bromoethyl, 2-chloroethyl, 2-fluoroethyl, 2,2-dibromoethyl, and more preferably, trifluoromethyl, trichloromethyl, Difluoromethyl, fluoromethyl, most preferably
Trifluoromethyl.

The “hydroxy lower alkyl group” in the definition of the “substituent group β ¹ ” refers to a group in which one or more hydrogen atoms of the above “lower alkyl group” are substituted with the above “hydroxyl group”. . Preferably, it is a hydroxyalkyl group having 1 to 4 carbon atoms, and more preferably, hydroxymethyl, 2-hydroxyethyl, or 3-hydroxypropyl.

The “nitro lower alkyl group” in the definition of the “substituent group β ¹ ” refers to a group in which one or more hydrogen atoms of the above “lower alkyl group” are substituted with a nitro group. It is preferably a nitroalkyl group having 1 to 4 carbon atoms, and more preferably nitromethyl, 2-nitroethyl, or 3-nitropropyl.

The terms “amino lower alkyl group”, “lower alkylamino lower alkyl group”, “di (lower alkyl) amino lower alkyl group” and “aralkylamino lower alkyl group” in the definition of “substituent group β ¹ ” A group in which one or more hydrogen atoms of the “lower alkyl group” have —NR ^a R ^b in the definition of the “substituent group α ¹ ” (wherein one of ^Ra and R ^b is a hydrogen atom Or a lower alkyl group, and the other group represents a hydrogen atom, a lower alkyl group or an aralkyl group). Preferably, the alkyl moiety is a group having 1 to 4 carbon atoms, more preferably aminomethyl, 2-aminoethyl,
3-aminopropyl, methylaminomethyl, 2- (methylamino) ethyl, 3- (methylamino) propyl, ethylaminomethyl, 2- (ethylamino) ethyl, 3-
(Ethylamino) propyl, dimethylaminomethyl, 2
-(Dimethylamino) ethyl, 3- (dimethylamino)
Propyl, diethylaminomethyl, 2- (diethylamino) ethyl, 3- (diethylamino) propyl, benzylaminomethyl, 2- (benzylamino) ethyl, 3-
(Benzylamino) propyl.

Among the groups defined as “substituent group γ”, a preferred group of groups is “substituent group γ ¹ ”, which is an oxo group, a hydroxyimino group, a lower alkoxyimino group, a lower alkylene group. A lower alkylenedioxy group, a lower alkylsulfinyl group, a lower alkylsulfonyl group, an aryl group, and an aryl group substituted with a group selected from a substituent group α and a substituent group β. The “ester or other derivative” is obtained by modifying a functional group (for example, a hydroxyl group, an amino group, an imino group, a sulfonamide group, etc.) of the compound of the present invention with a protecting group or the like according to a conventional method. 1 shows a compound.

For example, when the compound of the present invention has a hydroxyl group, the hydroxyl group is “a general protecting group” or “a protecting group that can be cleaved in vivo by a biological method such as hydrolysis”.
Thus, such an “ester or other derivative” can be obtained.

Here, the “general protecting group” refers to a protecting group that can be cleaved by a chemical method such as hydrogenolysis, hydrolysis, electrolysis, or photolysis. Propionyl, butyryl, isobutyryl, pentanoyl, pivaloyl, valeryl, isovaleryl, octanoyl, nonanoyl, decanoyl, 3-methylnonanoyl, 8-methylnonanoyl, 3-ethyloctanoyl, 3,7-dimethyloctanoyl, undecanoyl,
Dodecanoyl, tridecanoyl, tetradecanoyl, pentadecanoyl, hexadecanoyl, 1-methylpentadecanoyl, 14-methylpentadecanoyl, 13,1
3-dimethyltetradecanoyl, heptadecanoyl, 1
5-methylhexadecanoyl, octadecanoyl, 1-
Alkanoyl groups such as methylheptadecanoyl, nonadecanoyl, eicosanoyl, henicosanoyl, chloroacetyl, dichloroacetyl, trichloroacetyl,
Halogenated alkylcarbonyl groups such as trifluoroacetyl, lower alkoxyalkylcarbonyl groups such as methoxyacetyl, acryloyl, propioyl,
Methacryloyl, crotonoyl, isocrotonoyl,
(E) an "aliphatic acyl group" such as an unsaturated alkylcarbonyl group such as 2-methyl-2-butenoyl (preferably a lower aliphatic acyl group having 1 to 6 carbon atoms); benzoyl Arylcarbonyl groups such as α-naphthoyl and β-naphthoyl; halogenated arylcarbonyl groups such as 2-bromobenzoyl, 4-chlorobenzoyl and 2,4,6-trifluorobenzoyl;
Lower alkylated arylcarbonyl groups such as 2,4,6-trimethylbenzoyl and 4-toluoyl, lower alkoxylated arylcarbonyl groups such as 4-anisoyl, 4-nitrobenzoyl and 2-nitrobenzoyl Aromatic compounds such as a highly nitrated arylcarbonyl group, a lower alkoxycarbonylated arylcarbonyl group such as 2- (methoxycarbonyl) benzoyl, and an arylated arylcarbonyl group such as 4-phenylbenzoyl; Acyl group "; methoxycarbonyl, ethoxycarbonyl,
Lower alkoxycarbonyl groups such as propoxycarbonyl, butoxycarbonyl, s-butoxycarbonyl, t-butoxycarbonyl and isobutoxycarbonyl;
An “alkoxycarbonyl group” such as a lower alkoxycarbonyl group substituted with a halogen or a tri-lower alkylsilyl group such as 2,2,2-trichloroethoxycarbonyl and 2-trimethylsilylethoxycarbonyl; tetrahydropyran-2-yl; Bromotetrahydropyran-2-yl, 4-methoxytetrahydropyran-4-
"Tetrahydropyranyl or tetrahydrothiopyranyl group" such as yl, tetrahydrothiopyran-2-yl, 4-methoxytetrahydrothiopyran-4-yl; like tetrahydrofuran-2-yl, tetrahydrothiofuran-2-yl "Tetrahydrofuranyl or tetrahydrothiofuranyl group"; tri-lower alkylsilyl groups such as trimethylsilyl, triethylsilyl, isopropyldimethylsilyl, t-butyldimethylsilyl, methyldiisopropylsilyl, methyldi-t-butylsilyl, triisopropylsilyl, diphenyl Methylsilyl,
A "silyl group" such as a tri-lower alkylsilyl group substituted with one or two aryl groups such as diphenylbutylsilyl, diphenylisopropylsilyl, and phenyldiisopropylsilyl; methoxymethyl, 1,1-dimethyl-
1-methoxymethyl, ethoxymethyl, propoxymethyl, isopropoxymethyl, butoxymethyl, lower alkoxymethyl groups such as t-butoxymethyl, lower alkoxylated lower alkoxymethyl groups such as 2-methoxyethoxymethyl, 2,2, "Alkoxymethyl groups" such as halogeno lower alkoxymethyl such as 2-trichloroethoxymethyl and bis (2-chloroethoxy) methyl;
"Substituted ethyl group" such as lower alkoxylated ethyl group such as 1-ethoxyethyl and 1- (isopropoxy) ethyl, and halogenated ethyl group such as 2,2,2-trichloroethyl; benzyl, α-naphthylmethyl , Β-naphthylmethyl, diphenylmethyl, triphenylmethyl, α-
Lower alkyl group substituted with 1 to 3 aryl groups such as naphthyldiphenylmethyl, 9-anthrylmethyl, 4-methylbenzyl, 2,4,6-trimethylbenzyl, 3,4,5-trimethyl Benzyl, 4-methoxybenzyl, 4-methoxyphenyldiphenylmethyl, 2
1 to 3 wherein the aryl ring is substituted by lower alkyl, lower alkoxy, nitro, halogen, cyano groups such as -nitrobenzyl, 4-nitrobenzyl, 4-chlorobenzyl, 4-bromobenzyl, and 4-cyanobenzyl. An "aralkyl group" such as a lower alkyl group substituted with two aryl groups; an "alkenyloxycarbonyl group" such as vinyloxycarbonyl and allyloxycarbonyl; benzyloxycarbonyl, 4-methoxybenzyloxycarbonyl, "Aralkyloxy optionally substituted with one or two lower alkoxy or nitro groups, such as 4-armethoxyoxycarbonyl, 2-nitrobenzyloxycarbonyl, 4-nitrobenzyloxycarbonyl" Carbonyl group ".

The term “protecting group that can be cleaved in vivo by a biological method such as hydrolysis” refers to a compound capable of being cleaved in a human body by a biological method such as hydrolysis and producing the original compound or its pharmacologically active substance. Refers to a protecting group that forms a salt acceptable to such a derivative, whether or not such a derivative is administered by intravenous injection to a laboratory animal such as a rat or a mouse, and thereafter, the body fluid of the animal is examined,
The determination can be made by detecting the original compound or a pharmacologically acceptable salt thereof. Such "a protecting group that can be cleaved in vivo by a biological method such as hydrolysis"
Preferably, formyloxymethyl, acetoxymethyl, propionyloxymethyl, butyryloxymethyl, pivaloyloxymethyl, valeryloxymethyl, isovaleryloxymethyl, hexanoyloxymethyl, 1-formyloxyethyl , 1-acetoxyethyl, 1-propionyloxyethyl, 1-butyryloxyethyl, 1-pivaloyloxyethyl, 1-valeryloxyethyl, 1-isovaleryloxyethyl, 1-hexanoyloxyethyl, 1 -Formyloxypropyl, 1-acetoxypropyl, 1-propionyloxypropyl, 1-butyryloxypropyl, 1-pivaloyloxypropyl, 1-valeryloxypropyl, 1-
Isovaleryloxypropyl, 1-hexanoyloxypropyl, 1-acetoxybutyl, 1-propionyloxybutyl, 1-butyryloxybutyl, 1-pivaloyloxybutyl, 1-acetoxypentyl, 1-propionyloxypentyl, 1-butyryloxypentyl,
1-("lower aliphatic acyl" oxy), such as 1-pivaloyloxypentyl, 1-pivaloyloxyhexyl
"Lower alkyl group", cyclopentylcarbonyloxymethyl, cyclohexylcarbonyloxymethyl, 1-
1-("cycloalkyl" carbonyl, such as cyclopentylcarbonyloxyethyl, 1-cyclohexylcarbonyloxyethyl, 1-cyclopentylcarbonyloxypropyl, 1-cyclohexylcarbonyloxypropyl, 1-cyclopentylcarbonyloxybutyl, 1-cyclohexylcarbonyloxybutyl Oxy)
1- (acyloxy) "lower alkyl group" such as 1-("aromatic acyl" oxy) "lower alkyl group" such as "lower alkyl group" and benzoyloxymethyl; methoxycarbonyloxymethyl, ethoxycarbonyloxymethyl, Propoxycarbonyloxymethyl, isopropoxycarbonyloxymethyl, butoxycarbonyloxymethyl, isobutoxycarbonyloxymethyl, pentyloxycarbonyloxymethyl, hexyloxycarbonyloxymethyl, cyclohexyloxycarbonyloxymethyl, cyclohexyloxycarbonyloxy (cyclohexyl) methyl, -(Methoxycarbonyloxy) ethyl, 1- (ethoxycarbonyloxy)
Ethyl, 1- (propoxycarbonyloxy) ethyl,
1- (isopropoxycarbonyloxy) ethyl, 1-
(Butoxycarbonyloxy) ethyl, 1- (isobutoxycarbonyloxy) ethyl, 1- (t-butoxycarbonyloxy) ethyl, 1- (pentyloxycarbonyloxy) ethyl, 1- (hexyloxycarbonyloxy) ethyl, 1- (Cyclopentyloxycarbonyloxy) ethyl, 1- (cyclopentyloxycarbonyloxy) propyl, 1- (cyclohexyloxycarbonyloxy) propyl, 1- (cyclopentyloxycarbonyloxy) butyl, 1- (cyclohexyloxycarbonyloxy) butyl, (Cyclohexyloxycarbonyloxy) ethyl, 1- (ethoxycarbonyloxy) propyl, 1- (methoxycarbonyloxy) propyl, 1- (ethoxycarbonyloxy) propyl, 1- (p Po butoxycarbonyl) propyl, 1- (isopropoxycarbonyloxy) propyl, 1- (butoxycarbonyl) propyl, 1-
(Isobutoxycarbonyloxy) propyl, 1- (pentyloxycarbonyloxy) propyl, 1- (hexyloxycarbonyloxy) propyl, 1- (methoxycarbonyloxy) butyl, 1- (ethoxycarbonyloxy) butyl, 1- (propoxy Carbonyloxy) butyl, 1- (isopropoxycarbonyloxy)
Butyl, 1- (butoxycarbonyloxy) butyl, 1
-(Isobutoxycarbonyloxy) butyl, 1- (methoxycarbonyloxy) pentyl, 1- (ethoxycarbonyloxy) pentyl, 1- (methoxycarbonyloxy) hexyl, 1- (ethoxycarbonyloxy)
Hexyl-like (lower alkoxycarbonyloxy)
Alkyl group; (5-phenyl-2-oxo-1,3-dioxolen-4-yl) methyl, [5- (4-methylphenyl) -2-oxo-1,3-dioxolen-4-yl] methyl, [5- (4-methoxyphenyl) -2-oxo-1,3-dioxolen-4-yl] methyl, [5
-(4-fluorophenyl) -2-oxo-1,3-dioxolen-4-yl] methyl, [5- (4-chlorophenyl) -2-oxo-1,3-dioxolen-4-yl] methyl, ( 2-oxo-1,3-dioxolen-4
-Yl) methyl, (5-methyl-2-oxo-1,3-
Dioxolen-4-yl) methyl, (5-ethyl-2-
Oxo-1,3-dioxolen-4-yl) methyl,
(5-propyl-2-oxo-1,3-dioxolene-
4-yl) methyl, (5-isopropyl-2-oxo-)
Carbonyloxyalkyl groups such as 1,3-dioxolen-4-yl) methyl and oxodioxorenylmethyl groups such as (5-butyl-2-oxo-1,3-dioxolen-4-yl) methyl; ": Phthalidyl group such as phthalidyl, dimethylphthalidyl, dimethoxyphthalidyl": the above "lower aliphatic acyl group": the above "aromatic acyl group": "half ester salt residue of succinic acid": "phosphate ester""Saltresidue":"ester-forming residue such as amino acid": carbamoyl group: carbamoyl group substituted by one or two lower alkyl groups: and "1- (acyloxy) such as pivaloyloxymethyloxycarbonyl. )
An "alkyloxycarbonyl group" can be mentioned, and is preferably a "carbonyloxyalkyl group".

Further, the compound (I) of the present invention has an amino group,
Even when it has an imino group and / or a sulfonamide group, it can be made a "derivative" by modifying the functional group. Such derivatives include, for example,
The amino group, imino group and / or sulfonamide group of the compound (I) may have the above-mentioned "aliphatic acyl group"
Alternatively, an amide derivative to which the above-mentioned “aromatic acyl group” is bonded may be mentioned.

"Pharmacologically acceptable salt thereof" means that the compound (I) of the present invention or a pharmaceutically acceptable ester or other derivative thereof has a basic group such as an amino group. Salts can be formed by reacting with an acid or, when having an acidic group such as a sulfonamide group, by reacting with a base.

The salt based on a basic group is preferably
Inorganic acid salts such as hydrohalides such as hydrochloride, hydrobromide and hydroiodide, nitrates, perchlorates, sulfates and phosphates; methanesulfonate, trifluoromethanesulfonate Salt, lower alkane sulfonate such as ethane sulfonate, benzene sulfonate, aryl sulfonate such as p-toluene sulfonate, acetate, malate, fumarate, succinic acid Organic salts such as salts, citrates, ascorbates, tartrates, oxalates, and maleates; and amino acid salts such as glycine, lysine, arginine, ornithine, glutamate, and aspartate. Can be mentioned.

On the other hand, the salt based on an acidic group is preferably an alkali metal salt such as a sodium salt, a potassium salt or a lithium salt; an alkaline earth metal salt such as a calcium salt or a magnesium salt; an aluminum salt; Metal salts such as salts; inorganic salts such as ammonium salts, t-octylamine salts, dibenzylamine salts, morpholine salts, glucosamine salts, phenylglycine alkyl ester salts, ethylenediamine salts, N-methylglucamine salts, guanidine salts,
Diethylamine salt, triethylamine salt, dicyclohexylamine salt, N, N'-dibenzylethylenediamine salt, chloroprocaine salt, procaine salt, diethanolamine salt, N-benzylphenethylamine salt, piperazine salt, tetramethylammonium salt, tris (hydroxymethyl) amino Amine salts such as organic salts such as methane salts; and amino acid salts such as glycine salts, lysine salts, arginine salts, ornithine salts, glutamates, and aspartates.

The compound having the general formula (I) of the present invention or a pharmacologically acceptable salt, ester or other derivative thereof absorbs moisture by being left in the air or recrystallized. In some cases, adsorbed water or hydrates may form, and such hydrates are also included in the present invention.

The compound having the general formula (I) of the present invention includes a geometric isomer (cis, trans or Z-, E-
Isomers) and optical isomers based on asymmetric centers in the molecule. In the compounds of the present invention, these isomers and mixtures of these isomers are all represented by a single formula, that is, general formula (I). Accordingly, the present invention includes all these isomers and mixtures of these isomers in any proportion.

Specific examples of the compound having the general formula (I) of the present invention include the compounds shown in Tables 1 to 13 below.

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[0093]

[Table 1] Table 1 -------------------------------------------- ----------------------- Compound No.R ¹ R ^Two R ^Four R ^Five -------------------------------------------------- ----------------- 1-1 Ph 4-Pyr H-1-2 Ph 4-Pyr H 1-Me 1-3 Ph 4-Pyr H 1-Et 1- 4 Ph 4-Pyr H 1-Pr 1-5 Ph 4-Pyr H 1,1-diMe 1-6 Ph 4-Pyr H 2-Me 1-7 Ph 4-Pyr H 2-Et 1-8 Ph 4- Pyr H 2-Pr 1-9 Ph 4-Pyr H 2-Bu 1-10 Ph 4-Pyr H 2-Allyl 1-11 Ph 4-Pyr H 2-Ph 1-12 Ph 4-Pyr H 2-Bn 1 -13 Ph 4-Pyr H 2-Phet 1-14 Ph 4-Pyr H 2,2-diMe 1-15 Ph 4-Pyr H 2-OH 1-16 Ph 4-Pyr H 2-MeO 1-17 Ph 4 -Pyr H 2-EtO 1-18 Ph 4-Pyr H 2-PrO 1-19 Ph 4-Pyr H 2,2-di (MeO) 1-20 Ph 4-Pyr H 2,2-di (EtO) 1 -21 Ph 4-Pyr H 2,2-OCH _Two CH _Two O- 1-22 Ph 4-Pyr H 2-Oxo 1-23 Ph 4-Pyr H 2-F 1-24 Ph 4-Pyr H 2-Cl 1-25 Ph 4-Pyr H 2-Br 1-26 Ph 4-Pyr H 2-I 1-27 Ph 4-Pyr H 2,2-diF 1-28 Ph 4-Pyr H 2,2-diCl 1-29 Ph 4-Pyr H 2,2-diBr 1-30 Ph 4-Pyr H 3-Me 1-31 Ph 4-Pyr H 3-Et 1-32 Ph 4-Pyr H 3-Pr 1-33 Ph 4-Pyr H 3,3-diMe 1-34 Ph 4-Pyr H 5-Me 1-35 Ph 4-Pyr H 5-Et 1-36 Ph 4-Pyr H 5-Pr 1-37 Ph 4-Pyr H 5,5-diMe 1-38 Ph 4-Pyr H 6-Me 1 -39 Ph 4-Pyr H 6-Et 1-40 Ph 4-Pyr H 6-Pr 1-41 Ph 4-Pyr H 6,6-diMe 1-42 Ph 4-Pyr H 6,6-diF 1-43 Ph 4-Pyr H 6,6-CH _Two CH _Two -1-44 Ph 4-Pyr H 6-Oxo 1-45 Ph 4-Pyr H 8-Me 1-46 Ph 4-Pyr H 8-Et 1-47 Ph 4-Pyr H 8-Pr 1-48 Ph 4 -Pyr H 8-Ph 1-49 Ph 4-Pyr H 8a-Me 1-50 Ph 4-Pyr H 8a-Et 1-51 Ph 4-Pyr H 8a-Pr 1-52 Ph 2-NH _Two -4-Pym H-1-53 Ph 2-NH _Two -4-Pym H 1-Me 1-54 Ph 2-NH _Two -4-Pym H 1-Et 1-55 Ph 2-NH _Two -4-Pym H 1-Pr 1-56 Ph 2-NH _Two -4-Pym H 1,1-diMe 1-57 Ph 2-NH _Two -4-Pym H 2-Me 1-58 Ph 2-NH _Two -4-Pym H 2-Et 1-59 Ph 2-NH _Two -4-Pym H 2-Pr 1-60 Ph 2-NH _Two -4-Pym H 2-Bu 1-61 Ph 2-NH _Two -4-Pym H 2-Allyl 1-62 Ph 2-NH _Two -4-Pym H 2-Ph 1-63 Ph 2-NH _Two -4-Pym H 2-Bn 1-64 Ph 2-NH _Two -4-Pym H 2-Phet 1-65 Ph 2-NH _Two -4-Pym H 2,2-diMe 1-66 Ph 2-NH _Two -4-Pym H 2-OH 1-67 Ph 2-NH _Two -4-Pym H 2-MeO 1-68 Ph 2-NH _Two -4-Pym H 2-EtO 1-69 Ph 2-NH _Two -4-Pym H 2-PrO 1-70 Ph 2-NH _Two -4-Pym H 2,2-di (MeO) 1-71 Ph 2-NH _Two -4-Pym H 2,2-di (EtO) 1-72 Ph 2-NH _Two -4-Pym H 2,2-OCH _Two CH _Two O- 1-73 Ph 2-NH _Two -4-Pym H 2-Oxo 1-74 Ph 2-NH _Two -4-Pym H 2-F 1-75 Ph 2-NH _Two -4-Pym H 2-Cl 1-76 Ph 2-NH _Two -4-Pym H 2-Br 1-77 Ph 2-NH _Two -4-Pym H 2-I 1-78 Ph 2-NH _Two -4-Pym H 2,2-diF 1-79 Ph 2-NH _Two -4-Pym H 2,2-diCl 1-80 Ph 2-NH _Two -4-Pym H 2,2-diBr 1-81 Ph 2-NH _Two -4-Pym H 3-Me 1-82 Ph 2-NH _Two -4-Pym H 3-Et 1-83 Ph 2-NH _Two -4-Pym H 3-Pr 1-84 Ph 2-NH _Two -4-Pym H 3,3-diMe 1-85 Ph 2-NH _Two -4-Pym H 5-Me 1-86 Ph 2-NH _Two -4-Pym H 5-Et 1-87 Ph 2-NH _Two -4-Pym H 5-Pr 1-88 Ph 2-NH _Two -4-Pym H 5,5-diMe 1-89 Ph 2-NH _Two -4-Pym H 6-Me 1-90 Ph 2-NH _Two -4-Pym H 6-Et 1-91 Ph 2-NH _Two -4-Pym H 6-Pr 1-92 Ph 2-NH _Two -4-Pym H 6,6-diMe 1-93 Ph 2-NH _Two -4-Pym H 6,6-diF 1-94 Ph 2-NH _Two -4-Pym H 6,6-CH _Two CH _Two -1-95 Ph 2-NH _Two -4-Pym H 6-Oxo 1-96 Ph 2-NH _Two -4-Pym H 8-Me 1-97 Ph 2-NH _Two -4-Pym H 8-Et 1-98 Ph 2-NH _Two -4-Pym H 8-Pr 1-99 Ph 2-NH _Two -4-Pym H 8-Ph 1-100 Ph 2-NH _Two -4-Pym H 8a-Me 1-101 Ph 2-NH _Two -4-Pym H 8a-Et 1-102 Ph 2-NH _Two -4-Pym H 8a-Pr 1-103 Ph 2-MeNH-4-Pym H-1-104 Ph 2-MeNH-4-Pym H 1-Me 1-105 Ph 2-MeNH-4-Pym H 1- Et 1-106 Ph 2-MeNH-4-Pym H 1-Pr 1-107 Ph 2-MeNH-4-Pym H 1,1-diMe 1-108 Ph 2-MeNH-4-Pym H 2-Me 1- 109 Ph 2-MeNH-4-Pym H 2-Et 1-110 Ph 2-MeNH-4-Pym H 2-Pr 1-111 Ph 2-MeNH-4-Pym H 2-Bu 1-112 Ph 2-MeNH -4-Pym H 2-Allyl 1-113 Ph 2-MeNH-4-Pym H 2-Ph 1-114 Ph 2-MeNH-4-Pym H 2-Bn 1-115 Ph 2-MeNH-4-Pym H 2-Phet 1-116 Ph 2-MeNH-4-Pym H 2,2-diMe 1-117 Ph 2-MeNH-4-Pym H 2-OH 1-118 Ph 2-MeNH-4-Pym H 2-MeO 1-119 Ph 2-MeNH-4-Pym H 2-EtO 1-120 Ph 2-MeNH-4-Pym H 2-PrO 1-121 Ph 2-MeNH-4-Pym H 2,2-di (MeO) 1-122 Ph 2-MeNH-4-Pym H 2,2-di (EtO) 1-123 Ph 2-MeNH-4-Pym H 2,2-OCH _Two CH _Two O- 1-124 Ph 2-MeNH-4-Pym H 2-Oxo 1-125 Ph 2-MeNH-4-Pym H 2-F 1-126 Ph 2-MeNH-4-Pym H 2-Cl 1-127 Ph 2-MeNH-4-Pym H 2-Br 1-128 Ph 2-MeNH-4-Pym H 2-I 1-129 Ph 2-MeNH-4-Pym H 2,2-diF 1-130 Ph 2- MeNH-4-Pym H 2,2-diCl 1-131 Ph 2-MeNH-4-Pym H 2,2-diBr 1-132 Ph 2-MeNH-4-Pym H 3-Me 1-133 Ph 2-MeNH -4-Pym H 3-Et 1-134 Ph 2-MeNH-4-Pym H 3-Pr 1-135 Ph 2-MeNH-4-Pym H 3,3-diMe 1-136 Ph 2-MeNH-4- Pym H 5-Me 1-137 Ph 2-MeNH-4-Pym H 5-Et 1-138 Ph 2-MeNH-4-Pym H 5-Pr 1-139 Ph 2-MeNH-4-Pym H 5,5 -diMe 1-140 Ph 2-MeNH-4-Pym H 6-Me 1-141 Ph 2-MeNH-4-Pym H 6-Et 1-142 Ph 2-MeNH-4-Pym H 6-Pr 1-143 Ph 2-MeNH-4-Pym H 6,6-diMe 1-144 Ph 2-MeNH-4-Pym H 6,6-diF 1-145 Ph 2-MeNH-4-Pym H 6,6-CH _Two CH _Two -1-146 Ph 2-MeNH-4-Pym H 6-Oxo 1-147 Ph 2-MeNH-4-Pym H 8-Me 1-148 Ph 2-MeNH-4-Pym H 8-Et 1-149 Ph 2-MeNH-4-Pym H 8-Pr 1-150 Ph 2-MeNH-4-Pym H 8-Ph 1-151 Ph 2-MeNH-4-Pym H 8a-Me 1-152 Ph 2-MeNH-4 -Pym H 8a-Et 1-153 Ph 2-MeNH-4-Pym H 8a-Pr 1-154 3-F-Ph 4-Pyr H-1-155 3-F-Ph 4-Pyr H 1-Me 1 -156 3-F-Ph 4-Pyr H 1-Et 1-157 3-F-Ph 4-Pyr H 1-Pr 1-158 3-F-Ph 4-Pyr H 1,1-diMe 1-159 3 -F-Ph 4-Pyr H 2-Me 1-160 3-F-Ph 4-Pyr H 2-Et 1-161 3-F-Ph 4-Pyr H 2-Pr 1-162 3-F-Ph 4 -Pyr H 2-Bu 1-163 3-F-Ph 4-Pyr H 2-Allyl 1-164 3-F-Ph 4-Pyr H 2-Ph 1-165 3-F-Ph 4-Pyr H 2- Bn 1-166 3-F-Ph 4-Pyr H 2-Phet 1-167 3-F-Ph 4-Pyr H 2,2-diMe 1-168 3-F-Ph 4-Pyr H 2-OH 1- 169 3-F-Ph 4-Pyr H 2-MeO 1-170 3-F-Ph 4-Pyr H 2-EtO 1-171 3-F-Ph 4-Pyr H 2-PrO 1-172 3-F- Ph 4-Pyr H 2,2-di (MeO) 1-173 3-F-Ph 4-Pyr H 2,2-di (EtO) 1-174 3-F-Ph 4-Pyr H 2,2-OCH _Two CH _Two O- 1-175 3-F-Ph 4-Pyr H 2-Oxo 1-176 3-F-Ph 4-Pyr H 2-F 1-177 3-F-Ph 4-Pyr H 2-Cl 1-178 3-F-Ph 4-Pyr H 2-Br 1-179 3-F-Ph 4-Pyr H 2-I 1-180 3-F-Ph 4-Pyr H 2,2-diF 1-181 3-F -Ph 4-Pyr H 2,2-diCl 1-182 3-F-Ph 4-Pyr H 2,2-diBr 1-183 3-F-Ph 4-Pyr H 3-Me 1-184 3-F- Ph 4-Pyr H 3-Et 1-185 3-F-Ph 4-Pyr H 3-Pr 1-186 3-F-Ph 4-Pyr H 3,3-diMe 1-187 3-F-Ph 4- Pyr H 5-Me 1-188 3-F-Ph 4-Pyr H 5-Et 1-189 3-F-Ph 4-Pyr H 5-Pr 1-190 3-F-Ph 4-Pyr H 5,5 -diMe 1-191 3-F-Ph 4-Pyr H 6-Me 1-192 3-F-Ph 4-Pyr H 6-Et 1-193 3-F-Ph 4-Pyr H 6-Pr 1-194 3-F-Ph 4-Pyr H 6,6-diMe 1-195 3-F-Ph 4-Pyr H 6,6-diF 1-196 3-F-Ph 4-Pyr H 6,6-CH _Two CH _Two -1-197 3-F-Ph 4-Pyr H 6-Oxo 1-198 3-F-Ph 4-Pyr H 8-Me 1-199 3-F-Ph 4-Pyr H 8-Et 1-200 3 -F-Ph 4-Pyr H 8-Pr 1-201 3-F-Ph 4-Pyr H 8-Ph 1-202 3-F-Ph 4-Pyr H 8a-Me 1-203 3-F-Ph 4 -Pyr H 8a-Et 1-204 3-F-Ph 4-Pyr H 8a-Pr 1-205 3-F-Ph 2-NH _Two -4-Pym H-1-206 3-F-Ph 2-NH _Two -4-Pym H 1-Me 1-207 3-F-Ph 2-NH _Two -4-Pym H 1-Et 1-208 3-F-Ph 2-NH _Two -4-Pym H 1-Pr 1-209 3-F-Ph 2-NH _Two -4-Pym H 1,1-diMe 1-210 3-F-Ph 2-NH _Two -4-Pym H 2-Me 1-211 3-F-Ph 2-NH _Two -4-Pym H 2-Et 1-212 3-F-Ph 2-NH _Two -4-Pym H 2-Pr 1-213 3-F-Ph 2-NH _Two -4-Pym H 2-Bu 1-214 3-F-Ph 2-NH _Two -4-Pym H 2-Allyl 1-215 3-F-Ph 2-NH _Two -4-Pym H 2-Ph 1-216 3-F-Ph 2-NH _Two -4-Pym H 2-Bn 1-217 3-F-Ph 2-NH _Two -4-Pym H 2-Phet 1-218 3-F-Ph 2-NH _Two -4-Pym H 2,2-diMe 1-219 3-F-Ph 2-NH _Two -4-Pym H 2-OH 1-220 3-F-Ph 2-NH _Two -4-Pym H 2-MeO 1-221 3-F-Ph 2-NH _Two -4-Pym H 2-EtO 1-222 3-F-Ph 2-NH _Two -4-Pym H 2-PrO 1-223 3-F-Ph 2-NH _Two -4-Pym H 2,2-di (MeO) 1-224 3-F-Ph 2-NH _Two -4-Pym H 2,2-di (EtO) 1-225 3-F-Ph 2-NH _Two -4-Pym H 2,2-OCH _Two CH _Two O- 1-226 3-F-Ph 2-NH _Two -4-Pym H 2-Oxo 1-227 3-F-Ph 2-NH _Two -4-Pym H 2-F 1-228 3-F-Ph 2-NH _Two -4-Pym H 2-Cl 1-229 3-F-Ph 2-NH _Two -4-Pym H 2-Br 1-230 3-F-Ph 2-NH _Two -4-Pym H 2-I 1-231 3-F-Ph 2-NH _Two -4-Pym H 2,2-diF 1-232 3-F-Ph 2-NH _Two -4-Pym H 2,2-diCl 1-233 3-F-Ph 2-NH _Two -4-Pym H 2,2-diBr 1-234 3-F-Ph 2-NH _Two -4-Pym H 3-Me 1-235 3-F-Ph 2-NH _Two -4-Pym H 3-Et 1-236 3-F-Ph 2-NH _Two -4-Pym H 3-Pr 1-237 3-F-Ph 2-NH _Two -4-Pym H 3,3-diMe 1-238 3-F-Ph 2-NH _Two -4-Pym H 5-Me 1-239 3-F-Ph 2-NH _Two -4-Pym H 5-Et 1-240 3-F-Ph 2-NH _Two -4-Pym H 5-Pr 1-241 3-F-Ph 2-NH _Two -4-Pym H 5,5-diMe 1-242 3-F-Ph 2-NH _Two -4-Pym H 6-Me 1-243 3-F-Ph 2-NH _Two -4-Pym H 6-Et 1-244 3-F-Ph 2-NH _Two -4-Pym H 6-Pr 1-245 3-F-Ph 2-NH _Two -4-Pym H 6,6-diMe 1-246 3-F-Ph 2-NH _Two -4-Pym H 6,6-diF 1-247 3-F-Ph 2-NH _Two -4-Pym H 6,6-CH _Two CH _Two -1-248 3-F-Ph 2-NH _Two -4-Pym H 6-Oxo 1-249 3-F-Ph 2-NH _Two -4-Pym H 8-Me 1-250 3-F-Ph 2-NH _Two -4-Pym H 8-Et 1-251 3-F-Ph 2-NH _Two -4-Pym H 8-Pr 1-252 3-F-Ph 2-NH _Two -4-Pym H 8-Ph 1-253 3-F-Ph 2-NH _Two -4-Pym H 8a-Me 1-254 3-F-Ph 2-NH _Two -4-Pym H 8a-Et 1-255 3-F-Ph 2-NH _Two -4-Pym H 8a-Pr 1-256 3-F-Ph 2-MeNH-4-Pym H-1-257 3-F-Ph 2-MeNH-4-Pym H 1-Me 1-258 3-F -Ph 2-MeNH-4-Pym H 1-Et 1-259 3-F-Ph 2-MeNH-4-Pym H 1-Pr 1-260 3-F-Ph 2-MeNH-4-Pym H 1, 1-diMe 1-261 3-F-Ph 2-MeNH-4-Pym H 2-Me 1-262 3-F-Ph 2-MeNH-4-Pym H 2-Et 1-263 3-F-Ph 2 -MeNH-4-Pym H 2-Pr 1-264 3-F-Ph 2-MeNH-4-Pym H 2-Bu 1-265 3-F-Ph 2-MeNH-4-Pym H 2-Allyl 1- 266 3-F-Ph 2-MeNH-4-Pym H 2-Ph 1-267 3-F-Ph 2-MeNH-4-Pym H 2-Bn 1-268 3-F-Ph 2-MeNH-4- Pym H 2-Phet 1-269 3-F-Ph 2-MeNH-4-Pym H 2,2-diMe 1-270 3-F-Ph 2-MeNH-4-Pym H 2-OH 1-271 3- F-Ph 2-MeNH-4-Pym H 2-MeO 1-272 3-F-Ph 2-MeNH-4-Pym H 2-EtO 1-273 3-F-Ph 2-MeNH-4-Pym H 2 -PrO 1-274 3-F-Ph 2-MeNH-4-Pym H 2,2-di (MeO) 1-275 3-F-Ph 2-MeNH-4-Pym H 2,2-di (EtO) 1-276 3-F-Ph 2-MeNH-4-Pym H 2,2-OCH _Two CH _Two O- 1-277 3-F-Ph 2-MeNH-4-Pym H 2-Oxo 1-278 3-F-Ph 2-MeNH-4-Pym H 2-F 1-279 3-F-Ph 2- MeNH-4-Pym H 2-Cl 1-280 3-F-Ph 2-MeNH-4-Pym H 2-Br 1-281 3-F-Ph 2-MeNH-4-Pym H 2-I 1-282 3-F-Ph 2-MeNH-4-Pym H 2,2-diF 1-283 3-F-Ph 2-MeNH-4-Pym H 2,2-diCl 1-284 3-F-Ph 2-MeNH -4-Pym H 2,2-diBr 1-285 3-F-Ph 2-MeNH-4-Pym H 3-Me 1-286 3-F-Ph 2-MeNH-4-Pym H 3-Et 1- 287 3-F-Ph 2-MeNH-4-Pym H 3-Pr 1-288 3-F-Ph 2-MeNH-4-Pym H 3,3-diMe 1-289 3-F-Ph 2-MeNH- 4-Pym H 5-Me 1-290 3-F-Ph 2-MeNH-4-Pym H 5-Et 1-291 3-F-Ph 2-MeNH-4-Pym H 5-Pr 1-292 3- F-Ph 2-MeNH-4-Pym H 5,5-diMe 1-293 3-F-Ph 2-MeNH-4-Pym H 6-Me 1-294 3-F-Ph 2-MeNH-4-Pym H 6-Et 1-295 3-F-Ph 2-MeNH-4-Pym H 6-Pr 1-296 3-F-Ph 2-MeNH-4-Pym H 6,6-diMe 1-297 3-F -Ph 2-MeNH-4-Pym H 6,6-diF 1-298 3-F-Ph 2-MeNH-4-Pym H 6,6-CH _Two CH _Two -1-299 3-F-Ph 2-MeNH-4-Pym H 6-Oxo 1-300 3-F-Ph 2-MeNH-4-Pym H 8-Me 1-301 3-F-Ph 2-MeNH -4-Pym H 8-Et 1-302 3-F-Ph 2-MeNH-4-Pym H 8-Pr 1-303 3-F-Ph 2-MeNH-4-Pym H 8-Ph 1-304 3 -F-Ph 2-MeNH-4-Pym H 8a-Me 1-305 3-F-Ph 2-MeNH-4-Pym H 8a-Et 1-306 3-F-Ph 2-MeNH-4-Pym H 8a-Pr 1-307 4-F-Ph 4-Pyr H-1-308 4-F-Ph 4-Pyr H 1-Me 1-309 4-F-Ph 4-Pyr H 1-Et 1-310 4 -F-Ph 4-Pyr H 1-Pr 1-311 4-F-Ph 4-Pyr H 1,1-diMe 1-312 4-F-Ph 4-Pyr H 2-Me 1-313 4-F- Ph 4-Pyr H 2-Et 1-314 4-F-Ph 4-Pyr H 2-Pr 1-315 4-F-Ph 4-Pyr H 2-Bu 1-316 4-F-Ph 4-Pyr H 2-Allyl 1-317 4-F-Ph 4-Pyr H 2-Ph 1-318 4-F-Ph 4-Pyr H 2-Bn 1-319 4-F-Ph 4-Pyr H 2-Phet 1- 320 4-F-Ph 4-Pyr H 2,2-diMe 1-321 4-F-Ph 4-Pyr H 2-OH 1-322 4-F-Ph 4-Pyr H 2-MeO 1-323 4- F-Ph 4-Pyr H 2-EtO 1-324 4-F-Ph 4-Pyr H 2-PrO 1-325 4-F-Ph 4-Pyr H 2,2-di (MeO) 1-326 4- F-Ph 4-Pyr H 2,2-di (EtO) 1-327 4-F-Ph 4-Pyr H 2,2-OCH _Two CH _Two O- 1-328 4-F-Ph 4-Pyr H 2-Oxo 1-329 4-F-Ph 4-Pyr H 2-F 1-330 4-F-Ph 4-Pyr H 2-Cl 1-331 4-F-Ph 4-Pyr H 2-Br 1-332 4-F-Ph 4-Pyr H 2-I 1-333 4-F-Ph 4-Pyr H 2,2-diF 1-334 4-F -Ph 4-Pyr H 2,2-diCl 1-335 4-F-Ph 4-Pyr H 2,2-diBr 1-336 4-F-Ph 4-Pyr H 3-Me 1-337 4-F- Ph 4-Pyr H 3-Et 1-338 4-F-Ph 4-Pyr H 3-Pr 1-339 4-F-Ph 4-Pyr H 3,3-diMe 1-340 4-F-Ph 4- Pyr H 5-Me 1-341 4-F-Ph 4-Pyr H 5-Et 1-342 4-F-Ph 4-Pyr H 5-Pr 1-343 4-F-Ph 4-Pyr H 5,5 -diMe 1-344 4-F-Ph 4-Pyr H 6-Me 1-345 4-F-Ph 4-Pyr H 6-Et 1-346 4-F-Ph 4-Pyr H 6-Pr 1-347 4-F-Ph 4-Pyr H 6,6-diMe 1-348 4-F-Ph 4-Pyr H 6,6-diF 1-349 4-F-Ph 4-Pyr H 6,6-CH _Two CH _Two -1-350 4-F-Ph 4-Pyr H 6-Oxo 1-351 4-F-Ph 4-Pyr H 8-Me 1-352 4-F-Ph 4-Pyr H 8-Et 1-353 4 -F-Ph 4-Pyr H 8-Pr 1-354 4-F-Ph 4-Pyr H 8-Ph 1-355 4-F-Ph 4-Pyr H 8a-Me 1-356 4-F-Ph 4 -Pyr H 8a-Et 1-357 4-F-Ph 4-Pyr H 8a-Pr 1-358 4-F-Ph 2-NH _Two -4-Pym H-1-359 4-F-Ph 2-NH _Two -4-Pym H 1-Me 1-360 4-F-Ph 2-NH _Two -4-Pym H 1-Et 1-361 4-F-Ph 2-NH _Two -4-Pym H 1-Pr 1-362 4-F-Ph 2-NH _Two -4-Pym H 1,1-diMe 1-363 4-F-Ph 2-NH _Two -4-Pym H 2-Me 1-364 4-F-Ph 2-NH _Two -4-Pym H 2-Et 1-365 4-F-Ph 2-NH _Two -4-Pym H 2-Pr 1-366 4-F-Ph 2-NH _Two -4-Pym H 2-Bu 1-367 4-F-Ph 2-NH _Two -4-Pym H 2-Allyl 1-368 4-F-Ph 2-NH _Two -4-Pym H 2-Ph 1-369 4-F-Ph 2-NH _Two -4-Pym H 2-Bn 1-370 4-F-Ph 2-NH _Two -4-Pym H 2-Phet 1-371 4-F-Ph 2-NH _Two -4-Pym H 2,2-diMe 1-372 4-F-Ph 2-NH _Two -4-Pym H 2-OH 1-373 4-F-Ph 2-NH _Two -4-Pym H 2-MeO 1-374 4-F-Ph 2-NH _Two -4-Pym H 2-EtO 1-375 4-F-Ph 2-NH _Two -4-Pym H 2-PrO 1-376 4-F-Ph 2-NH _Two -4-Pym H 2,2-di (MeO) 1-377 4-F-Ph 2-NH _Two -4-Pym H 2,2-di (EtO) 1-378 4-F-Ph 2-NH _Two -4-Pym H 2,2-OCH _Two CH _Two O- 1-379 4-F-Ph 2-NH _Two -4-Pym H 2-Oxo 1-380 4-F-Ph 2-NH _Two -4-Pym H 2-F 1-381 4-F-Ph 2-NH _Two -4-Pym H 2-Cl 1-382 4-F-Ph 2-NH _Two -4-Pym H 2-Br 1-383 4-F-Ph 2-NH _Two -4-Pym H 2-I 1-384 4-F-Ph 2-NH _Two -4-Pym H 2,2-diF 1-385 4-F-Ph 2-NH _Two -4-Pym H 2,2-diCl 1-386 4-F-Ph 2-NH _Two -4-Pym H 2,2-diBr 1-387 4-F-Ph 2-NH _Two -4-Pym H 3-Me 1-388 4-F-Ph 2-NH _Two -4-Pym H 3-Et 1-389 4-F-Ph 2-NH _Two -4-Pym H 3-Pr 1-390 4-F-Ph 2-NH _Two -4-Pym H 3,3-diMe 1-391 4-F-Ph 2-NH _Two -4-Pym H 5-Me 1-392 4-F-Ph 2-NH _Two -4-Pym H 5-Et 1-393 4-F-Ph 2-NH _Two -4-Pym H 5-Pr 1-394 4-F-Ph 2-NH _Two -4-Pym H 5,5-diMe 1-395 4-F-Ph 2-NH _Two -4-Pym H 6-Me 1-396 4-F-Ph 2-NH _Two -4-Pym H 6-Et 1-397 4-F-Ph 2-NH _Two -4-Pym H 6-Pr 1-398 4-F-Ph 2-NH _Two -4-Pym H 6,6-diMe 1-399 4-F-Ph 2-NH _Two -4-Pym H 6,6-diF 1-400 4-F-Ph 2-NH _Two -4-Pym H 6,6-CH _Two CH _Two -1-401 4-F-Ph 2-NH _Two -4-Pym H 6-Oxo 1-402 4-F-Ph 2-NH _Two -4-Pym H 8-Me 1-403 4-F-Ph 2-NH _Two -4-Pym H 8-Et 1-404 4-F-Ph 2-NH _Two -4-Pym H 8-Pr 1-405 4-F-Ph 2-NH _Two -4-Pym H 8-Ph 1-406 4-F-Ph 2-NH _Two -4-Pym H 8a-Me 1-407 4-F-Ph 2-NH _Two -4-Pym H 8a-Et 1-408 4-F-Ph 2-NH _Two -4-Pym H 8a-Pr 1-409 4-F-Ph 2-MeNH-4-Pym H-1-410 4-F-Ph 2-MeNH-4-Pym H 1-Me 1-411 4-F -Ph 2-MeNH-4-Pym H 1-Et 1-412 4-F-Ph 2-MeNH-4-Pym H 1-Pr 1-413 4-F-Ph 2-MeNH-4-Pym H 1, 1-diMe 1-414 4-F-Ph 2-MeNH-4-Pym H 2-Me 1-415 4-F-Ph 2-MeNH-4-Pym H 2-Et 1-416 4-F-Ph 2 -MeNH-4-Pym H 2-Pr 1-417 4-F-Ph 2-MeNH-4-Pym H 2-Bu 1-418 4-F-Ph 2-MeNH-4-Pym H 2-Allyl 1- 419 4-F-Ph 2-MeNH-4-Pym H 2-Ph 1-420 4-F-Ph 2-MeNH-4-Pym H 2-Bn 1-421 4-F-Ph 2-MeNH-4- Pym H 2-Phet 1-422 4-F-Ph 2-MeNH-4-Pym H 2,2-diMe 1-423 4-F-Ph 2-MeNH-4-Pym H 2-OH 1-424 4- F-Ph 2-MeNH-4-Pym H 2-MeO 1-425 4-F-Ph 2-MeNH-4-Pym H 2-EtO 1-426 4-F-Ph 2-MeNH-4-Pym H 2 -PrO 1-427 4-F-Ph 2-MeNH-4-Pym H 2,2-di (MeO) 1-428 4-F-Ph 2-MeNH-4-Pym H 2,2-di (EtO) 1-429 4-F-Ph 2-MeNH-4-Pym H 2,2-OCH _Two CH _Two O- 1-430 4-F-Ph 2-MeNH-4-Pym H 2-Oxo 1-431 4-F-Ph 2-MeNH-4-Pym H 2-F 1-432 4-F-Ph 2- MeNH-4-Pym H 2-Cl 1-433 4-F-Ph 2-MeNH-4-Pym H 2-Br 1-434 4-F-Ph 2-MeNH-4-Pym H 2-I 1-435 4-F-Ph 2-MeNH-4-Pym H 2,2-diF 1-436 4-F-Ph 2-MeNH-4-Pym H 2,2-diCl 1-437 4-F-Ph 2-MeNH -4-Pym H 2,2-diBr 1-438 4-F-Ph 2-MeNH-4-Pym H 3-Me 1-439 4-F-Ph 2-MeNH-4-Pym H 3-Et 1- 440 4-F-Ph 2-MeNH-4-Pym H 3-Pr 1-441 4-F-Ph 2-MeNH-4-Pym H 3,3-diMe 1-442 4-F-Ph 2-MeNH- 4-Pym H 5-Me 1-443 4-F-Ph 2-MeNH-4-Pym H 5-Et 1-444 4-F-Ph 2-MeNH-4-Pym H 5-Pr 1-445 4- F-Ph 2-MeNH-4-Pym H 5,5-diMe 1-446 4-F-Ph 2-MeNH-4-Pym H 6-Me 1-447 4-F-Ph 2-MeNH-4-Pym H 6-Et 1-448 4-F-Ph 2-MeNH-4-Pym H 6-Pr 1-449 4-F-Ph 2-MeNH-4-Pym H 6,6-diMe 1-450 4-F -Ph 2-MeNH-4-Pym H 6,6-diF 1-451 4-F-Ph 2-MeNH-4-Pym H 6,6-CH _Two CH _Two -1-452 4-F-Ph 2-MeNH-4-Pym H 6-Oxo 1-453 4-F-Ph 2-MeNH-4-Pym H 8-Me 1-454 4-F-Ph 2-MeNH -4-Pym H 8-Et 1-455 4-F-Ph 2-MeNH-4-Pym H 8-Pr 1-456 4-F-Ph 2-MeNH-4-Pym H 8-Ph 1-457 4 -F-Ph 2-MeNH-4-Pym H 8a-Me 1-458 4-F-Ph 2-MeNH-4-Pym H 8a-Et 1-459 4-F-Ph 2-MeNH-4-Pym H 8a-Pr 1-460 3-Cl-Ph 4-Pyr H-1-461 3-Cl-Ph 4-Pyr H 1-Me 1-462 3-Cl-Ph 4-Pyr H 1-Et 1-463 3 -Cl-Ph 4-Pyr H 1-Pr 1-464 3-Cl-Ph 4-Pyr H 1,1-diMe 1-465 3-Cl-Ph 4-Pyr H 2-Me 1-466 3-Cl- Ph 4-Pyr H 2-Et 1-467 3-Cl-Ph 4-Pyr H 2-Pr 1-468 3-Cl-Ph 4-Pyr H 2-Bu 1-469 3-Cl-Ph 4-Pyr H 2-Allyl 1-470 3-Cl-Ph 4-Pyr H 2-Ph 1-471 3-Cl-Ph 4-Pyr H 2-Bn 1-472 3-Cl-Ph 4-Pyr H 2-Phet 1- 473 3-Cl-Ph 4-Pyr H 2,2-diMe 1-474 3-Cl-Ph 4-Pyr H 2-OH 1-475 3-Cl-Ph 4-Pyr H 2-MeO 1-476 3- Cl-Ph 4-Pyr H 2-EtO 1-477 3-Cl-Ph 4-Pyr H 2-PrO 1-478 3-Cl-Ph 4-Pyr H 2,2-di (MeO) 1-479 3- Cl-Ph 4-Pyr H 2,2-di (EtO) 1-480 3-Cl-Ph 4-Pyr H 2,2-OCH _Two CH _Two O- 1-481 3-Cl-Ph 4-Pyr H 2-Oxo 1-482 3-Cl-Ph 4-Pyr H 2-F 1-483 3-Cl-Ph 4-Pyr H 2-Cl 1-484 3-Cl-Ph 4-Pyr H 2-Br 1-485 3-Cl-Ph 4-Pyr H 2-I 1-486 3-Cl-Ph 4-Pyr H 2,2-diF 1-487 3-Cl -Ph 4-Pyr H 2,2-diCl 1-488 3-Cl-Ph 4-Pyr H 2,2-diBr 1-489 3-Cl-Ph 4-Pyr H 3-Me 1-490 3-Cl- Ph 4-Pyr H 3-Et 1-491 3-Cl-Ph 4-Pyr H 3-Pr 1-492 3-Cl-Ph 4-Pyr H 3,3-diMe 1-493 3-Cl-Ph 4- Pyr H 5-Me 1-494 3-Cl-Ph 4-Pyr H 5-Et 1-495 3-Cl-Ph 4-Pyr H 5-Pr 1-496 3-Cl-Ph 4-Pyr H 5,5 -diMe 1-497 3-Cl-Ph 4-Pyr H 6-Me 1-498 3-Cl-Ph 4-Pyr H 6-Et 1-499 3-Cl-Ph 4-Pyr H 6-Pr 1-500 3-Cl-Ph 4-Pyr H 6,6-diMe 1-501 3-Cl-Ph 4-Pyr H 6,6-diF 1-502 3-Cl-Ph 4-Pyr H 6,6-CH _Two CH _Two -1-503 3-Cl-Ph 4-Pyr H 6-Oxo 1-504 3-Cl-Ph 4-Pyr H 8-Me 1-505 3-Cl-Ph 4-Pyr H 8-Et 1-506 3 -Cl-Ph 4-Pyr H 8-Pr 1-507 3-Cl-Ph 4-Pyr H 8-Ph 1-508 3-Cl-Ph 4-Pyr H 8a-Me 1-509 3-Cl-Ph 4 -Pyr H 8a-Et 1-510 3-Cl-Ph 4-Pyr H 8a-Pr 1-511 3-Cl-Ph 2-NH _Two -4-Pym H-1-512 3-Cl-Ph 2-NH _Two -4-Pym H 1-Me 1-513 3-Cl-Ph 2-NH _Two -4-Pym H 1-Et 1-514 3-Cl-Ph 2-NH _Two -4-Pym H 1-Pr 1-515 3-Cl-Ph 2-NH _Two -4-Pym H 1,1-diMe 1-516 3-Cl-Ph 2-NH _Two -4-Pym H 2-Me 1-517 3-Cl-Ph 2-NH _Two -4-Pym H 2-Et 1-518 3-Cl-Ph 2-NH _Two -4-Pym H 2-Pr 1-519 3-Cl-Ph 2-NH _Two -4-Pym H 2-Bu 1-520 3-Cl-Ph 2-NH _Two -4-Pym H 2-Allyl 1-521 3-Cl-Ph 2-NH _Two -4-Pym H 2-Ph 1-522 3-Cl-Ph 2-NH _Two -4-Pym H 2-Bn 1-523 3-Cl-Ph 2-NH _Two -4-Pym H 2-Phet 1-524 3-Cl-Ph 2-NH _Two -4-Pym H 2,2-diMe 1-525 3-Cl-Ph 2-NH _Two -4-Pym H 2-OH 1-526 3-Cl-Ph 2-NH _Two -4-Pym H 2-MeO 1-527 3-Cl-Ph 2-NH _Two -4-Pym H 2-EtO 1-528 3-Cl-Ph 2-NH _Two -4-Pym H 2-PrO 1-529 3-Cl-Ph 2-NH _Two -4-Pym H 2,2-di (MeO) 1-530 3-Cl-Ph 2-NH _Two -4-Pym H 2,2-di (EtO) 1-531 3-Cl-Ph 2-NH _Two -4-Pym H 2,2-OCH _Two CH _Two O- 1-532 3-Cl-Ph 2-NH _Two -4-Pym H 2-Oxo 1-533 3-Cl-Ph 2-NH _Two -4-Pym H 2-F 1-534 3-Cl-Ph 2-NH _Two -4-Pym H 2-Cl 1-535 3-Cl-Ph 2-NH _Two -4-Pym H 2-Br 1-536 3-Cl-Ph 2-NH _Two -4-Pym H 2-I 1-537 3-Cl-Ph 2-NH _Two -4-Pym H 2,2-diF 1-538 3-Cl-Ph 2-NH _Two -4-Pym H 2,2-diCl 1-539 3-Cl-Ph 2-NH _Two -4-Pym H 2,2-diBr 1-540 3-Cl-Ph 2-NH _Two -4-Pym H 3-Me 1-541 3-Cl-Ph 2-NH _Two -4-Pym H 3-Et 1-542 3-Cl-Ph 2-NH _Two -4-Pym H 3-Pr 1-543 3-Cl-Ph 2-NH _Two -4-Pym H 3,3-diMe 1-544 3-Cl-Ph 2-NH _Two -4-Pym H 5-Me 1-545 3-Cl-Ph 2-NH _Two -4-Pym H 5-Et 1-546 3-Cl-Ph 2-NH _Two -4-Pym H 5-Pr 1-547 3-Cl-Ph 2-NH _Two -4-Pym H 5,5-diMe 1-548 3-Cl-Ph 2-NH _Two -4-Pym H 6-Me 1-549 3-Cl-Ph 2-NH _Two -4-Pym H 6-Et 1-550 3-Cl-Ph 2-NH _Two -4-Pym H 6-Pr 1-551 3-Cl-Ph 2-NH _Two -4-Pym H 6,6-diMe 1-552 3-Cl-Ph 2-NH _Two -4-Pym H 6,6-diF 1-553 3-Cl-Ph 2-NH _Two -4-Pym H 6,6-CH _Two CH _Two -1-554 3-Cl-Ph 2-NH _Two -4-Pym H 6-Oxo 1-555 3-Cl-Ph 2-NH _Two -4-Pym H 8-Me 1-556 3-Cl-Ph 2-NH _Two -4-Pym H 8-Et 1-557 3-Cl-Ph 2-NH _Two -4-Pym H 8-Pr 1-558 3-Cl-Ph 2-NH _Two -4-Pym H 8-Ph 1-559 3-Cl-Ph 2-NH _Two -4-Pym H 8a-Me 1-560 3-Cl-Ph 2-NH _Two -4-Pym H 8a-Et 1-561 3-Cl-Ph 2-NH _Two -4-Pym H 8a-Pr 1-562 3-Cl-Ph 2-MeNH-4-Pym H-1-563 3-Cl-Ph 2-MeNH-4-Pym H 1-Me 1-564 3-Cl -Ph 2-MeNH-4-Pym H 1-Et 1-565 3-Cl-Ph 2-MeNH-4-Pym H 1-Pr 1-566 3-Cl-Ph 2-MeNH-4-Pym H 1, 1-diMe 1-567 3-Cl-Ph 2-MeNH-4-Pym H 2-Me 1-568 3-Cl-Ph 2-MeNH-4-Pym H 2-Et 1-569 3-Cl-Ph 2 -MeNH-4-Pym H 2-Pr 1-570 3-Cl-Ph 2-MeNH-4-Pym H 2-Bu 1-571 3-Cl-Ph 2-MeNH-4-Pym H 2-Allyl 1- 572 3-Cl-Ph 2-MeNH-4-Pym H 2-Ph 1-573 3-Cl-Ph 2-MeNH-4-Pym H 2-Bn 1-574 3-Cl-Ph 2-MeNH-4- Pym H 2-Phet 1-575 3-Cl-Ph 2-MeNH-4-Pym H 2,2-diMe 1-576 3-Cl-Ph 2-MeNH-4-Pym H 2-OH 1-577 3- Cl-Ph 2-MeNH-4-Pym H 2-MeO 1-578 3-Cl-Ph 2-MeNH-4-Pym H 2-EtO 1-579 3-Cl-Ph 2-MeNH-4-Pym H 2 -PrO 1-580 3-Cl-Ph 2-MeNH-4-Pym H 2,2-di (MeO) 1-581 3-Cl-Ph 2-MeNH-4-Pym H 2,2-di (EtO) 1-582 3-Cl-Ph 2-MeNH-4-Pym H 2,2-OCH _Two CH _Two O- 1-583 3-Cl-Ph 2-MeNH-4-Pym H 2-Oxo 1-584 3-Cl-Ph 2-MeNH-4-Pym H 2-F 1-585 3-Cl-Ph 2- MeNH-4-Pym H 2-Cl 1-586 3-Cl-Ph 2-MeNH-4-Pym H 2-Br 1-587 3-Cl-Ph 2-MeNH-4-Pym H 2-I 1-588 3-Cl-Ph 2-MeNH-4-Pym H 2,2-diF 1-589 3-Cl-Ph 2-MeNH-4-Pym H 2,2-diCl 1-590 3-Cl-Ph 2-MeNH -4-Pym H 2,2-diBr 1-591 3-Cl-Ph 2-MeNH-4-Pym H 3-Me 1-592 3-Cl-Ph 2-MeNH-4-Pym H 3-Et 1- 593 3-Cl-Ph 2-MeNH-4-Pym H 3-Pr 1-594 3-Cl-Ph 2-MeNH-4-Pym H 3,3-diMe 1-595 3-Cl-Ph 2-MeNH- 4-Pym H 5-Me 1-596 3-Cl-Ph 2-MeNH-4-Pym H 5-Et 1-597 3-Cl-Ph 2-MeNH-4-Pym H 5-Pr 1-598 3- Cl-Ph 2-MeNH-4-Pym H 5,5-diMe 1-599 3-Cl-Ph 2-MeNH-4-Pym H 6-Me 1-600 3-Cl-Ph 2-MeNH-4-Pym H 6-Et 1-601 3-Cl-Ph 2-MeNH-4-Pym H 6-Pr 1-602 3-Cl-Ph 2-MeNH-4-Pym H 6,6-diMe 1-603 3-Cl -Ph 2-MeNH-4-Pym H 6,6-diF 1-604 3-Cl-Ph 2-MeNH-4-Pym H 6,6-CH _Two CH _Two -1-605 3-Cl-Ph 2-MeNH-4-Pym H 6-Oxo 1-606 3-Cl-Ph 2-MeNH-4-Pym H 8-Me 1-607 3-Cl-Ph 2-MeNH -4-Pym H 8-Et 1-608 3-Cl-Ph 2-MeNH-4-Pym H 8-Pr 1-609 3-Cl-Ph 2-MeNH-4-Pym H 8-Ph 1-610 3 -Cl-Ph 2-MeNH-4-Pym H 8a-Me 1-611 3-Cl-Ph 2-MeNH-4-Pym H 8a-Et 1-612 3-Cl-Ph 2-MeNH-4-Pym H 8a-Pr 1-613 3-CF _Three -Ph 4-Pyr H-1-614 3-CF _Three -Ph 4-Pyr H 1-Me 1-615 3-CF _Three -Ph 4-Pyr H 1-Et 1-616 3-CF _Three -Ph 4-Pyr H 1-Pr 1-617 3-CF _Three -Ph 4-Pyr H 1,1-diMe 1-618 3-CF _Three -Ph 4-Pyr H 2-Me 1-619 3-CF _Three -Ph 4-Pyr H 2-Et 1-620 3-CF _Three -Ph 4-Pyr H 2-Pr 1-621 3-CF _Three -Ph 4-Pyr H 2-Bu 1-622 3-CF _Three -Ph 4-Pyr H 2-Allyl 1-623 3-CF _Three -Ph 4-Pyr H 2-Ph 1-624 3-CF _Three -Ph 4-Pyr H 2-Bn 1-625 3-CF _Three -Ph 4-Pyr H 2-Phet 1-626 3-CF _Three -Ph 4-Pyr H 2,2-diMe 1-627 3-CF _Three -Ph 4-Pyr H 2-OH 1-628 3-CF _Three -Ph 4-Pyr H 2-MeO 1-629 3-CF _Three -Ph 4-Pyr H 2-EtO 1-630 3-CF _Three -Ph 4-Pyr H 2-PrO 1-631 3-CF _Three -Ph 4-Pyr H 2,2-di (MeO) 1-632 3-CF _Three -Ph 4-Pyr H 2,2-di (EtO) 1-633 3-CF _Three -Ph 4-Pyr H 2,2-OCH _Two CH _Two O- 1-634 3-CF _Three -Ph 4-Pyr H 2-Oxo 1-635 3-CF _Three -Ph 4-Pyr H 2-F 1-636 3-CF _Three -Ph 4-Pyr H 2-Cl 1-637 3-CF _Three -Ph 4-Pyr H 2-Br 1-638 3-CF _Three -Ph 4-Pyr H 2-I 1-639 3-CF _Three -Ph 4-Pyr H 2,2-diF 1-640 3-CF _Three -Ph 4-Pyr H 2,2-diCl 1-641 3-CF _Three -Ph 4-Pyr H 2,2-diBr 1-642 3-CF _Three -Ph 4-Pyr H 3-Me 1-643 3-CF _Three -Ph 4-Pyr H 3-Et 1-644 3-CF _Three -Ph 4-Pyr H 3-Pr 1-645 3-CF _Three -Ph 4-Pyr H 3,3-diMe 1-646 3-CF _Three -Ph 4-Pyr H 5-Me 1-647 3-CF _Three -Ph 4-Pyr H 5-Et 1-648 3-CF _Three -Ph 4-Pyr H 5-Pr 1-649 3-CF _Three -Ph 4-Pyr H 5,5-diMe 1-650 3-CF _Three -Ph 4-Pyr H 6-Me 1-651 3-CF _Three -Ph 4-Pyr H 6-Et 1-652 3-CF _Three -Ph 4-Pyr H 6-Pr 1-653 3-CF _Three -Ph 4-Pyr H 6,6-diMe 1-654 3-CF _Three -Ph 4-Pyr H 6,6-diF 1-655 3-CF _Three -Ph 4-Pyr H 6,6-CH _Two CH _Two -1-656 3-CF _Three -Ph 4-Pyr H 6-Oxo 1-657 3-CF _Three -Ph 4-Pyr H 8-Me 1-658 3-CF _Three -Ph 4-Pyr H 8-Et 1-659 3-CF _Three -Ph 4-Pyr H 8-Pr 1-660 3-CF _Three -Ph 4-Pyr H 8-Ph 1-661 3-CF _Three -Ph 4-Pyr H 8a-Me 1-662 3-CF _Three -Ph 4-Pyr H 8a-Et 1-663 3-CF _Three -Ph 4-Pyr H 8a-Pr 1-664 3-CF _Three -Ph 2-NH _Two -4-Pym H-1-665 3-CF _Three -Ph 2-NH _Two -4-Pym H 1-Me 1-666 3-CF _Three -Ph 2-NH _Two -4-Pym H 1-Et 1-667 3-CF _Three -Ph 2-NH _Two -4-Pym H 1-Pr 1-668 3-CF _Three -Ph 2-NH _Two -4-Pym H 1,1-diMe 1-669 3-CF _Three -Ph 2-NH _Two -4-Pym H 2-Me 1-670 3-CF _Three -Ph 2-NH _Two -4-Pym H 2-Et 1-671 3-CF _Three -Ph 2-NH _Two -4-Pym H 2-Pr 1-672 3-CF _Three -Ph 2-NH _Two -4-Pym H 2-Bu 1-673 3-CF _Three -Ph 2-NH _Two -4-Pym H 2-Allyl 1-674 3-CF _Three -Ph 2-NH _Two -4-Pym H 2-Ph 1-675 3-CF _Three -Ph 2-NH _Two -4-Pym H 2-Bn 1-676 3-CF _Three -Ph 2-NH _Two -4-Pym H 2-Phet 1-677 3-CF _Three -Ph 2-NH _Two -4-Pym H 2,2-diMe 1-678 3-CF _Three -Ph 2-NH _Two -4-Pym H 2-OH 1-679 3-CF _Three -Ph 2-NH _Two -4-Pym H 2-MeO 1-680 3-CF _Three -Ph 2-NH _Two -4-Pym H 2-EtO 1-681 3-CF _Three -Ph 2-NH _Two -4-Pym H 2-PrO 1-682 3-CF _Three -Ph 2-NH _Two -4-Pym H 2,2-di (MeO) 1-683 3-CF _Three -Ph 2-NH _Two -4-Pym H 2,2-di (EtO) 1-684 3-CF _Three -Ph 2-NH _Two -4-Pym H 2,2-OCH _Two CH _Two O- 1-685 3-CF _Three -Ph 2-NH _Two -4-Pym H 2-Oxo 1-686 3-CF _Three -Ph 2-NH _Two -4-Pym H 2-F 1-687 3-CF _Three -Ph 2-NH _Two -4-Pym H 2-Cl 1-688 3-CF _Three -Ph 2-NH _Two -4-Pym H 2-Br 1-689 3-CF _Three -Ph 2-NH _Two -4-Pym H 2-I 1-690 3-CF _Three -Ph 2-NH _Two -4-Pym H 2,2-diF 1-691 3-CF _Three -Ph 2-NH _Two -4-Pym H 2,2-diCl 1-692 3-CF _Three -Ph 2-NH _Two -4-Pym H 2,2-diBr 1-693 3-CF _Three -Ph 2-NH _Two -4-Pym H 3-Me 1-694 3-CF _Three -Ph 2-NH _Two -4-Pym H 3-Et 1-695 3-CF _Three -Ph 2-NH _Two -4-Pym H 3-Pr 1-696 3-CF _Three -Ph 2-NH _Two -4-Pym H 3,3-diMe 1-697 3-CF _Three -Ph 2-NH _Two -4-Pym H 5-Me 1-698 3-CF _Three -Ph 2-NH _Two -4-Pym H 5-Et 1-699 3-CF _Three -Ph 2-NH _Two -4-Pym H 5-Pr 1-700 3-CF _Three -Ph 2-NH _Two -4-Pym H 5,5-diMe 1-701 3-CF _Three -Ph 2-NH _Two -4-Pym H 6-Me 1-702 3-CF _Three -Ph 2-NH _Two -4-Pym H 6-Et 1-703 3-CF _Three -Ph 2-NH _Two -4-Pym H 6-Pr 1-704 3-CF _Three -Ph 2-NH _Two -4-Pym H 6,6-diMe 1-705 3-CF _Three -Ph 2-NH _Two -4-Pym H 6,6-diF 1-706 3-CF _Three -Ph 2-NH _Two -4-Pym H 6,6-CH _Two CH _Two -1-707 3-CF _Three -Ph 2-NH _Two -4-Pym H 6-Oxo 1-708 3-CF _Three -Ph 2-NH _Two -4-Pym H 8-Me 1-709 3-CF _Three -Ph 2-NH _Two -4-Pym H 8-Et 1-710 3-CF _Three -Ph 2-NH _Two -4-Pym H 8-Pr 1-711 3-CF _Three -Ph 2-NH _Two -4-Pym H 8-Ph 1-712 3-CF _Three -Ph 2-NH _Two -4-Pym H 8a-Me 1-713 3-CF _Three -Ph 2-NH _Two -4-Pym H 8a-Et 1-714 3-CF _Three -Ph 2-NH _Two -4-Pym H 8a-Pr 1-715 3-CF _Three -Ph 2-MeNH-4-Pym H-1-716 3-CF _Three -Ph 2-MeNH-4-Pym H 1-Me 1-717 3-CF _Three -Ph 2-MeNH-4-Pym H 1-Et 1-718 3-CF _Three -Ph 2-MeNH-4-Pym H 1-Pr 1-719 3-CF _Three -Ph 2-MeNH-4-Pym H 1,1-diMe 1-720 3-CF _Three -Ph 2-MeNH-4-Pym H 2-Me 1-721 3-CF _Three -Ph 2-MeNH-4-Pym H 2-Et 1-722 3-CF _Three -Ph 2-MeNH-4-Pym H 2-Pr 1-723 3-CF _Three -Ph 2-MeNH-4-Pym H 2-Bu 1-724 3-CF _Three -Ph 2-MeNH-4-Pym H 2-Allyl 1-725 3-CF _Three -Ph 2-MeNH-4-Pym H 2-Ph 1-726 3-CF _Three -Ph 2-MeNH-4-Pym H 2-Bn 1-727 3-CF _Three -Ph 2-MeNH-4-Pym H 2-Phet 1-728 3-CF _Three -Ph 2-MeNH-4-Pym H 2,2-diMe 1-729 3-CF _Three -Ph 2-MeNH-4-Pym H 2-OH 1-730 3-CF _Three -Ph 2-MeNH-4-Pym H 2-MeO 1-731 3-CF _Three -Ph 2-MeNH-4-Pym H 2-EtO 1-732 3-CF _Three -Ph 2-MeNH-4-Pym H 2-PrO 1-733 3-CF _Three -Ph 2-MeNH-4-Pym H 2,2-di (MeO) 1-734 3-CF _Three -Ph 2-MeNH-4-Pym H 2,2-di (EtO) 1-735 3-CF _Three -Ph 2-MeNH-4-Pym H 2,2-OCH _Two CH _Two O- 1-736 3-CF _Three -Ph 2-MeNH-4-Pym H 2-Oxo 1-737 3-CF _Three -Ph 2-MeNH-4-Pym H 2-F 1-738 3-CF _Three -Ph 2-MeNH-4-Pym H 2-Cl 1-739 3-CF _Three -Ph 2-MeNH-4-Pym H 2-Br 1-740 3-CF _Three -Ph 2-MeNH-4-Pym H 2-I 1-741 3-CF _Three -Ph 2-MeNH-4-Pym H 2,2-diF 1-742 3-CF _Three -Ph 2-MeNH-4-Pym H 2,2-diCl 1-743 3-CF _Three -Ph 2-MeNH-4-Pym H 2,2-diBr 1-744 3-CF _Three -Ph 2-MeNH-4-Pym H 3-Me 1-745 3-CF _Three -Ph 2-MeNH-4-Pym H 3-Et 1-746 3-CF _Three -Ph 2-MeNH-4-Pym H 3-Pr 1-747 3-CF _Three -Ph 2-MeNH-4-Pym H 3,3-diMe 1-748 3-CF _Three -Ph 2-MeNH-4-Pym H 5-Me 1-749 3-CF _Three -Ph 2-MeNH-4-Pym H 5-Et 1-750 3-CF _Three -Ph 2-MeNH-4-Pym H 5-Pr 1-751 3-CF _Three -Ph 2-MeNH-4-Pym H 5,5-diMe 1-752 3-CF _Three -Ph 2-MeNH-4-Pym H 6-Me 1-753 3-CF _Three -Ph 2-MeNH-4-Pym H 6-Et 1-754 3-CF _Three -Ph 2-MeNH-4-Pym H 6-Pr 1-755 3-CF _Three -Ph 2-MeNH-4-Pym H 6,6-diMe 1-756 3-CF _Three -Ph 2-MeNH-4-Pym H 6,6-diF 1-757 3-CF _Three -Ph 2-MeNH-4-Pym H 6,6-CH _Two CH _Two -1-758 3-CF _Three -Ph 2-MeNH-4-Pym H 6-Oxo 1-759 3-CF _Three -Ph 2-MeNH-4-Pym H 8-Me 1-760 3-CF _Three -Ph 2-MeNH-4-Pym H 8-Et 1-761 3-CF _Three -Ph 2-MeNH-4-Pym H 8-Pr 1-762 3-CF _Three -Ph 2-MeNH-4-Pym H 8-Ph 1-763 3-CF _Three -Ph 2-MeNH-4-Pym H 8a-Me 1-764 3-CF _Three -Ph 2-MeNH-4-Pym H 8a-Et 1-765 3-CF _Three -Ph 2-MeNH-4-Pym H 8a-Pr 1-766 3,4-diF-Ph 4-Pyr H-1-767 3,4-diF-Ph 4-Pyr H 1-Me 1-768 3, 4-diF-Ph 4-Pyr H 1-Et 1-769 3,4-diF-Ph 4-Pyr H 1-Pr 1-770 3,4-diF-Ph 4-Pyr H 1,1-diMe 1- 771 3,4-diF-Ph 4-Pyr H 2-Me 1-772 3,4-diF-Ph 4-Pyr H 2-Et 1-773 3,4-diF-Ph 4-Pyr H 2-Pr 1 -774 3,4-diF-Ph 4-Pyr H 2-Bu 1-775 3,4-diF-Ph 4-Pyr H 2-Allyl 1-776 3,4-diF-Ph 4-Pyr H 2-Ph 1-777 3,4-diF-Ph 4-Pyr H 2-Bn 1-778 3,4-diF-Ph 4-Pyr H 2-Phet 1-779 3,4-diF-Ph 4-Pyr H 2, 2-diMe 1-780 3,4-diF-Ph 4-Pyr H 2-OH 1-781 3,4-diF-Ph 4-Pyr H 2-MeO 1-782 3,4-diF-Ph 4-Pyr H 2-EtO 1-783 3,4-diF-Ph 4-Pyr H 2-PrO 1-784 3,4-diF-Ph 4-Pyr H 2,2-di (MeO) 1-785 3,4- diF-Ph 4-Pyr H 2,2-di (EtO) 1-786 3,4-diF-Ph 4-Pyr H 2,2-OCH _Two CH _Two O- 1-787 3,4-diF-Ph 4-Pyr H 2-Oxo 1-788 3,4-diF-Ph 4-Pyr H 2-F 1-789 3,4-diF-Ph 4-Pyr H 2-Cl 1-790 3,4-diF-Ph 4-Pyr H 2-Br 1-791 3,4-diF-Ph 4-Pyr H 2-I 1-792 3,4-diF-Ph 4-Pyr H 2,2-diF 1-793 3,4-diF-Ph 4-Pyr H 2,2-diCl 1-794 3,4-diF-Ph 4-Pyr H 2,2-diBr 1-795 3,4 -diF-Ph 4-Pyr H 3-Me 1-796 3,4-diF-Ph 4-Pyr H 3-Et 1-797 3,4-diF-Ph 4-Pyr H 3-Pr 1-798 3, 4-diF-Ph 4-Pyr H 3,3-diMe 1-799 3,4-diF-Ph 4-Pyr H 5-Me 1-800 3,4-diF-Ph 4-Pyr H 5-Et 1- 801 3,4-diF-Ph 4-Pyr H 5-Pr 1-802 3,4-diF-Ph 4-Pyr H 5,5-diMe 1-803 3,4-diF-Ph 4-Pyr H 6- Me 1-804 3,4-diF-Ph 4-Pyr H 6-Et 1-805 3,4-diF-Ph 4-Pyr H 6-Pr 1-806 3,4-diF-Ph 4-Pyr H 6 , 6-diMe 1-807 3,4-diF-Ph 4-Pyr H 6,6-diF 1-808 3,4-diF-Ph 4-Pyr H 6,6-CH _Two CH _Two -1-809 3,4-diF-Ph 4-Pyr H 6-Oxo 1-810 3,4-diF-Ph 4-Pyr H 8-Me 1-811 3,4-diF-Ph 4-Pyr H 8 -Et 1-812 3,4-diF-Ph 4-Pyr H 8-Pr 1-813 3,4-diF-Ph 4-Pyr H 8-Ph 1-814 3,4-diF-Ph 4-Pyr H 8a-Me 1-815 3,4-diF-Ph 4-Pyr H 8a-Et 1-816 3,4-diF-Ph 4-Pyr H 8a-Pr 1-817 3,4-diF-Ph 2-NH _Two -4-Pym H-1-818 3,4-diF-Ph 2-NH _Two -4-Pym H 1-Me 1-819 3,4-diF-Ph 2-NH _Two -4-Pym H 1-Et 1-820 3,4-diF-Ph 2-NH _Two -4-Pym H 1-Pr 1-821 3,4-diF-Ph 2-NH _Two -4-Pym H 1,1-diMe 1-822 3,4-diF-Ph 2-NH _Two -4-Pym H 2-Me 1-823 3,4-diF-Ph 2-NH _Two -4-Pym H 2-Et 1-824 3,4-diF-Ph 2-NH _Two -4-Pym H 2-Pr 1-825 3,4-diF-Ph 2-NH _Two -4-Pym H 2-Bu 1-826 3,4-diF-Ph 2-NH _Two -4-Pym H 2-Allyl 1-827 3,4-diF-Ph 2-NH _Two -4-Pym H 2-Ph 1-828 3,4-diF-Ph 2-NH _Two -4-Pym H 2-Bn 1-829 3,4-diF-Ph 2-NH _Two -4-Pym H 2-Phet 1-830 3,4-diF-Ph 2-NH _Two -4-Pym H 2,2-diMe 1-831 3,4-diF-Ph 2-NH _Two -4-Pym H 2-OH 1-832 3,4-diF-Ph 2-NH _Two -4-Pym H 2-MeO 1-833 3,4-diF-Ph 2-NH _Two -4-Pym H 2-EtO 1-834 3,4-diF-Ph 2-NH _Two -4-Pym H 2-PrO 1-835 3,4-diF-Ph 2-NH _Two -4-Pym H 2,2-di (MeO) 1-836 3,4-diF-Ph 2-NH _Two -4-Pym H 2,2-di (EtO) 1-837 3,4-diF-Ph 2-NH _Two -4-Pym H 2,2-OCH _Two CH _Two O- 1-838 3,4-diF-Ph 2-NH _Two -4-Pym H 2-Oxo 1-839 3,4-diF-Ph 2-NH _Two -4-Pym H 2-F 1-840 3,4-diF-Ph 2-NH _Two -4-Pym H 2-Cl 1-841 3,4-diF-Ph 2-NH _Two -4-Pym H 2-Br 1-842 3,4-diF-Ph 2-NH _Two -4-Pym H 2-I 1-843 3,4-diF-Ph 2-NH _Two -4-Pym H 2,2-diF 1-844 3,4-diF-Ph 2-NH _Two -4-Pym H 2,2-diCl 1-845 3,4-diF-Ph 2-NH _Two -4-Pym H 2,2-diBr 1-846 3,4-diF-Ph 2-NH _Two -4-Pym H 3-Me 1-847 3,4-diF-Ph 2-NH _Two -4-Pym H 3-Et 1-848 3,4-diF-Ph 2-NH _Two -4-Pym H 3-Pr 1-849 3,4-diF-Ph 2-NH _Two -4-Pym H 3,3-diMe 1-850 3,4-diF-Ph 2-NH _Two -4-Pym H 5-Me 1-851 3,4-diF-Ph 2-NH _Two -4-Pym H 5-Et 1-852 3,4-diF-Ph 2-NH _Two -4-Pym H 5-Pr 1-853 3,4-diF-Ph 2-NH _Two -4-Pym H 5,5-diMe 1-854 3,4-diF-Ph 2-NH _Two -4-Pym H 6-Me 1-855 3,4-diF-Ph 2-NH _Two -4-Pym H 6-Et 1-856 3,4-diF-Ph 2-NH _Two -4-Pym H 6-Pr 1-857 3,4-diF-Ph 2-NH _Two -4-Pym H 6,6-diMe 1-858 3,4-diF-Ph 2-NH _Two -4-Pym H 6,6-diF 1-859 3,4-diF-Ph 2-NH _Two -4-Pym H 6,6-CH _Two CH _Two -1-860 3,4-diF-Ph 2-NH _Two -4-Pym H 6-Oxo 1-861 3,4-diF-Ph 2-NH _Two -4-Pym H 8-Me 1-862 3,4-diF-Ph 2-NH _Two -4-Pym H 8-Et 1-863 3,4-diF-Ph 2-NH _Two -4-Pym H 8-Pr 1-864 3,4-diF-Ph 2-NH _Two -4-Pym H 8-Ph 1-865 3,4-diF-Ph 2-NH _Two -4-Pym H 8a-Me 1-866 3,4-diF-Ph 2-NH _Two -4-Pym H 8a-Et 1-867 3,4-diF-Ph 2-NH _Two -4-Pym H 8a-Pr 1-868 3,4-diF-Ph 2-MeNH-4-Pym H-1-869 3,4-diF-Ph 2-MeNH-4-Pym H 1-Me 1- 870 3,4-diF-Ph 2-MeNH-4-Pym H 1-Et 1-871 3,4-diF-Ph 2-MeNH-4-Pym H 1-Pr 1-872 3,4-diF-Ph 2-MeNH-4-Pym H 1,1-diMe 1-873 3,4-diF-Ph 2-MeNH-4-Pym H 2-Me 1-874 3,4-diF-Ph 2-MeNH-4- Pym H 2-Et 1-875 3,4-diF-Ph 2-MeNH-4-Pym H 2-Pr 1-876 3,4-diF-Ph 2-MeNH-4-Pym H 2-Bu 1-877 3,4-diF-Ph 2-MeNH-4-Pym H 2-Allyl 1-878 3,4-diF-Ph 2-MeNH-4-Pym H 2-Ph 1-879 3,4-diF-Ph 2 -MeNH-4-Pym H 2-Bn 1-880 3,4-diF-Ph 2-MeNH-4-Pym H 2-Phet 1-881 3,4-diF-Ph 2-MeNH-4-Pym H 2 , 2-diMe 1-882 3,4-diF-Ph 2-MeNH-4-Pym H 2-OH 1-883 3,4-diF-Ph 2-MeNH-4-Pym H 2-MeO 1-884 3 , 4-diF-Ph 2-MeNH-4-Pym H 2-EtO 1-885 3,4-diF-Ph 2-MeNH-4-Pym H 2-PrO 1-886 3,4-diF-Ph 2- MeNH-4-Pym H 2,2-di (MeO) 1-887 3,4-diF-Ph 2-MeNH-4-Pym H 2,2-di (EtO) 1-888 3,4-diF-Ph 2-MeNH-4-Pym H 2,2-OCH _Two CH _Two O- 1-889 3,4-diF-Ph 2-MeNH-4-Pym H 2-Oxo 1-890 3,4-diF-Ph 2-MeNH-4-Pym H 2-F 1-891 3,4 -diF-Ph 2-MeNH-4-Pym H 2-Cl 1-892 3,4-diF-Ph 2-MeNH-4-Pym H 2-Br 1-893 3,4-diF-Ph 2-MeNH- 4-Pym H 2-I 1-894 3,4-diF-Ph 2-MeNH-4-Pym H 2,2-diF 1-895 3,4-diF-Ph 2-MeNH-4-Pym H 2, 2-diCl 1-896 3,4-diF-Ph 2-MeNH-4-Pym H 2,2-diBr 1-897 3,4-diF-Ph 2-MeNH-4-Pym H 3-Me 1-898 3,4-diF-Ph 2-MeNH-4-Pym H 3-Et 1-899 3,4-diF-Ph 2-MeNH-4-Pym H 3-Pr 1-900 3,4-diF-Ph 2 -MeNH-4-Pym H 3,3-diMe 1-901 3,4-diF-Ph 2-MeNH-4-Pym H 5-Me 1-902 3,4-diF-Ph 2-MeNH-4-Pym H 5-Et 1-903 3,4-diF-Ph 2-MeNH-4-Pym H 5-Pr 1-904 3,4-diF-Ph 2-MeNH-4-Pym H 5,5-diMe 1- 905 3,4-diF-Ph 2-MeNH-4-Pym H 6-Me 1-906 3,4-diF-Ph 2-MeNH-4-Pym H 6-Et 1-907 3,4-diF-Ph 2-MeNH-4-Pym H 6-Pr 1-908 3,4-diF-Ph 2-MeNH-4-Pym H 6,6-diMe 1-909 3,4-diF-Ph 2-MeNH-4- Pym H 6,6-diF 1-910 3,4-diF-Ph 2-MeNH-4-Pym H 6,6-CH _Two CH _Two -1-911 3,4-diF-Ph 2-MeNH-4-Pym H 6-Oxo 1-912 3,4-diF-Ph 2-MeNH-4-Pym H 8-Me 1-913 3,4- diF-Ph 2-MeNH-4-Pym H 8-Et 1-914 3,4-diF-Ph 2-MeNH-4-Pym H 8-Pr 1-915 3,4-diF-Ph 2-MeNH-4 -Pym H 8-Ph 1-916 3,4-diF-Ph 2-MeNH-4-Pym H 8a-Me 1-917 3,4-diF-Ph 2-MeNH-4-Pym H 8a-Et 1- 918 3,4-diF-Ph 2-MeNH-4-Pym H 8a-Pr 1-919 4-F-Ph 4-Pyr Me-1-920 4-F-Ph 4-Pyr Me 1-Me 1-921 4-F-Ph 4-Pyr Me 1-Et 1-922 4-F-Ph 4-Pyr Me 1-Pr 1-923 4-F-Ph 4-Pyr Me 1,1-diMe 1-924 4-F -Ph 4-Pyr Me 2-Me 1-925 4-F-Ph 4-Pyr Me 2-Et 1-926 4-F-Ph 4-Pyr Me 2-Pr 1-927 4-F-Ph 4-Pyr Me 2-Bu 1-928 4-F-Ph 4-Pyr Me 2-Allyl 1-929 4-F-Ph 4-Pyr Me 2-Ph 1-930 4-F-Ph 4-Pyr Me 2-Bn 1 -931 4-F-Ph 4-Pyr Me 2-Phet 1-932 4-F-Ph 4-Pyr Me 2,2-diMe 1-933 4-F-Ph 4-Pyr Me 2-OH 1-934 4 -F-Ph 4-Pyr Me 2-MeO 1-935 4-F-Ph 4-Pyr Me 2-EtO 1-936 4-F-Ph 4-Pyr Me 2-PrO 1-937 4-F-Ph 4 -Pyr Me 2,2-di (MeO) 1-938 4-F-Ph 4-Pyr Me 2,2-di (EtO) 1-939 4-F-Ph 4-Pyr Me 2,2-OCH _Two CH _Two O- 1-940 4-F-Ph 4-Pyr Me 2-Oxo 1-941 4-F-Ph 4-Pyr Me 2-F 1-942 4-F-Ph 4-Pyr Me 2-Cl 1-943 4-F-Ph 4-Pyr Me 2-Br 1-944 4-F-Ph 4-Pyr Me 2-I 1-945 4-F-Ph 4-Pyr Me 2,2-diF 1-946 4-F -Ph 4-Pyr Me 2,2-diCl 1-947 4-F-Ph 4-Pyr Me 2,2-diBr 1-948 4-F-Ph 4-Pyr Me 3-Me 1-949 4-F- Ph 4-Pyr Me 3-Et 1-950 4-F-Ph 4-Pyr Me 3-Pr 1-951 4-F-Ph 4-Pyr Me 3,3-diMe 1-952 4-F-Ph 4- Pyr Me 5-Me 1-953 4-F-Ph 4-Pyr Me 5-Et 1-954 4-F-Ph 4-Pyr Me 5-Pr 1-955 4-F-Ph 4-Pyr Me 5,5 -diMe 1-956 4-F-Ph 4-Pyr Me 6-Me 1-957 4-F-Ph 4-Pyr Me 6-Et 1-958 4-F-Ph 4-Pyr Me 6-Pr 1-959 4-F-Ph 4-Pyr Me 6,6-diMe 1-960 4-F-Ph 4-Pyr Me 6,6-diF 1-961 4-F-Ph 4-Pyr Me 6,6-CH _Two CH _Two -1-962 4-F-Ph 4-Pyr Me 6-Oxo 1-963 4-F-Ph 4-Pyr Me 8-Me 1-964 4-F-Ph 4-Pyr Me 8-Et 1-965 4 -F-Ph 4-Pyr Me 8-Pr 1-966 4-F-Ph 4-Pyr Me 8-Ph 1-967 4-F-Ph 4-Pyr Me 8a-Me 1-968 4-F-Ph 4 -Pyr Me 8a-Et 1-969 4-F-Ph 4-Pyr Me 8a-Pr 1-970 4-F-Ph 2-NH _Two -4-Pym Me-1-971 4-F-Ph 2-NH _Two -4-Pym Me 1-Me 1-972 4-F-Ph 2-NH _Two -4-Pym Me 1-Et 1-973 4-F-Ph 2-NH _Two -4-Pym Me 1-Pr 1-974 4-F-Ph 2-NH _Two -4-Pym Me 1,1-diMe 1-975 4-F-Ph 2-NH _Two -4-Pym Me 2-Me 1-976 4-F-Ph 2-NH _Two -4-Pym Me 2-Et 1-977 4-F-Ph 2-NH _Two -4-Pym Me 2-Pr 1-978 4-F-Ph 2-NH _Two -4-Pym Me 2-Bu 1-979 4-F-Ph 2-NH _Two -4-Pym Me 2-Allyl 1-980 4-F-Ph 2-NH _Two -4-Pym Me 2-Ph 1-981 4-F-Ph 2-NH _Two -4-Pym Me 2-Bn 1-982 4-F-Ph 2-NH _Two -4-Pym Me 2-Phet 1-983 4-F-Ph 2-NH _Two -4-Pym Me 2,2-diMe 1-984 4-F-Ph 2-NH _Two -4-Pym Me 2-OH 1-985 4-F-Ph 2-NH _Two -4-Pym Me 2-MeO 1-986 4-F-Ph 2-NH _Two -4-Pym Me 2-EtO 1-987 4-F-Ph 2-NH _Two -4-Pym Me 2-PrO 1-988 4-F-Ph 2-NH _Two -4-Pym Me 2,2-di (MeO) 1-989 4-F-Ph 2-NH _Two -4-Pym Me 2,2-di (EtO) 1-990 4-F-Ph 2-NH _Two -4-Pym Me 2,2-OCH _Two CH _Two O- 1-991 4-F-Ph 2-NH _Two -4-Pym Me 2-Oxo 1-992 4-F-Ph 2-NH _Two -4-Pym Me 2-F 1-993 4-F-Ph 2-NH _Two -4-Pym Me 2-Cl 1-994 4-F-Ph 2-NH _Two -4-Pym Me 2-Br 1-995 4-F-Ph 2-NH _Two -4-Pym Me 2-I 1-996 4-F-Ph 2-NH _Two -4-Pym Me 2,2-diF 1-997 4-F-Ph 2-NH _Two -4-Pym Me 2,2-diCl 1-998 4-F-Ph 2-NH _Two -4-Pym Me 2,2-diBr 1-999 4-F-Ph 2-NH _Two -4-Pym Me 3-Me 1-1000 4-F-Ph 2-NH _Two -4-Pym Me 3-Et 1-1001 4-F-Ph 2-NH _Two -4-Pym Me 3-Pr 1-1002 4-F-Ph 2-NH _Two -4-Pym Me 3,3-diMe 1-1003 4-F-Ph 2-NH _Two -4-Pym Me 5-Me 1-1004 4-F-Ph 2-NH _Two -4-Pym Me 5-Et 1-1005 4-F-Ph 2-NH _Two -4-Pym Me 5-Pr 1-1006 4-F-Ph 2-NH _Two -4-Pym Me 5,5-diMe 1-1007 4-F-Ph 2-NH _Two -4-Pym Me 6-Me 1-1008 4-F-Ph 2-NH _Two -4-Pym Me 6-Et 1-1009 4-F-Ph 2-NH _Two -4-Pym Me 6-Pr 1-1010 4-F-Ph 2-NH _Two -4-Pym Me 6,6-diMe 1-1011 4-F-Ph 2-NH _Two -4-Pym Me 6,6-diF 1-1012 4-F-Ph 2-NH _Two -4-Pym Me 6,6-CH _Two CH _Two -1-1013 4-F-Ph 2-NH _Two -4-Pym Me 6-Oxo 1-1014 4-F-Ph 2-NH _Two -4-Pym Me 8-Me 1-1015 4-F-Ph 2-NH _Two -4-Pym Me 8-Et 1-1016 4-F-Ph 2-NH _Two -4-Pym Me 8-Pr 1-1017 4-F-Ph 2-NH _Two -4-Pym Me 8-Ph 1-1018 4-F-Ph 2-NH _Two -4-Pym Me 8a-Me 1-1019 4-F-Ph 2-NH _Two -4-Pym Me 8a-Et 1-1020 4-F-Ph 2-NH _Two -4-Pym Me 8a-Pr 1-1021 4-F-Ph 2-MeNH-4-Pym Me-1-1022 4-F-Ph 2-MeNH-4-Pym Me 1-Me 1-1023 4-F -Ph 2-MeNH-4-Pym Me 1-Et 1-1024 4-F-Ph 2-MeNH-4-Pym Me 1-Pr 1-1025 4-F-Ph 2-MeNH-4-Pym Me 1, 1-diMe 1-1026 4-F-Ph 2-MeNH-4-Pym Me 2-Me 1-1027 4-F-Ph 2-MeNH-4-Pym Me 2-Et 1-1028 4-F-Ph 2 -MeNH-4-Pym Me 2-Pr 1-1029 4-F-Ph 2-MeNH-4-Pym Me 2-Bu 1-1030 4-F-Ph 2-MeNH-4-Pym Me 2-Allyl 1- 1031 4-F-Ph 2-MeNH-4-Pym Me 2-Ph 1-1032 4-F-Ph 2-MeNH-4-Pym Me 2-Bn 1-1033 4-F-Ph 2-MeNH-4- Pym Me 2-Phet 1-1034 4-F-Ph 2-MeNH-4-Pym Me 2,2-diMe 1-1035 4-F-Ph 2-MeNH-4-Pym Me 2-OH 1-1036 4- F-Ph 2-MeNH-4-Pym Me 2-MeO 1-1037 4-F-Ph 2-MeNH-4-Pym Me 2-EtO 1-1038 4-F-Ph 2-MeNH-4-Pym Me 2 -PrO 1-1039 4-F-Ph 2-MeNH-4-Pym Me 2,2-di (MeO) 1-1040 4-F-Ph 2-MeNH-4-Pym Me 2,2-di (EtO) 1-1041 4-F-Ph 2-MeNH-4-Pym Me 2,2-OCH _Two CH _Two O- 1-1042 4-F-Ph 2-MeNH-4-Pym Me 2-Oxo 1-1043 4-F-Ph 2-MeNH-4-Pym Me 2-F 1-1044 4-F-Ph 2- MeNH-4-Pym Me 2-Cl 1-1045 4-F-Ph 2-MeNH-4-Pym Me 2-Br 1-1046 4-F-Ph 2-MeNH-4-Pym Me 2-I 1-1047 4-F-Ph 2-MeNH-4-Pym Me 2,2-diF 1-1048 4-F-Ph 2-MeNH-4-Pym Me 2,2-diCl 1-1049 4-F-Ph 2-MeNH -4-Pym Me 2,2-diBr 1-1050 4-F-Ph 2-MeNH-4-Pym Me 3-Me 1-1051 4-F-Ph 2-MeNH-4-Pym Me 3-Et 1- 1052 4-F-Ph 2-MeNH-4-Pym Me 3-Pr 1-1053 4-F-Ph 2-MeNH-4-Pym Me 3,3-diMe 1-1054 4-F-Ph 2-MeNH- 4-Pym Me 5-Me 1-1055 4-F-Ph 2-MeNH-4-Pym Me 5-Et 1-1056 4-F-Ph 2-MeNH-4-Pym Me 5-Pr 1-1057 4- F-Ph 2-MeNH-4-Pym Me 5,5-diMe 1-1058 4-F-Ph 2-MeNH-4-Pym Me 6-Me 1-1059 4-F-Ph 2-MeNH-4-Pym Me 6-Et 1-1060 4-F-Ph 2-MeNH-4-Pym Me 6-Pr 1-1061 4-F-Ph 2-MeNH-4-Pym Me 6,6-diMe 1-1062 4-F -Ph 2-MeNH-4-Pym Me 6,6-diF 1-1063 4-F-Ph 2-MeNH-4-Pym Me 6,6-CH _Two CH _Two -1-1064 4-F-Ph 2-MeNH-4-Pym Me 6-Oxo 1-1065 4-F-Ph 2-MeNH-4-Pym Me 8-Me 1-1066 4-F-Ph 2-MeNH -4-Pym Me 8-Et 1-1067 4-F-Ph 2-MeNH-4-Pym Me 8-Pr 1-1068 4-F-Ph 2-MeNH-4-Pym Me 8-Ph 1-1069 4 -F-Ph 2-MeNH-4-Pym Me 8a-Me 1-1070 4-F-Ph 2-MeNH-4-Pym Me 8a-Et 1-1071 4-F-Ph 2-MeNH-4-Pym Me 8a-Pr 1-1072 4-F-Ph 2-MeO-4-Pyr H-1-1073 4-F-Ph 2-MeO-4-Pyr H 2-OH 1-1074 4-F-Ph 2-MeO -4-Pyr H 2-MeO 1-1075 4-F-Ph 2-MeO-4-Pyr H 2-Ph 1-1076 4-F-Ph 2-MeO-4-Pyr H 8-Me 1-1077 4 -F-Ph 2-MeO-4-Pyr H 2-F 1-1078 4-F-Ph 2-MeO-4-Pyr H 2-Cl 1-1079 4-F-Ph 2-MeO-4-Pyr H 2-Br 1-1080 4-F-Ph 2-MeO-4-Pyr H 2,2-diF 1-1081 4-F-Ph 2-MeO-4-Pyr H 2,2-diCl 1-1082 4- F-Ph 2-NH _Two -4-Pyr H-1-1083 4-F-Ph 2-NH _Two -4-Pyr H 2-OH 1-1084 4-F-Ph 2-NH _Two -4-Pyr H 2-MeO 1-1085 4-F-Ph 2-NH _Two -4-Pyr H 2-Ph 1-1086 4-F-Ph 2-NH _Two -4-Pyr H 8-Me 1-1087 4-F-Ph 2-NH _Two -4-Pyr H 2-F 1-1088 4-F-Ph 2-NH _Two -4-Pyr H 2-Cl 1-1089 4-F-Ph 2-NH _Two -4-Pyr H 2-Br 1-1090 4-F-Ph 2-NH _Two -4-Pyr H 2,2-diF 1-1091 4-F-Ph 2-NH _Two -4-Pyr H 2,2-diCl 1-1092 4-F-Ph 2-MeNH-4-Pyr H-1-1093 4-F-Ph 2-MeNH-4-Pyr H 2-OH 1-1094 4 -F-Ph 2-MeNH-4-Pyr H 2-MeO 1-1095 4-F-Ph 2-MeNH-4-Pyr H 2-Ph 1-1096 4-F-Ph 2-MeNH-4-Pyr H 8-Me 1-1097 4-F-Ph 2-MeNH-4-Pyr H 2-F 1-1098 4-F-Ph 2-MeNH-4-Pyr H 2-Cl 1-1099 4-F-Ph 2 -MeNH-4-Pyr H 2-Br 1-1100 4-F-Ph 2-MeNH-4-Pyr H 2,2-diF 1-1101 4-F-Ph 2-MeNH-4-Pyr H 2,2 -diCl 1-1102 4-F-Ph 2- (α-Me-BnNH) -4-Pyr H-1-1103 4-F-Ph 2- (α-Me-BnNH) -4-Pyr H 2-OH 1-1104 4-F-Ph 2- (α-Me-BnNH) -4-Pyr H 2-MeO 1-1105 4-F-Ph 2- (α-Me-BnNH) -4-Pyr H 2-Ph 1-1106 4-F-Ph 2- (α-Me-BnNH) -4-Pyr H 8-Me 1-1107 4-F-Ph 2- (α-Me-BnNH) -4-Pyr H 2-F 1-1108 4-F-Ph 2- (α-Me-BnNH) -4-Pyr H 2-Cl 1-1109 4-F-Ph 2- (α-Me-BnNH) -4-Pyr H 2-Br 1-1110 4-F-Ph 2- (α-Me-BnNH) -4-Pyr H 2,2-diF 1-1111 4-F-Ph 2- (α-Me-BnNH) -4-Pyr H 2 , 2-diCl 1-1112 4-F-Ph 2-BnNH-4-Pyr H-1-1113 4-F-Ph 2-BnNH-4-Pyr H 2-OH 1-1114 4-F-Ph 2- BnNH-4-Pyr H 2-MeO 1-1115 4-F-Ph 2-BnNH-4-Pyr H 2-Ph 1-1116 4-F-Ph 2-BnNH-4-Pyr H 8-Me 1-1117 4-F-Ph 2-BnNH-4-Pyr H 2-F 1-1118 4-F-Ph 2-BnNH-4-Pyr H 2-Cl 1-1119 4-F-Ph 2-BnNH-4-Pyr H 2-Br 1-1120 4-F-Ph 2-BnNH-4-Pyr H 2,2- diF 1-1121 4-F-Ph 2-BnNH-4-Pyr H 2,2-diCl 1-1122 4-F-Ph 4-Pym H-1-1123 4-F-Ph 4-Pym H 2-OH 1-1124 4-F-Ph 4-Pym H 2-MeO 1-1125 4-F-Ph 4-Pym H 2-Ph 1-1126 4-F-Ph 4-Pym H 8-Me 1-1127 4- F-Ph 4-Pym H 2-F 1-1128 4-F-Ph 4-Pym H 2-Cl 1-1129 4-F-Ph 4-Pym H 2-Br 1-1130 4-F-Ph 4- Pym H 2,2-diF 1-1131 4-F-Ph 4-Pym H 2,2-diCl 1-1132 4-F-Ph 2-MeO-4-Pym H-1-1133 4-F-Ph 2 -MeO-4-Pym H 2-OH 1-1134 4-F-Ph 2-MeO-4-Pym H 2-MeO 1-1135 4-F-Ph 2-MeO-4-Pym H 2-Ph 1- 1136 4-F-Ph 2-MeO-4-Pym H 8-Me 1-1137 4-F-Ph 2-MeO-4-Pym H 2-F 1-1138 4-F-Ph 2-MeO-4- Pym H 2-Cl 1-1139 4-F-Ph 2-MeO-4-Pym H 2-Br 1-1140 4-F-Ph 2-MeO-4-Pym H 2,2-diF 1-1141 4- F-Ph 2-MeO-4-Pym H 2,2-diCl 1-1142 4-F-Ph 2- (α-Me-BnNH) -4-Pym H-1-1143 4-F-Ph 2- ( α-Me-BnNH) -4-Pym H 2-OH 1-1144 4-F-Ph 2- (α-Me-BnNH) -4-Pym H 2-MeO 1-1145 4-F-Ph 2- ( α-Me-BnNH) -4-Pym H 2-Ph 1-1146 4-F-Ph 2- (α-Me-BnNH) -4-Pym H 8-Me 1-1147 4-F-Ph 2- ( α-Me-BnNH) -4-Pym H 2-F 1-1148 4-F-Ph 2- (α-Me-BnNH) -4-Pym H 2-Cl 1-1149 4-F-Ph 2- (α-Me-BnNH) -4-Pym H 2-Br 1-1150 4-F-Ph 2- (α-Me-BnNH) -4-Pym H 2,2-diF 1-1151 4-F-Ph 2- (α-Me-BnNH) -4-Pym H 2,2-diCl 1-1152 4 -F-Ph 2-BnNH-4-Pym H-1-1153 4-F-Ph 2-BnNH-4-Pym H 2-OH 1-1154 4-F-Ph 2-BnNH-4-Pym H 2- MeO 1-1155 4-F-Ph 2-BnNH-4-Pym H 2-Ph 1-1156 4-F-Ph 2-BnNH-4-Pym H 8-Me 1-1157 4-F-Ph 2-BnNH -4-Pym H 2-F 1-1158 4-F-Ph 2-BnNH-4-Pym H 2-Cl 1-1159 4-F-Ph 2-BnNH-4-Pym H 2-Br 1-1160 4 -F-Ph 2-BnNH-4-Pym H 2,2-diF 1-1161 4-F-Ph 2-BnNH-4-Pym H 2,2-diCl 1-1162 4-F-Ph 2-MeO- 4-Pyr Me-1-1163 4-F-Ph 2-MeO-4-Pyr Me 2-OH 1-1164 4-F-Ph 2-MeO-4-Pyr Me 2-MeO 1-1165 4-F- Ph 2-MeO-4-Pyr Me 2-Ph 1-1166 4-F-Ph 2-MeO-4-Pyr Me 8-Me 1-1167 4-F-Ph 2-MeO-4-Pyr Me 2-F 1-1168 4-F-Ph 2-MeO-4-Pyr Me 2-Cl 1-1169 4-F-Ph 2-MeO-4-Pyr Me 2-Br 1-1170 4-F-Ph 2-MeO- 4-Pyr Me 2,2-diF 1-1171 4-F-Ph 2-MeO-4-Pyr Me 2,2-diCl 1-1172 4-F-Ph 2-NH _Two -4-Pyr Me-1-1173 4-F-Ph 2-NH _Two -4-Pyr Me 2-OH 1-1174 4-F-Ph 2-NH _Two -4-Pyr Me 2-MeO 1-1175 4-F-Ph 2-NH _Two -4-Pyr Me 2-Ph 1-1176 4-F-Ph 2-NH _Two -4-Pyr Me 8-Me 1-1177 4-F-Ph 2-NH _Two -4-Pyr Me 2-F 1-1178 4-F-Ph 2-NH _Two -4-Pyr Me 2-Cl 1-1179 4-F-Ph 2-NH _Two -4-Pyr Me 2-Br 1-1180 4-F-Ph 2-NH _Two -4-Pyr Me 2,2-diF 1-1181 4-F-Ph 2-NH _Two -4-Pyr Me 2,2-diCl 1-1182 4-F-Ph 2-MeNH-4-Pyr Me-1-1183 4-F-Ph 2-MeNH-4-Pyr Me 2-OH 1-1184 4 -F-Ph 2-MeNH-4-Pyr Me 2-MeO 1-1185 4-F-Ph 2-MeNH-4-Pyr Me 2-Ph 1-1186 4-F-Ph 2-MeNH-4-Pyr Me 8-Me 1-1187 4-F-Ph 2-MeNH-4-Pyr Me 2-F 1-1188 4-F-Ph 2-MeNH-4-Pyr Me 2-Cl 1-1189 4-F-Ph 2 -MeNH-4-Pyr Me 2-Br 1-1190 4-F-Ph 2-MeNH-4-Pyr Me 2,2-diF 1-1191 4-F-Ph 2-MeNH-4-Pyr Me 2,2 -diCl 1-1192 4-F-Ph 2- (α-Me-BnNH) -4-Pyr Me-1-1193 4-F-Ph 2- (α-Me-BnNH) -4-Pyr Me 2-OH 1-1194 4-F-Ph 2- (α-Me-BnNH) -4-Pyr Me 2-MeO 1-1195 4-F-Ph 2- (α-Me-BnNH) -4-Pyr Me 2-Ph 1-1196 4-F-Ph 2- (α-Me-BnNH) -4-Pyr Me 8-Me 1-1197 4-F-Ph 2- (α-Me-BnNH) -4-Pyr Me 2-F 1-1198 4-F-Ph 2- (α-Me-BnNH) -4-Pyr Me 2-Cl 1-1199 4-F-Ph 2- (α-Me-BnNH) -4-Pyr Me 2-Br 1-1200 4-F-Ph 2- (α-Me-BnNH) -4-Pyr Me 2,2-diF 1-1201 4-F-Ph 2- (α-Me-BnNH) -4-Pyr Me 2 , 2-diCl 1-1202 4-F-Ph 2-BnNH-4-Pyr Me-1-1203 4-F-Ph 2-BnNH-4-Pyr Me 2-OH 1-1204 4-F-Ph 2- BnNH-4-Pyr Me 2-MeO 1-1205 4-F-Ph 2-BnNH-4-Pyr Me 2-Ph 1-1206 4-F-Ph 2-BnNH-4-Pyr Me 8-Me 1-1207 4-F-Ph 2-BnNH -4-Pyr Me 2-F 1-1208 4-F-Ph 2-BnNH-4-Pyr Me 2-Cl 1-1209 4-F-Ph 2-BnNH-4-Pyr Me 2-Br 1-1210 4 -F-Ph 2-BnNH-4-Pyr Me 2,2-diF 1-1211 4-F-Ph 2-BnNH-4-Pyr Me 2,2-diCl 1-1212 4-F-Ph 4-Pym Me -1-1213 4-F-Ph 4-Pym Me 2-OH 1-1214 4-F-Ph 4-Pym Me 2-MeO 1-1215 4-F-Ph 4-Pym Me 2-Ph 1-1216 4 -F-Ph 4-Pym Me 8-Me 1-1217 4-F-Ph 4-Pym Me 2-F 1-1218 4-F-Ph 4-Pym Me 2-Cl 1-1219 4-F-Ph 4 -Pym Me 2-Br 1-1220 4-F-Ph 4-Pym Me 2,2-diF 1-1221 4-F-Ph 4-Pym Me 2,2-diCl 1-1222 4-F-Ph 2- MeO-4-Pym Me-1-1223 4-F-Ph 2-MeO-4-Pym Me 2-OH 1-1224 4-F-Ph 2-MeO-4-Pym Me 2-MeO 1-1225 4- F-Ph 2-MeO-4-Pym Me 2-Ph 1-1226 4-F-Ph 2-MeO-4-Pym Me 8-Me 1-1227 4-F-Ph 2-MeO-4-Pym Me 2 -F 1-1228 4-F-Ph 2-MeO-4-Pym Me 2-Cl 1-1229 4-F-Ph 2-MeO-4-Pym Me 2-Br 1-1230 4-F-Ph 2- MeO-4-Pym Me 2,2-diF 1-1231 4-F-Ph 2-MeO-4-Pym Me 2,2-diCl 1-1232 4-F-Ph 2- (α-Me-BnNH)- 4-Pym Me-1-1233 4-F-Ph 2- (α-Me-BnNH) -4-Pym Me 2-OH 1-1234 4-F-Ph 2- (α-Me-BnNH) -4- Pym Me 2-MeO 1-1235 4-F-Ph 2- (α-Me-BnNH) -4-Pym Me 2-Ph 1-1236 4-F-Ph 2- (α-Me-BnNH) -4- Pym Me 8-M e 1-1237 4-F-Ph 2- (α-Me-BnNH) -4-Pym Me 2-F 1-1238 4-F-Ph 2- (α-Me-BnNH) -4-Pym Me 2- Cl 1-1239 4-F-Ph 2- (α-Me-BnNH) -4-Pym Me 2-Br 1-1240 4-F-Ph 2- (α-Me-BnNH) -4-Pym Me 2, 2-diF 1-1241 4-F-Ph 2- (α-Me-BnNH) -4-Pym Me 2,2-diCl 1-1242 4-F-Ph 2-BnNH-4-Pym Me-1-1243 4-F-Ph 2-BnNH-4-Pym Me 2-OH 1-1244 4-F-Ph 2-BnNH-4-Pym Me 2-MeO 1-1245 4-F-Ph 2-BnNH-4-Pym Me 2-Ph 1-1246 4-F-Ph 2-BnNH-4-Pym Me 8-Me 1-1247 4-F-Ph 2-BnNH-4-Pym Me 2-F 1-1248 4-F-Ph 2-BnNH-4-Pym Me 2-Cl 1-1249 4-F-Ph 2-BnNH-4-Pym Me 2-Br 1-1250 4-F-Ph 2-BnNH-4-Pym Me 2,2- diF 1-1251 4-F-Ph 2-BnNH-4-Pym Me 2,2-diCl 1-1252 4-F-Ph 4-Pyr H 2-> CH _Two 1-1253 4-F-Ph 4-Pyr H 2-> CHMe 1-1254 4-F-Ph 4-Pyr H 2-> CHEt 1-1255 4-F-Ph 4-Pyr H 2-> CHPr 1- 1256 4-F-Ph 4-Pyr H 2-> C (Me) _Two 1-1257 4-F-Ph 4-Pyr H 2-> CHPh 1-1258 4-F-Ph 4-Pyr H 2,2-diPh 1-1259 4-F-Ph 4-Pyr H 2,2-O (CH _Two ) _Three O- 1-1260 4-F-Ph 4-Pyr H 2,2-OCH _Two C (Me) _Two CH _Two O- 1-1261 4-F-Ph 4-Pyr H 2,2- (CH _Two ) _Two -1-1262 4-F-Ph 4-Pyr H 2,2- (CH _Two ) _Three -1-1263 4-F-Ph 4-Pyr H 2,2- (CH _Two ) _Four -1-1264 4-F-Ph 4-Pyr H 2,2- (CH _Two ) _Five -1-1265 4-F-Ph 4-Pyr H 2-MeS 1-1266 4-F-Ph 4-Pyr H 2-EtS 1-1267 4-F-Ph 4-Pyr H 2-PrS 1-1268 4 -F-Ph 4-Pyr H 2-BuS 1-1269 4-F-Ph 4-Pyr H 2-MeSO _Two 1-1270 4-F-Ph 4-Pyr H 2-PhO 1-1271 4-Cl-Ph 4-Pyr H 1-Me 1-1272 4-Cl-Ph 4-Pyr H 1-Et 1-1273 4- Cl-Ph 4-Pyr H 1-Pr 1-1274 4-Cl-Ph 4-Pyr H 1,1-diMe 1-1275 4-Cl-Ph 4-Pyr H 2-Me 1-1276 4-Cl-Ph 4-Pyr H 2-Et 1-1277 4-Cl-Ph 4-Pyr H 2-Pr 1-1278 4-Cl-Ph 4-Pyr H 2-Bu 1-1279 4-Cl-Ph 4-Pyr H 2 -Allyl 1-1280 4-Cl-Ph 4-Pyr H 2-Ph 1-1281 4-Cl-Ph 4-Pyr H 2-Bn 1-1282 4-Cl-Ph 4-Pyr H 2-Phet 1-1283 4-Cl-Ph 4-Pyr H 2,2-diMe 1-1284 4-Cl-Ph 4-Pyr H 2-OH 1-1285 4-Cl-Ph 4-Pyr H 2-MeO 1-1286 4-Cl -Ph 4-Pyr H 2-EtO 1-1287 4-Cl-Ph 4-Pyr H 2-PrO 1-1288 4-Cl-Ph 4-Pyr H 2,2-di (MeO) 1-1289 4-Cl -Ph 4-Pyr H 2,2-di (EtO) 1-1290 4-Cl-Ph 4-Pyr H 2,2-OCH _Two CH _Two O- 1-1291 4-Cl-Ph 4-Pyr H 2-Oxo 1-1292 4-Cl-Ph 4-Pyr H 2-F 1-1293 4-Cl-Ph 4-Pyr H 2-Cl 1-1294 4-Cl-Ph 4-Pyr H 2-Br 1-1295 4-Cl-Ph 4-Pyr H 2-I 1-1296 4-Cl-Ph 4-Pyr H 2,2-diF 1-1297 4-Cl -Ph 4-Pyr H 2,2-diCl 1-1298 4-Cl-Ph 4-Pyr H 2,2-diBr 1-1299 4-Cl-Ph 4-Pyr H 3-Me 1-1300 4-Cl- Ph 4-Pyr H 3-Et 1-1301 4-Cl-Ph 4-Pyr H 3-Pr 1-1302 4-Cl-Ph 4-Pyr H 3,3-diMe 1-1303 4-Cl-Ph 4- Pyr H 5-Me 1-1304 4-Cl-Ph 4-Pyr H 5-Et 1-1305 4-Cl-Ph 4-Pyr H 5-Pr 1-1306 4-Cl-Ph 4-Pyr H 5,5 -diMe 1-1307 4-Cl-Ph 4-Pyr H 6-Me 1-1308 4-Cl-Ph 4-Pyr H 6-Et 1-1309 4-Cl-Ph 4-Pyr H 6-Pr 1-1310 4-Cl-Ph 4-Pyr H 6,6-diMe 1-1311 4-Cl-Ph 4-Pyr H 6-Oxo 1-1312 4-Cl-Ph 4-Pyr H 8-Me 1-1313 4-Cl -Ph 4-Pyr H 8-Et 1-1314 4-Cl-Ph 4-Pyr H 8-Pr 1-1315 4-Cl-Ph 4-Pyr H 8-Ph 1-1316 4-Cl-Ph 4-Pyr H 8a-Me 1-1317 4-Cl-Ph 4-Pyr H 8a-Et 1-1318 4-Cl-Ph 4-Pyr H 8a-Pr 1-1319 4-Cl-Ph 4-Pyr H 6,6- (CH _Two ) _Two -1-1320 4-Cl-Ph 4-Pyr H 6,6-diF 1-1321 4-Cl-Ph 4-Pyr H 2-> CH _Two 1-1322 4-Cl-Ph 4-Pyr H 2-> CHMe 1-1323 4-Cl-Ph 4-Pyr H 2-> CHEt 1-1324 4-Cl-Ph 4-Pyr H 2-> CHPr 1- 1325 4-Cl-Ph 4-Pyr H 2-> C (Me) _Two 1-1326 4-Cl-Ph 4-Pyr H 2-> CHPh 1-1327 4-Cl-Ph 4-Pyr H 2,2-diPh 1-1328 4-Cl-Ph 4-Pyr H 2,2-O (CH _Two ) _Three O- 1-1329 4-Cl-Ph 4-Pyr H 2,2-OCH _Two C (Me) _Two CH _Two O- 1-1330 4-Cl-Ph 4-Pyr H 2,2- (CH _Two ) _Two -1-1331 4-Cl-Ph 4-Pyr H 2,2- (CH _Two ) _Three -1-1332 4-Cl-Ph 4-Pyr H 2,2- (CH _Two ) _Four -1-1333 4-Cl-Ph 4-Pyr H 2,2- (CH _Two ) _Five -1-1334 4-Cl-Ph 4-Pyr H 2-MeS 1-1335 4-Cl-Ph 4-Pyr H 2-EtS 1-1336 4-Cl-Ph 4-Pyr H 2-PrS 1-1337 4 -Cl-Ph 4-Pyr H 2-BuS 1-1338 4-Cl-Ph 4-Pyr H 2-MeSO _Two 1-1339 4-Cl-Ph 4-Pyr H 2-PhO 1-1340 4-F-Ph 4-Pyr H 2- (4-MeO-Ph) 1-1341 4-F-Ph 4-Pyr H 2- (4-Me-Ph) 1-1342 4-F-Ph 4-Pyr H 2- (4-F-Ph) 1-1343 4-F-Ph 4-Pyr H 2- (4-CF _Three -Ph) 1-1344 4-F-Ph 4-Pyr H 2- (4-Cl-Ph) 1-1345 4-F-Ph 4-Pyr H 2- (2,4-diF-Ph) 1-1346 3-CF _Three -Ph 4-Pyr H 2- (4-MeO-Ph) 1-1347 3-CF _Three -Ph 4-Pyr H 2- (4-Me-Ph) 1-1348 3-CF _Three -Ph 4-Pyr H 2- (4-F-Ph) 1-1349 3-CF _Three -Ph 4-Pyr H 2- (4-CF _Three -Ph) 1-1350 3-CF _Three -Ph 4-Pyr H 2- (4-Cl-Ph) 1-1351 3-CF _Three -Ph 4-Pyr H 2- (2,4-diF-Ph) 1-1352 4-F-Ph 2-NH _Two -4-Pym H 2-> CH _Two 1-1353 4-F-Ph 2-NH _Two -4-Pym H 2-> CHMe 1-1354 4-F-Ph 2-NH _Two -4-Pym H 2-> CHEt 1-1355 4-F-Ph 2-NH _Two -4-Pym H 2-> CHPr 1-1356 4-F-Ph 2-NH _Two -4-Pym H 2-> C (Me) _Two 1-1357 4-F-Ph 2-NH _Two -4-Pym H 2-> CHPh 1-1358 4-F-Ph 2-NH _Two -4-Pym H 2,2-diPh 1-1359 4-F-Ph 2-NH _Two -4-Pym H 2,2-O (CH _Two ) _Three O- 1-1360 4-F-Ph 2-NH _Two -4-Pym H 2,2-OCH _Two C (Me) _Two CH _Two O- 1-1361 4-F-Ph 2-NH _Two -4-Pym H 2,2- (CH _Two ) _Two -1-1362 4-F-Ph 2-NH _Two -4-Pym H 2,2- (CH _Two ) _Three -1-1363 4-F-Ph 2-NH _Two -4-Pym H 2,2- (CH _Two ) _Four -1-1364 4-F-Ph 2-NH _Two -4-Pym H 2,2- (CH _Two ) _Five -1-1365 4-F-Ph 2-NH _Two -4-Pym H 2-MeS 1-1366 4-F-Ph 2-NH _Two -4-Pym H 2-EtS 1-1367 4-F-Ph 2-NH _Two -4-Pym H 2-PrS 1-1368 4-F-Ph 2-NH _Two -4-Pym H 2-BuS 1-1369 4-F-Ph 2-NH _Two -4-Pym H 2-MeSO _Two 1-1370 4-F-Ph 2-NH _Two -4-Pym H 2-PhO 1-1371 4-Cl-Ph 2-NH _Two -4-Pym H 1-Me 1-1372 4-Cl-Ph 2-NH _Two -4-Pym H 1-Et 1-1373 4-Cl-Ph 2-NH _Two -4-Pym H 1-Pr 1-1374 4-Cl-Ph 2-NH _Two -4-Pym H 1,1-diMe 1-1375 4-Cl-Ph 2-NH _Two -4-Pym H 2-Me 1-1376 4-Cl-Ph 2-NH _Two -4-Pym H 2-Et 1-1377 4-Cl-Ph 2-NH _Two -4-Pym H 2-Pr 1-1378 4-Cl-Ph 2-NH _Two -4-Pym H 2-Bu 1-1379 4-Cl-Ph 2-NH _Two -4-Pym H 2-Allyl 1-1380 4-Cl-Ph 2-NH _Two -4-Pym H 2-Ph 1-1381 4-Cl-Ph 2-NH _Two -4-Pym H 2-Bn 1-1382 4-Cl-Ph 2-NH _Two -4-Pym H 2-Phet 1-1383 4-Cl-Ph 2-NH _Two -4-Pym H 2,2-diMe 1-1384 4-Cl-Ph 2-NH _Two -4-Pym H 2-OH 1-1385 4-Cl-Ph 2-NH _Two -4-Pym H 2-MeO 1-1386 4-Cl-Ph 2-NH _Two -4-Pym H 2-EtO 1-1387 4-Cl-Ph 2-NH _Two -4-Pym H 2-PrO 1-1388 4-Cl-Ph 2-NH _Two -4-Pym H 2,2-di (MeO) 1-1389 4-Cl-Ph 2-NH _Two -4-Pym H 2,2-di (EtO) 1-1390 4-Cl-Ph 2-NH _Two -4-Pym H 2,2-OCH _Two CH _Two O- 1-1391 4-Cl-Ph 2-NH _Two -4-Pym H 2-Oxo 1-1392 4-Cl-Ph 2-NH _Two -4-Pym H 2-F 1-1393 4-Cl-Ph 2-NH _Two -4-Pym H 2-Cl 1-1394 4-Cl-Ph 2-NH _Two -4-Pym H 2-Br 1-1395 4-Cl-Ph 2-NH _Two -4-Pym H 2-I 1-1396 4-Cl-Ph 2-NH _Two -4-Pym H 2,2-diF 1-1397 4-Cl-Ph 2-NH _Two -4-Pym H 2,2-diCl 1-1398 4-Cl-Ph 2-NH _Two -4-Pym H 2,2-diBr 1-1399 4-Cl-Ph 2-NH _Two -4-Pym H 3-Me 1-1400 4-Cl-Ph 2-NH _Two -4-Pym H 3-Et 1-1401 4-Cl-Ph 2-NH _Two -4-Pym H 3-Pr 1-1402 4-Cl-Ph 2-NH _Two -4-Pym H 3,3-diMe 1-1403 4-Cl-Ph 2-NH _Two -4-Pym H 5-Me 1-1404 4-Cl-Ph 2-NH _Two -4-Pym H 5-Et 1-1405 4-Cl-Ph 2-NH _Two -4-Pym H 5-Pr 1-1406 4-Cl-Ph 2-NH _Two -4-Pym H 5,5-diMe 1-1407 4-Cl-Ph 2-NH _Two -4-Pym H 6-Me 1-1408 4-Cl-Ph 2-NH _Two -4-Pym H 6-Et 1-1409 4-Cl-Ph 2-NH _Two -4-Pym H 6-Pr 1-1410 4-Cl-Ph 2-NH _Two -4-Pym H 6,6-diMe 1-1411 4-Cl-Ph 2-NH _Two -4-Pym H 6-Oxo 1-1412 4-Cl-Ph 2-NH _Two -4-Pym H 8-Me 1-1413 4-Cl-Ph 2-NH _Two -4-Pym H 8-Et 1-1414 4-Cl-Ph 2-NH _Two -4-Pym H 8-Pr 1-1415 4-Cl-Ph 2-NH _Two -4-Pym H 8-Ph 1-1416 4-Cl-Ph 2-NH _Two -4-Pym H 8a-Me 1-1417 4-Cl-Ph 2-NH _Two -4-Pym H 8a-Et 1-1418 4-Cl-Ph 2-NH _Two -4-Pym H 8a-Pr 1-1419 4-Cl-Ph 2-NH _Two -4-Pym H 6,6- (CH _Two ) _Two -1-1420 4-Cl-Ph 2-NH _Two -4-Pym H 6,6-diF 1-1421 4-Cl-Ph 2-NH _Two -4-Pym H 2-> CH _Two 1-1422 4-Cl-Ph 2-NH _Two -4-Pym H 2-> CHMe 1-1423 4-Cl-Ph 2-NH _Two -4-Pym H 2-> CHEt 1-1424 4-Cl-Ph 2-NH _Two -4-Pym H 2-> CHPr 1-1425 4-Cl-Ph 2-NH _Two -4-Pym H 2-> C (Me) _Two 1-1426 4-Cl-Ph 2-NH _Two -4-Pym H 2-> CHPh 1-1427 4-Cl-Ph 2-NH _Two -4-Pym H 2,2-diPh 1-1428 4-Cl-Ph 2-NH _Two -4-Pym H 2,2-O (CH _Two ) _Three O- 1-1429 4-Cl-Ph 2-NH _Two -4-Pym H 2,2-OCH _Two C (Me) _Two CH _Two O- 1-1430 4-Cl-Ph 2-NH _Two -4-Pym H 2,2- (CH _Two ) _Two -1-1431 4-Cl-Ph 2-NH _Two -4-Pym H 2,2- (CH _Two ) _Three -1-1432 4-Cl-Ph 2-NH _Two -4-Pym H 2,2- (CH _Two ) _Four -1-1433 4-Cl-Ph 2-NH _Two -4-Pym H 2,2- (CH _Two ) _Five -1-1434 4-Cl-Ph 2-NH _Two -4-Pym H 2-MeS 1-1435 4-Cl-Ph 2-NH _Two -4-Pym H 2-EtS 1-1436 4-Cl-Ph 2-NH _Two -4-Pym H 2-PrS 1-1437 4-Cl-Ph 2-NH _Two -4-Pym H 2-BuS 1-1438 4-Cl-Ph 2-NH _Two -4-Pym H 2-MeSO _Two 1-1439 4-Cl-Ph 2-NH _Two -4-Pym H 2-PhO 1-1440 4-F-Ph 2-NH _Two -4-Pym H 2- (4-MeO-Ph) 1-1441 4-F-Ph 2-NH _Two -4-Pym H 2- (4-Me-Ph) 1-1442 4-F-Ph 2-NH _Two -4-Pym H 2- (4-F-Ph) 1-1443 4-F-Ph 2-NH _Two -4-Pym H 2- (4-CF _Three -Ph) 1-1444 4-F-Ph 2-NH _Two -4-Pym H 2- (4-Cl-Ph) 1-1445 4-F-Ph 2-NH _Two -4-Pym H 2- (2,4-diF-Ph) 1-1446 3-CF _Three -Ph 2-NH _Two -4-Pym H 2- (4-MeO-Ph) 1-1447 3-CF _Three -Ph 2-NH _Two -4-Pym H 2- (4-Me-Ph) 1-1448 3-CF _Three -Ph 2-NH _Two -4-Pym H 2- (4-F-Ph) 1-1449 3-CF _Three -Ph 2-NH _Two -4-Pym H 2- (4-CF _Three -Ph) 1-1450 3-CF _Three -Ph 2-NH _Two -4-Pym H 2- (4-Cl-Ph) 1-1451 3-CF _Three -Ph 2-NH _Two -4-Pym H 2- (2,4-diF-Ph) 1-1452 4-F-Ph 4-Pyr Me 2-> CH _Two 1-1453 4-F-Ph 4-Pyr Me 2-> CHMe 1-1454 4-F-Ph 4-Pyr Me 2-> CHEt 1-1455 4-F-Ph 4-Pyr Me 2-> CHPr 1- 1456 4-F-Ph 4-Pyr Me 2-> C (Me) _Two 1-1457 4-F-Ph 4-Pyr Me 2-> CHPh 1-1458 4-F-Ph 4-Pyr Me 2,2-diPh 1-1459 4-F-Ph 4-Pyr Me 2,2-O (CH _Two ) _Three O- 1-1460 4-F-Ph 4-Pyr Me 2,2-OCH _Two C (Me) _Two CH _Two O- 1-1461 4-F-Ph 4-Pyr Me 2,2- (CH _Two ) _Two -1-1462 4-F-Ph 4-Pyr Me 2,2- (CH _Two ) _Three -1-1463 4-F-Ph 4-Pyr Me 2,2- (CH _Two ) _Four -1-1464 4-F-Ph 4-Pyr Me 2,2- (CH _Two ) _Five -1-1465 4-F-Ph 4-Pyr Me 2-MeS 1-1466 4-F-Ph 4-Pyr Me 2-EtS 1-1467 4-F-Ph 4-Pyr Me 2-PrS 1-1468 4 -F-Ph 4-Pyr Me 2-BuS 1-1469 4-F-Ph 4-Pyr Me 2-MeSO _Two 1-1470 4-F-Ph 4-Pyr Me 2-PhO 1-1471 4-Cl-Ph 4-Pyr Me 1-Me 1-1472 4-Cl-Ph 4-Pyr Me 1-Et 1-1473 4- Cl-Ph 4-Pyr Me 1-Pr 1-1474 4-Cl-Ph 4-Pyr Me 1,1-diMe 1-1475 4-Cl-Ph 4-Pyr Me 2-Me 1-1476 4-Cl-Ph 4-Pyr Me 2-Et 1-1477 4-Cl-Ph 4-Pyr Me 2-Pr 1-1478 4-Cl-Ph 4-Pyr Me 2-Bu 1-1479 4-Cl-Ph 4-Pyr Me 2 -Allyl 1-1480 4-Cl-Ph 4-Pyr Me 2-Ph 1-1481 4-Cl-Ph 4-Pyr Me 2-Bn 1-1482 4-Cl-Ph 4-Pyr Me 2-Phet 1-1483 4-Cl-Ph 4-Pyr Me 2,2-diMe 1-1484 4-Cl-Ph 4-Pyr Me 2-OH 1-1485 4-Cl-Ph 4-Pyr Me 2-MeO 1-1486 4-Cl -Ph 4-Pyr Me 2-EtO 1-1487 4-Cl-Ph 4-Pyr Me 2-PrO 1-1488 4-Cl-Ph 4-Pyr Me 2,2-di (MeO) 1-1489 4-Cl -Ph 4-Pyr Me 2,2-di (EtO) 1-1490 4-Cl-Ph 4-Pyr Me 2,2-OCH _Two CH _Two O- 1-1491 4-Cl-Ph 4-Pyr Me 2-Oxo 1-1492 4-Cl-Ph 4-Pyr Me 2-F 1-1493 4-Cl-Ph 4-Pyr Me 2-Cl 1-1494 4-Cl-Ph 4-Pyr Me 2-Br 1-1495 4-Cl-Ph 4-Pyr Me 2-I 1-1496 4-Cl-Ph 4-Pyr Me 2,2-diF 1-1497 4-Cl -Ph 4-Pyr Me 2,2-diCl 1-1498 4-Cl-Ph 4-Pyr Me 2,2-diBr 1-1499 4-Cl-Ph 4-Pyr Me 3-Me 1-1500 4-Cl- Ph 4-Pyr Me 3-Et 1-1501 4-Cl-Ph 4-Pyr Me 3-Pr 1-1502 4-Cl-Ph 4-Pyr Me 3,3-diMe 1-1503 4-Cl-Ph 4- Pyr Me 5-Me 1-1504 4-Cl-Ph 4-Pyr Me 5-Et 1-1505 4-Cl-Ph 4-Pyr Me 5-Pr 1-1506 4-Cl-Ph 4-Pyr Me 5,5 -diMe 1-1507 4-Cl-Ph 4-Pyr Me 6-Me 1-1508 4-Cl-Ph 4-Pyr Me 6-Et 1-1509 4-Cl-Ph 4-Pyr Me 6-Pr 1-1510 4-Cl-Ph 4-Pyr Me 6,6-diMe 1-1511 4-Cl-Ph 4-Pyr Me 6-Oxo 1-1512 4-Cl-Ph 4-Pyr Me 8-Me 1-1513 4-Cl -Ph 4-Pyr Me 8-Et 1-1514 4-Cl-Ph 4-Pyr Me 8-Pr 1-1515 4-Cl-Ph 4-Pyr Me 8-Ph 1-1516 4-Cl-Ph 4-Pyr Me 8a-Me 1-1517 4-Cl-Ph 4-Pyr Me 8a-Et 1-1518 4-Cl-Ph 4-Pyr Me 8a-Pr 1-1519 4-Cl-Ph 4-Pyr Me 6,6- (CH _Two ) _Two -1-1520 4-Cl-Ph 4-Pyr Me 6,6-diF 1-1521 4-Cl-Ph 4-Pyr Me 2-> CH _Two 1-1522 4-Cl-Ph 4-Pyr Me 2-> CHMe 1-1523 4-Cl-Ph 4-Pyr Me 2-> CHEt 1-1524 4-Cl-Ph 4-Pyr Me 2-> CHPr 1- 1525 4-Cl-Ph 4-Pyr Me 2-> C (Me) _Two 1-1526 4-Cl-Ph 4-Pyr Me 2-> CHPh 1-1527 4-Cl-Ph 4-Pyr Me 2,2-diPh 1-1528 4-Cl-Ph 4-Pyr Me 2,2-O (CH _Two ) _Three O- 1-1529 4-Cl-Ph 4-Pyr Me 2,2-OCH _Two C (Me) _Two CH _Two O- 1-1530 4-Cl-Ph 4-Pyr Me 2,2- (CH _Two ) _Two -1-1531 4-Cl-Ph 4-Pyr Me 2,2- (CH _Two ) _Three -1-1532 4-Cl-Ph 4-Pyr Me 2,2- (CH _Two ) _Four -1-1533 4-Cl-Ph 4-Pyr Me 2,2- (CH _Two ) _Five -1-1534 4-Cl-Ph 4-Pyr Me 2-MeS 1-1535 4-Cl-Ph 4-Pyr Me 2-EtS 1-1536 4-Cl-Ph 4-Pyr Me 2-PrS 1-1537 4 -Cl-Ph 4-Pyr Me 2-BuS 1-1538 4-Cl-Ph 4-Pyr Me 2-MeSO _Two 1-1539 4-Cl-Ph 4-Pyr Me 2-PhO 1-1540 4-F-Ph 4-Pyr Me 2- (4-MeO-Ph) 1-1541 4-F-Ph 4-Pyr Me 2- (4-Me-Ph) 1-1542 4-F-Ph 4-Pyr Me 2- (4-F-Ph) 1-1543 4-F-Ph 4-Pyr Me 2- (4-CF _Three -Ph) 1-1544 4-F-Ph 4-Pyr Me 2- (4-Cl-Ph) 1-1545 4-F-Ph 4-Pyr Me 2- (2,4-diF-Ph) 1-1546 3-CF _Three -Ph 4-Pyr Me 2- (4-MeO-Ph) 1-1547 3-CF _Three -Ph 4-Pyr Me 2- (4-Me-Ph) 1-1548 3-CF _Three -Ph 4-Pyr Me 2- (4-F-Ph) 1-1549 3-CF _Three -Ph 4-Pyr Me 2- (4-CF _Three -Ph) 1-1550 3-CF _Three -Ph 4-Pyr Me 2- (4-Cl-Ph) 1-1551 3-CF _Three -Ph 4-Pyr Me 2- (2,4-diF-Ph) 1-1552 4-F-Ph 2-NH _Two -4-Pym Me 2-> CH _Two 1-1553 4-F-Ph 2-NH _Two -4-Pym Me 2-> CHMe 1-1554 4-F-Ph 2-NH _Two -4-Pym Me 2-> CHEt 1-1555 4-F-Ph 2-NH _Two -4-Pym Me 2-> CHPr 1-1556 4-F-Ph 2-NH _Two -4-Pym Me 2-> C (Me) _Two 1-1557 4-F-Ph 2-NH _Two -4-Pym Me 2-> CHPh 1-1558 4-F-Ph 2-NH _Two -4-Pym Me 2,2-diPh 1-1559 4-F-Ph 2-NH _Two -4-Pym Me 2,2-O (CH _Two ) _Three O- 1-1560 4-F-Ph 2-NH _Two -4-Pym Me 2,2-OCH _Two C (Me) _Two CH _Two O- 1-1561 4-F-Ph 2-NH _Two -4-Pym Me 2,2- (CH _Two ) _Two -1-1562 4-F-Ph 2-NH _Two -4-Pym Me 2,2- (CH _Two ) _Three -1-1563 4-F-Ph 2-NH _Two -4-Pym Me 2,2- (CH _Two ) _Four -1-1564 4-F-Ph 2-NH _Two -4-Pym Me 2,2- (CH _Two ) _Five -1-1565 4-F-Ph 2-NH _Two -4-Pym Me 2-MeS 1-1566 4-F-Ph 2-NH _Two -4-Pym Me 2-EtS 1-1567 4-F-Ph 2-NH _Two -4-Pym Me 2-PrS 1-1568 4-F-Ph 2-NH _Two -4-Pym Me 2-BuS 1-1569 4-F-Ph 2-NH _Two -4-Pym Me 2-MeSO _Two 1-1570 4-F-Ph 2-NH _Two -4-Pym Me 2-PhO 1-1571 4-Cl-Ph 2-NH _Two -4-Pym Me 1-Me 1-1572 4-Cl-Ph 2-NH _Two -4-Pym Me 1-Et 1-1573 4-Cl-Ph 2-NH _Two -4-Pym Me 1-Pr 1-1574 4-Cl-Ph 2-NH _Two -4-Pym Me 1,1-diMe 1-1575 4-Cl-Ph 2-NH _Two -4-Pym Me 2-Me 1-1576 4-Cl-Ph 2-NH _Two -4-Pym Me 2-Et 1-1577 4-Cl-Ph 2-NH _Two -4-Pym Me 2-Pr 1-1578 4-Cl-Ph 2-NH _Two -4-Pym Me 2-Bu 1-1579 4-Cl-Ph 2-NH _Two -4-Pym Me 2-Allyl 1-1580 4-Cl-Ph 2-NH _Two -4-Pym Me 2-Ph 1-1581 4-Cl-Ph 2-NH _Two -4-Pym Me 2-Bn 1-1582 4-Cl-Ph 2-NH _Two -4-Pym Me 2-Phet 1-1583 4-Cl-Ph 2-NH _Two -4-Pym Me 2,2-diMe 1-1584 4-Cl-Ph 2-NH _Two -4-Pym Me 2-OH 1-1585 4-Cl-Ph 2-NH _Two -4-Pym Me 2-MeO 1-1586 4-Cl-Ph 2-NH _Two -4-Pym Me 2-EtO 1-1587 4-Cl-Ph 2-NH _Two -4-Pym Me 2-PrO 1-1588 4-Cl-Ph 2-NH _Two -4-Pym Me 2,2-di (MeO) 1-1589 4-Cl-Ph 2-NH _Two -4-Pym Me 2,2-di (EtO) 1-1590 4-Cl-Ph 2-NH _Two -4-Pym Me 2,2-OCH _Two CH _Two O- 1-1591 4-Cl-Ph 2-NH _Two -4-Pym Me 2-Oxo 1-1592 4-Cl-Ph 2-NH _Two -4-Pym Me 2-F 1-1593 4-Cl-Ph 2-NH _Two -4-Pym Me 2-Cl 1-1594 4-Cl-Ph 2-NH _Two -4-Pym Me 2-Br 1-1595 4-Cl-Ph 2-NH _Two -4-Pym Me 2-I 1-1596 4-Cl-Ph 2-NH _Two -4-Pym Me 2,2-diF 1-1597 4-Cl-Ph 2-NH _Two -4-Pym Me 2,2-diCl 1-1598 4-Cl-Ph 2-NH _Two -4-Pym Me 2,2-diBr 1-1599 4-Cl-Ph 2-NH _Two -4-Pym Me 3-Me 1-1600 4-Cl-Ph 2-NH _Two -4-Pym Me 3-Et 1-1601 4-Cl-Ph 2-NH _Two -4-Pym Me 3-Pr 1-1602 4-Cl-Ph 2-NH _Two -4-Pym Me 3,3-diMe 1-1603 4-Cl-Ph 2-NH _Two -4-Pym Me 5-Me 1-1604 4-Cl-Ph 2-NH _Two -4-Pym Me 5-Et 1-1605 4-Cl-Ph 2-NH _Two -4-Pym Me 5-Pr 1-1606 4-Cl-Ph 2-NH _Two -4-Pym Me 5,5-diMe 1-1607 4-Cl-Ph 2-NH _Two -4-Pym Me 6-Me 1-1608 4-Cl-Ph 2-NH _Two -4-Pym Me 6-Et 1-1609 4-Cl-Ph 2-NH _Two -4-Pym Me 6-Pr 1-1610 4-Cl-Ph 2-NH _Two -4-Pym Me 6,6-diMe 1-1611 4-Cl-Ph 2-NH _Two -4-Pym Me 6-Oxo 1-1612 4-Cl-Ph 2-NH _Two -4-Pym Me 8-Me 1-1613 4-Cl-Ph 2-NH _Two -4-Pym Me 8-Et 1-1614 4-Cl-Ph 2-NH _Two -4-Pym Me 8-Pr 1-1615 4-Cl-Ph 2-NH _Two -4-Pym Me 8-Ph 1-1616 4-Cl-Ph 2-NH _Two -4-Pym Me 8a-Me 1-1617 4-Cl-Ph 2-NH _Two -4-Pym Me 8a-Et 1-1618 4-Cl-Ph 2-NH _Two -4-Pym Me 8a-Pr 1-1619 4-Cl-Ph 2-NH _Two -4-Pym Me 6,6- (CH _Two ) _Two -1-1620 4-Cl-Ph 2-NH _Two -4-Pym Me 6,6-diF 1-1621 4-Cl-Ph 2-NH _Two -4-Pym Me 2-> CH _Two 1-1622 4-Cl-Ph 2-NH _Two -4-Pym Me 2-> CHMe 1-1623 4-Cl-Ph 2-NH _Two -4-Pym Me 2-> CHEt 1-1624 4-Cl-Ph 2-NH _Two -4-Pym Me 2-> CHPr 1-1625 4-Cl-Ph 2-NH _Two -4-Pym Me 2-> C (Me) _Two 1-1626 4-Cl-Ph 2-NH _Two -4-Pym Me 2-> CHPh 1-1627 4-Cl-Ph 2-NH _Two -4-Pym Me 2,2-diPh 1-1628 4-Cl-Ph 2-NH _Two -4-Pym Me 2,2-O (CH _Two ) _Three O- 1-1629 4-Cl-Ph 2-NH _Two -4-Pym Me 2,2-OCH _Two C (Me) _Two CH _Two O- 1-1630 4-Cl-Ph 2-NH _Two -4-Pym Me 2,2- (CH _Two ) _Two -1-1631 4-Cl-Ph 2-NH _Two -4-Pym Me 2,2- (CH _Two ) _Three -1-1632 4-Cl-Ph 2-NH _Two -4-Pym Me 2,2- (CH _Two ) _Four -1-1633 4-Cl-Ph 2-NH _Two -4-Pym Me 2,2- (CH _Two ) _Five -1-1634 4-Cl-Ph 2-NH _Two -4-Pym Me 2-MeS 1-1635 4-Cl-Ph 2-NH _Two -4-Pym Me 2-EtS 1-1636 4-Cl-Ph 2-NH _Two -4-Pym Me 2-PrS 1-1637 4-Cl-Ph 2-NH _Two -4-Pym Me 2-BuS 1-1638 4-Cl-Ph 2-NH _Two -4-Pym Me 2-MeSO _Two 1-1639 4-Cl-Ph 2-NH _Two -4-Pym Me 2-PhO 1-1640 4-F-Ph 2-NH _Two -4-Pym Me 2- (4-MeO-Ph) 1-1641 4-F-Ph 2-NH _Two -4-Pym Me 2- (4-Me-Ph) 1-1642 4-F-Ph 2-NH _Two -4-Pym Me 2- (4-F-Ph) 1-1643 4-F-Ph 2-NH _Two -4-Pym Me 2- (4-CF _Three -Ph) 1-1644 4-F-Ph 2-NH _Two -4-Pym Me 2- (4-Cl-Ph) 1-1645 4-F-Ph 2-NH _Two -4-Pym Me 2- (2,4-diF-Ph) 1-1646 3-CF _Three -Ph 2-NH _Two -4-Pym Me 2- (4-MeO-Ph) 1-1647 3-CF _Three -Ph 2-NH _Two -4-Pym Me 2- (4-Me-Ph) 1-1648 3-CF _Three -Ph 2-NH _Two -4-Pym Me 2- (4-F-Ph) 1-1649 3-CF _Three -Ph 2-NH _Two -4-Pym Me 2- (4-CF _Three -Ph) 1-1650 3-CF _Three -Ph 2-NH _Two -4-Pym Me 2- (4-Cl-Ph) 1-1651 3-CF _Three -Ph 2-NH _Two -4-Pym Me 2- (2,4-diF-Ph) 1-1652 4-Cl-Ph 4-Pyr H-1-1653 4-Cl-Ph 4-Pyr H 2- (4-MeO-Ph) 1-1654 4-Cl-Ph 4-Pyr H 2- (4-Me-Ph) 1-1656 4-Cl-Ph 4-Pyr H 2- (4-F-Ph) 1-1657 4-Cl-Ph 4-Pyr H 2- (4-CF _Three -Ph) 1-1658 4-Cl-Ph 4-Pyr H 2- (4-Cl-Ph) 1-1659 4-Cl-Ph 4-Pyr H 2- (2,4-diF-Ph) 1-1660 4-Cl-Ph 4-Pyr Me-1-1661 4-Cl-Ph 4-Pyr Me 2- (4-MeO-Ph) 1-1662 4-Cl-Ph 4-Pyr Me 2- (4-Me- Ph) 1-1663 4-Cl-Ph 4-Pyr Me 2- (4-F-Ph) 1-1664 4-Cl-Ph 4-Pyr Me 2- (4-CF _Three -Ph) 1-1665 4-Cl-Ph 4-Pyr Me 2- (4-Cl-Ph) 1-1666 4-Cl-Ph 4-Pyr Me 2- (2,4-diF-Ph) 1-1667 4-Cl-Ph 2-NH _Two -4-Pym H-1-1668 4-Cl-Ph 2-NH _Two -4-Pym Me--------------------------------------------- -----------------------

[0094]

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[0095]

[Table 2] Table 2 -------------------------------------------- ----------------------- Compound No.R ¹ R ² R ⁴ R ⁵ ---------------- -------------------------------------------------- -2-1 4-F-Ph 4-Pyr Me-2-2 4-F-Ph 4-Pyr Me 1-Me 2-3 4-F-Ph 4-Pyr Me 1-Et 2-4 4-F -Ph 4-Pyr Me 1-Pr 2-5 4-F-Ph 4-Pyr Me 1,1-diMe 2-6 4-F-Ph 4-Pyr Me 2-Me 2-7 4-F-Ph 4 -Pyr Me 2-Et 2-8 4-F-Ph 4-Pyr Me 2-Pr 2-9 4-F-Ph 4-Pyr Me 2-Bu 2-10 4-F-Ph 4-Pyr Me 2- Allyl 2-11 4-F-Ph 4-Pyr Me 2-Ph 2-12 4-F-Ph 4-Pyr Me 2-Bn 2-13 4-F-Ph 4-Pyr Me 2-Phet 2-14 4 -F-Ph 4-Pyr Me 2,2-diMe 2-15 4-F-Ph 4-Pyr Me 2-OH 2-16 4-F-Ph 4-Pyr Me 2-MeO 2-17 4-F- Ph 4-Pyr Me 2-EtO 2-18 4-F-Ph 4-Pyr Me 2-PrO 2-19 4-F-Ph 4-Pyr Me 2,2-di (MeO) 2-20 4-F- Ph 4-Pyr Me 2,2-di (EtO) 2-21 4-F-Ph 4-Pyr Me 2,2-OCH ₂ CH ₂ O- 2-22 4-F-Ph 4-Pyr Me 2-Oxo 2-23 4-F-Ph 4-Pyr Me 2-F 2-24 4-F-Ph 4-Pyr Me 2-Cl 2-25 4-F-Ph 4-Pyr Me 2-Br 2-26 4- F-Ph 4-Pyr Me 2-I 2-27 4-F-Ph 4-Pyr Me 2,2-diF 2-28 4-F-Ph 4-Pyr Me 2,2-diCl 2-29 4-F -Ph 4-Pyr Me 2,2-diBr 2-30 4-F-Ph 4-P yr Me 3-Me 2-31 4-F-Ph 4-Pyr Me 3-Et 2-32 4-F-Ph 4-Pyr Me 3-Pr 2-33 4-F-Ph 4-Pyr Me 3,3 -diMe 2-34 4-F-Ph 4-Pyr Me 5-Me 2-35 4-F-Ph 4-Pyr Me 5-Et 2-36 4-F-Ph 4-Pyr Me 5-Pr 2-37 4-F-Ph 4-Pyr Me 5,5-diMe 2-38 4-F-Ph 4-Pyr Me 6-Me 2-39 4-F-Ph 4-Pyr Me 6-Et 2-40 4-F -Ph 4-Pyr Me 6-Pr 2-41 4-F-Ph 4-Pyr Me 6,6-diMe 2-42 4-F-Ph 4-Pyr Me 6,6-diF 2-43 4-F- Ph 4-Pyr Me 6,6-CH 2 CH 2 - 2-44 4-F-Ph 4-Pyr Me 6-Oxo 2-45 4-F-Ph 4-Pyr Me 8-Me 2-46 4-F -Ph 4-Pyr Me 8-Et 2-47 4-F-Ph 4-Pyr Me 8-Pr 2-48 4-F-Ph 4-Pyr Me 8-Ph 2-49 4-F-Ph 4-Pyr Me 8a-Me 2-50 4-F-Ph 4-Pyr Me 8a-Et 2-51 4-F-Ph 4-Pyr Me 8a-Pr 2-52 4-F-Ph 2-NH ₂ -4-Pym Me-2-53 4-F-Ph 2-NH ₂ -4-Pym Me 1-Me 2-54 4-F-Ph 2-NH ₂ -4-Pym Me 1-Et 2-55 4-F-Ph 2-NH ₂ -4-Pym Me 1-Pr 2-56 4-F-Ph 2-NH ₂ -4-Pym Me 1,1-diMe 2-57 4-F-Ph 2-NH ₂ -4-Pym Me 2-Me 2-58 4-F-Ph 2-NH ₂ -4-Pym Me 2-Et 2-59 4-F-Ph 2-NH ₂ -4-Pym Me 2-Pr 2-60 4-F -Ph 2-NH ₂ -4-Pym Me 2-Bu 2-61 4-F-Ph 2-NH ₂ -4-Pym Me 2-Allyl 2-62 4-F-Ph 2-NH ₂ -4-Pym Me 2-Ph 2-63 4-F-Ph 2-NH ₂ -4-Pym Me 2-Bn 2 -64 4-F-Ph 2-NH ₂ -4-Pym Me 2-Phet 2-65 4-F-Ph 2-NH ₂ -4-Pym Me 2,2-diMe 2-66 4-F-Ph 2 -NH ₂ -4-Pym Me 2-OH 2-67 4-F-Ph 2-NH ₂ -4-Pym Me 2-MeO 2-68 4-F-Ph 2-NH ₂ -4-Pym Me 2- EtO 2-69 4-F-Ph 2-NH ₂ -4-Pym Me 2-PrO 2-70 4-F-Ph 2-NH ₂ -4-Pym Me 2,2-di (MeO) 2-71 4 -F-Ph 2-NH ₂ -4-Pym Me 2,2-di (EtO) 2-72 4-F-Ph 2-NH ₂ -4-Pym Me 2,2-OCH ₂ CH ₂ O- 2- 73 4-F-Ph 2-NH ₂ -4-Pym Me 2-Oxo 2-74 4-F-Ph 2-NH ₂ -4-Pym Me 2-F 2-75 4-F-Ph 2-NH ₂ -4-Pym Me 2-Cl 2-76 4-F-Ph 2-NH ₂ -4-Pym Me 2-Br 2-77 4-F-Ph 2-NH ₂ -4-Pym Me 2-I 2- 78 4-F-Ph 2-NH ₂ -4-Pym Me 2,2-diF 2-79 4-F-Ph 2-NH ₂ -4-Pym Me 2,2-diCl 2-80 4-F-Ph 2-NH ₂ -4-Pym Me 2,2-diBr 2-81 4-F-Ph 2-NH ₂ -4-Pym Me 3-Me 2-82 4-F-Ph 2-NH ₂ -4-Pym Me 3-Et 2-83 4-F-Ph 2-NH ₂ -4-Pym Me 3-Pr 2-84 4-F-Ph 2-NH ₂ -4-Pym Me 3,3-diMe 2-85 4 -F-Ph 2-NH ₂ -4-Pym Me 5-Me 2-86 4-F-Ph 2-NH ₂ -4-Pym Me 5-Et 2-87 4-F-Ph 2-NH ₂ -4 -Pym Me 5-Pr 2-88 4-F-Ph 2-NH ₂ -4-Pym Me 5,5-diMe 2-89 4-F-Ph 2-NH ₂ -4-Pym Me 6-Me 2- 90 4-F-Ph 2-NH ₂ -4-Pym Me 6-Et 2-91 4-F-Ph 2-NH ₂ -4-Pym Me 6-Pr 2-92 4-F-Ph 2-NH ₂ -4-Pym Me 6,6-diMe 2-93 4-F-Ph 2-NH ₂ -4-Pym Me 6,6-diF 2-94 4-F-Ph 2-NH 2 -4-Pym Me 6,6-CH 2 CH 2 - 2-95 4-F-Ph 2-NH 2 -4-Pym Me 6-Oxo 2-96 4-F- Ph 2-NH ₂ -4-Pym Me 8-Me 2-97 4-F-Ph 2-NH ₂ -4-Pym Me 8-Et 2-98 4-F-Ph 2-NH ₂ -4-Pym Me 8-Pr 2-99 4-F-Ph 2-NH ₂ -4-Pym Me 8-Ph 2-100 4-F-Ph 2-NH ₂ -4-Pym Me 8a-Me 2-101 4-F- Ph 2-NH ₂ -4-Pym Me 8a-Et 2-102 4-F-Ph 2-NH ₂ -4-Pym Me 8a-Pr 2-103 4-F-Ph 2-MeNH-4-Pym Me- 2-104 4-F-Ph 2-MeNH-4-Pym Me 1-Me 2-105 4-F-Ph 2-MeNH-4-Pym Me 1-Et 2-106 4-F-Ph 2-MeNH- 4-Pym Me 1-Pr 2-107 4-F-Ph 2-MeNH-4-Pym Me 1,1-diMe 2-108 4-F-Ph 2-MeNH-4-Pym Me 2-Me 2-109 4-F-Ph 2-MeNH-4-Pym Me 2-Et 2-110 4-F-Ph 2-MeNH-4-Pym Me 2-Pr 2-111 4-F-Ph 2-MeNH-4-Pym Me 2-Bu 2-112 4-F-Ph 2-MeNH-4-Pym Me 2-Allyl 2-113 4-F-Ph 2-MeNH-4-Pym Me 2-Ph 2-114 4-F-Ph 2-MeNH-4-Pym Me 2-Bn 2-115 4-F-Ph 2-MeNH-4-Pym Me 2-Phet 2-116 4-F-Ph 2-MeNH-4-Pym Me 2,2- diMe 2-117 4-F-Ph 2-MeNH-4-Pym Me 2-OH 2-118 4-F-Ph 2-MeNH-4-Pym Me 2-MeO 2-119 4-F-Ph 2-MeNH -4-Pym Me 2-EtO 2-120 4-F-Ph 2-MeNH-4-Pym Me 2-PrO 2-121 4-F-Ph 2-MeNH-4-Pym Me 2,2-di (MeO) 2-122 4-F-Ph 2- MeNH-4-Pym Me 2,2-di (EtO) 2-123 4-F-Ph 2-MeNH-4-Pym Me 2,2-OCH ₂ CH ₂ O- 2-124 4-F-Ph 2- MeNH-4-Pym Me 2-Oxo 2-125 4-F-Ph 2-MeNH-4-Pym Me 2-F 2-126 4-F-Ph 2-MeNH-4-Pym Me 2-Cl 2-127 4-F-Ph 2-MeNH-4-Pym Me 2-Br 2-128 4-F-Ph 2-MeNH-4-Pym Me 2-I 2-129 4-F-Ph 2-MeNH-4-Pym Me 2,2-diF 2-130 4-F-Ph 2-MeNH-4-Pym Me 2,2-diCl 2-131 4-F-Ph 2-MeNH-4-Pym Me 2,2-diBr 2- 132 4-F-Ph 2-MeNH-4-Pym Me 3-Me 2-133 4-F-Ph 2-MeNH-4-Pym Me 3-Et 2-134 4-F-Ph 2-MeNH-4- Pym Me 3-Pr 2-135 4-F-Ph 2-MeNH-4-Pym Me 3,3-diMe 2-136 4-F-Ph 2-MeNH-4-Pym Me 5-Me 2-137 4- F-Ph 2-MeNH-4-Pym Me 5-Et 2-138 4-F-Ph 2-MeNH-4-Pym Me 5-Pr 2-139 4-F-Ph 2-MeNH-4-Pym Me 5 , 5-diMe 2-140 4-F-Ph 2-MeNH-4-Pym Me 6-Me 2-141 4-F-Ph 2-MeNH-4-Pym Me 6-Et 2-142 4-F-Ph 2-MeNH-4-Pym Me 6-Pr 2-143 4-F-Ph 2-MeNH-4-Pym Me 6,6-diMe 2-144 4-F-Ph 2-MeNH-4-Pym Me 6, 6-diF 2-145 4-F- Ph 2-MeNH-4-Pym Me 6,6-CH 2 CH 2 - 2-146 4-F-Ph 2-MeNH-4-Pym Me 6-Oxo 2-147 4-F-Ph 2-MeNH-4-P ym Me 8-Me 2-148 4-F-Ph 2-MeNH-4-Pym Me 8-Et 2-149 4-F-Ph 2-MeNH-4-Pym Me 8-Pr 2-150 4-F- Ph 2-MeNH-4-Pym Me 8-Ph 2-151 4-F-Ph 2-MeNH-4-Pym Me 8a-Me 2-152 4-F-Ph 2-MeNH-4-Pym Me 8a-Et 2-153 4-F-Ph 2-MeNH-4-Pym Me 8a-Pr 2-154 4-F-Ph 2-MeO-4-Pyr Me-2-155 4-F-Ph 2-MeO-4- Pyr Me 2-OH 2-156 4-F-Ph 2-MeO-4-Pyr Me 2-MeO 2-157 4-F-Ph 2-MeO-4-Pyr Me 2-Ph 2-158 4-F- Ph 2-MeO-4-Pyr Me 8-Me 2-159 4-F-Ph 2-MeO-4-Pyr Me 2-F 2-160 4-F-Ph 2-MeO-4-Pyr Me 2-Cl 2-161 4-F-Ph 2-MeO-4-Pyr Me 2-Br 2-162 4-F-Ph 2-MeO-4-Pyr Me 2,2-diF 2-163 4-F-Ph 2- MeO-4-Pyr Me 2,2-diCl 2-164 4-F-Ph 2-NH ₂ -4-Pyr Me-2-165 4-F-Ph 2-NH ₂ -4-Pyr Me 2-OH 2 -166 4-F-Ph 2-NH ₂ -4-Pyr Me 2-MeO 2-167 4-F-Ph 2-NH ₂ -4-Pyr Me 2-Ph 2-168 4-F-Ph 2-NH ₂ -4-Pyr Me 8-Me 2-169 4-F-Ph 2-NH ₂ -4-Pyr Me 2-F 2-170 4-F-Ph 2-NH ₂ -4-Pyr Me 2-Cl 2 -171 4-F-Ph 2-NH ₂ -4-Pyr Me 2-Br 2-172 4-F-Ph 2-NH ₂ -4-Pyr Me 2,2-diF 2-173 4-F-Ph 2 -NH ₂ -4-Pyr Me 2,2-diCl 2-174 4-F-Ph 2-MeNH-4-Pyr Me-2-175 4-F-Ph 2-MeNH-4-Pyr Me 2-OH 2 -176 4-F-Ph 2-MeNH-4-Pyr Me 2-MeO 2-177 4-F-Ph 2-MeNH-4-Pyr Me 2-Ph 2-178 4-F-Ph 2-MeNH-4-Pyr Me 8-Me 2-179 4-F-Ph 2 -MeNH-4-Pyr Me 2-F 2-180 4-F-Ph 2-MeNH-4-Pyr Me 2-Cl 2-181 4-F-Ph 2-MeNH-4-Pyr Me 2-Br 2- 182 4-F-Ph 2-MeNH-4-Pyr Me 2,2-diF 2-183 4-F-Ph 2-MeNH-4-Pyr Me 2,2-diCl 2-184 4-F-Ph 2- (α-Me-BnNH) -4-Pyr Me-2-185 4-F-Ph 2- (α-Me-BnNH) -4-Pyr Me 2-OH 2-186 4-F-Ph 2- (α -Me-BnNH) -4-Pyr Me 2-MeO 2-187 4-F-Ph 2- (α-Me-BnNH) -4-Pyr Me 2-Ph 2-188 4-F-Ph 2- (α -Me-BnNH) -4-Pyr Me 8-Me 2-189 4-F-Ph 2- (α-Me-BnNH) -4-Pyr Me 2-F 2-190 4-F-Ph 2- (α -Me-BnNH) -4-Pyr Me 2-Cl 2-191 4-F-Ph 2- (α-Me-BnNH) -4-Pyr Me 2-Br 2-192 4-F-Ph 2- (α -Me-BnNH) -4-Pyr Me 2,2-diF 2-193 4-F-Ph 2- (α-Me-BnNH) -4-Pyr Me 2,2-diCl 2-194 4-F-Ph 2-BnNH-4-Pyr Me-2-195 4-F-Ph 2-BnNH-4-Pyr Me 2-OH 2-196 4-F-Ph 2-BnNH-4-Pyr Me 2-MeO 2-197 4-F-Ph 2-BnNH-4-Pyr Me 2-Ph 2-198 4-F-Ph 2-BnNH-4-Pyr Me 8-Me 2-199 4-F-Ph 2-BnNH-4-Pyr Me 2-F 2-200 4-F-Ph 2-BnNH-4-Pyr Me 2-Cl 2-201 4-F-Ph 2-BnNH-4-Pyr Me 2-Br 2-202 4-F-Ph 2-BnNH-4-Pyr Me 2,2-diF 2-203 4-F-Ph 2-BnNH- 4-Pyr Me 2,2-diCl 2-204 4-F-Ph 4-Pym Me-2-205 4-F-Ph 4-Pym Me 2-OH 2-206 4-F-Ph 4-Pym Me 2 -MeO 2-207 4-F-Ph 4-Pym Me 2-Ph 2-208 4-F-Ph 4-Pym Me 8-Me 2-209 4-F-Ph 4-Pym Me 2-F 2-210 4-F-Ph 4-Pym Me 2-Cl 2-211 4-F-Ph 4-Pym Me 2-Br 2-212 4-F-Ph 4-Pym Me 2,2-diF 2-213 4-F -Ph 4-Pym Me 2,2-diCl 2-214 4-F-Ph 2-MeO-4-Pym Me-2-215 4-F-Ph 2-MeO-4-Pym Me 2-OH 2-216 4-F-Ph 2-MeO-4-Pym Me 2-MeO 2-217 4-F-Ph 2-MeO-4-Pym Me 2-Ph 2-218 4-F-Ph 2-MeO-4-Pym Me 8-Me 2-219 4-F-Ph 2-MeO-4-Pym Me 2-F 2-220 4-F-Ph 2-MeO-4-Pym Me 2-Cl 2-221 4-F-Ph 2-MeO-4-Pym Me 2-Br 2-222 4-F-Ph 2-MeO-4-Pym Me 2,2-diF 2-223 4-F-Ph 2-MeO-4-Pym Me 2, 2-diCl 2-224 4-F-Ph 2- (α-Me-BnNH) -4-Pym Me-2-225 4-F-Ph 2- (α-Me-BnNH) -4-Pym Me 2- OH 2-226 4-F-Ph 2- (α-Me-BnNH) -4-Pym Me 2-MeO 2-227 4-F-Ph 2- (α-Me-BnNH) -4-Pym Me 2- Ph 2-228 4-F-Ph 2- (α-Me-BnNH) -4-Pym Me 8-Me 2-229 4-F-Ph 2- (α-Me-BnNH) -4-Pym Me 2- F 2-230 4-F-Ph 2- (α-Me-BnNH) -4-Pym Me 2-Cl 2-231 4-F-Ph 2- (α-Me-BnNH) -4-Pym Me 2- Br 2-232 4-F-Ph 2- (α-Me-BnNH) -4-Pym Me 2,2- diF 2-233 4-F-Ph 2- (α-Me-BnNH) -4-Pym Me 2,2-diCl 2-234 4-F-Ph 2-BnNH-4-Pym Me-2-235 4- F-Ph 2-BnNH-4-Pym Me 2-OH 2-236 4-F-Ph 2-BnNH-4-Pym Me 2-MeO 2-237 4-F-Ph 2-BnNH-4-Pym Me 2 -Ph 2-238 4-F-Ph 2-BnNH-4-Pym Me 8-Me 2-239 4-F-Ph 2-BnNH-4-Pym Me 2-F 2-240 4-F-Ph 2- BnNH-4-Pym Me 2-Cl 2-241 4-F-Ph 2-BnNH-4-Pym Me 2-Br 2-242 4-F-Ph 2-BnNH-4-Pym Me 2,2-diF 2 -243 4-F-Ph 2-BnNH-4-Pym Me 2,2-diCl 2-244 4-F-Ph 4-Pyr Me 2-> CH ₂ 2-245 4-F-Ph 4-Pyr Me 2 -> CHMe 2-246 4-F-Ph 4-Pyr Me 2-> CHEt 2-247 4-F-Ph 4-Pyr Me 2-> CHPr 2-248 4-F-Ph 4-Pyr Me 2-> C (Me) ₂ 2-249 4-F-Ph 4-Pyr Me 2-> CHPh 2-250 4-F-Ph 4-Pyr Me 2,2-diPh 2-251 4-F-Ph 4-Pyr Me 2,2-O (CH ₂ ) ₃ O- 2-252 4-F-Ph 4-Pyr Me 2,2-OCH ₂ C (Me) ₂ CH ₂ O- 2-253 4-F-Ph 4-Pyr _{Me 2,2- (CH 2) 2 -} 2-254 4-F-Ph 4-Pyr Me 2,2- (CH 2) 3 - 2-255 4-F-Ph 4-Pyr Me 2,2- ( _{CH 2) 4 - 2-256 4-} F-Ph 4-Pyr Me 2,2- (CH 2) 5 - 2-257 4-F-Ph 4-Pyr Me 2-MeS 2-258 4-F-Ph 4-Pyr Me 2-EtS 2-259 4-F-Ph 4-Pyr Me 2-PrS 2-260 4-F-Ph 4-Pyr Me 2-BuS 2-261 4-F-Ph 4-Pyr Me 2 -MeSO ₂ 2-262 4-F -Ph 4-Pyr Me 2-PhO 2-263 4-Cl-Ph 4-Pyr Me 1-Me 2-264 4-Cl-Ph 4-Pyr Me 1-Et 2-265 4-Cl-Ph 4-Pyr Me 1-Pr 2-266 4-Cl-Ph 4-Pyr Me 1,1-diMe 2-267 4-Cl-Ph 4-Pyr Me 2-Me 2-268 4-Cl-Ph 4-Pyr Me 2- Et 2-269 4-Cl-Ph 4-Pyr Me 2-Pr 2-270 4-Cl-Ph 4-Pyr Me 2-Bu 2-271 4-Cl-Ph 4-Pyr Me 2-Allyl 2-272 4 -Cl-Ph 4-Pyr Me 2-Ph 2-273 4-Cl-Ph 4-Pyr Me 2-Bn 2-274 4-Cl-Ph 4-Pyr Me 2-Phet 2-275 4-Cl-Ph 4 -Pyr Me 2,2-diMe 2-276 4-Cl-Ph 4-Pyr Me 2-OH 2-277 4-Cl-Ph 4-Pyr Me 2-MeO 2-278 4-Cl-Ph 4-Pyr Me 2-EtO 2-279 4-Cl-Ph 4-Pyr Me 2-PrO 2-280 4-Cl-Ph 4-Pyr Me 2,2-di (MeO) 2-281 4-Cl-Ph 4-Pyr Me 2,2-di (EtO) 2-282 4-Cl-Ph 4-Pyr Me 2,2-OCH ₂ CH ₂ O- 2-283 4-Cl-Ph 4-Pyr Me 2-Oxo 2-284 4- Cl-Ph 4-Pyr Me 2-F 2-285 4-Cl-Ph 4-Pyr Me 2-Cl 2-286 4-Cl-Ph 4-Pyr Me 2-Br 2-287 4-Cl-Ph 4- Pyr Me 2-I 2-288 4-Cl-Ph 4-Pyr Me 2,2-diF 2-289 4-Cl-Ph 4-Pyr Me 2,2-diCl 2-290 4-Cl-Ph 4-Pyr Me 2,2-diBr 2-291 4-Cl-Ph 4-Pyr Me 3-Me 2-292 4-Cl-Ph 4-Pyr Me 3-Et 2-293 4-Cl-Ph 4-Pyr Me 3- Pr 2-294 4-Cl-Ph 4-Pyr Me 3,3-diMe 2-295 4-Cl-Ph 4-Pyr Me 5-Me 2-296 4-Cl-Ph 4-Pyr Me 5-Et 2-297 4-Cl-Ph 4-Pyr Me 5-Pr 2-298 4-Cl-Ph 4-Pyr Me 5,5-diMe 2-299 4-Cl-Ph 4-Pyr Me 6-Me 2-300 4-Cl-Ph 4-Pyr Me 6-Et 2-301 4-Cl-Ph 4-Pyr Me 6-Pr 2-302 4-Cl-Ph 4-Pyr Me 6,6-diMe 2-303 4-Cl-Ph 4-Pyr Me 6-Oxo 2-304 4-Cl-Ph 4-Pyr Me 8-Me 2-305 4-Cl-Ph 4-Pyr Me 8-Et 2-306 4-Cl-Ph 4-Pyr Me 8-Pr 2-307 4-Cl-Ph 4-Pyr Me 8-Ph 2-308 4-Cl-Ph 4-Pyr Me 8a-Me 2 -309 4-Cl-Ph 4-Pyr Me 8a-Et 2-310 4-Cl-Ph 4-Pyr Me 8a-Pr 2-311 4-Cl-Ph 4-Pyr Me 6,6- (CH ₂ ) ₂ -2-312 4-Cl-Ph 4-Pyr Me 6,6-diF 2-313 4-Cl-Ph 4-Pyr Me 2-> CH ₂ 2-314 4-Cl-Ph 4-Pyr Me 2-> CHMe 2-315 4-Cl-Ph 4-Pyr Me 2-> CHEt 2-316 4-Cl-Ph 4-Pyr Me 2-> CHPr 2-317 4-Cl-Ph 4-Pyr Me 2-> C ( Me) ₂ 2-318 4-Cl-Ph 4-Pyr Me 2-> CHPh 2-319 4-Cl-Ph 4-Pyr Me 2,2-diPh 2-320 4-Cl-Ph 4-Pyr Me 2, 2-O (CH ₂ ) ₃ O- 2-321 4-Cl-Ph 4-Pyr Me 2,2-OCH ₂ C (Me) ₂ CH ₂ O- 2-322 4-Cl-Ph 4-Pyr Me 2 _{, 2- (CH 2) 2 -} 2-323 4-Cl-Ph 4-Pyr Me 2,2- (CH 2) 3 - 2-324 4-Cl-Ph 4-Pyr Me 2,2- (CH 2 _{) 4 - 2-325 4-Cl-} Ph 4-Pyr Me 2,2- (CH 2) 5 - 2-326 4-Cl-Ph 4-Pyr Me 2-MeS 2- 327 4-Cl-Ph 4-Pyr Me 2-EtS 2-328 4-Cl-Ph 4-Pyr Me 2-PrS 2-329 4-Cl-Ph 4-Pyr Me 2-BuS 2-330 4-Cl- Ph 4-Pyr Me 2-MeSO ₂ 2-331 4-Cl-Ph 4-Pyr Me 2-PhO 2-332 4-F-Ph 4-Pyr Me 2- (4-MeO-Ph) 2-333 4- F-Ph 4-Pyr Me 2- (4-Me-Ph) 2-334 4-F-Ph 4-Pyr Me 2- (4-F-Ph) 2-335 4-F-Ph 4-Pyr Me 2 -(4-CF ₃ -Ph) 2-336 4-F-Ph 4-Pyr Me 2- (4-Cl-Ph) 2-337 4-F-Ph 4-Pyr Me 2- (2,4-diF -Ph) 2-338 3-CF ₃ -Ph 4-Pyr Me 2- (4-MeO-Ph) 2-339 3-CF ₃ -Ph 4-Pyr Me 2- (4-Me-Ph) 2-340 3-CF ₃ -Ph 4-Pyr Me 2- (4-F-Ph) 2-341 3-CF ₃ -Ph 4-Pyr Me 2- (4-CF ₃ -Ph) 2-342 3-CF _3- Ph 4-Pyr Me 2- (4-Cl-Ph) 2-343 3-CF ₃ -Ph 4-Pyr Me 2- (2,4-diF-Ph) 2-344 4-F-Ph 2-NH ₂ -4-Pym Me 2-> CH ₂ 2-345 4-F-Ph 2-NH ₂ -4-Pym Me 2-> CHMe 2-346 4-F-Ph 2-NH ₂ -4-Pym Me 2- > CHEt 2-347 4-F-Ph 2-NH ₂ -4-Pym Me 2-> CHPr 2-348 4-F-Ph 2-NH ₂ -4-Pym Me 2-> C (Me) ₂ 2- 349 4-F-Ph 2-NH ₂ -4-Pym Me 2-> CHPh 2-350 4-F-Ph 2-NH ₂ -4-Pym Me 2,2-diPh 2-351 4-F-Ph 2 -NH ₂ -4-Pym Me 2,2-O (CH ₂ ) ₃ O- 2-352 4-F-Ph 2-NH ₂ -4-Pym Me 2,2-OCH ₂ C (Me) ₂ CH ₂ O- 2-353 4-F-Ph 2-NH ₂ -4-Pym Me 2,2- (C _{H 2) 2 - 2-354 4-} F-Ph 2-NH 2 -4-Pym Me 2,2- (CH 2) 3 - 2-355 4-F-Ph 2-NH 2 -4-Pym Me 2 _{, 2- (CH 2) 4 -} 2-356 4-F-Ph 2-NH 2 -4-Pym Me 2,2- (CH 2) 5 - 2-357 4-F-Ph 2-NH 2 -4 -Pym Me 2-MeS 2-358 4-F-Ph 2-NH ₂ -4-Pym Me 2-EtS 2-359 4-F-Ph 2-NH ₂ -4-Pym Me 2-PrS 2-360 4 -F-Ph 2-NH ₂ -4-Pym Me 2-BuS 2-361 4-F-Ph 2-NH ₂ -4-Pym Me 2-MeSO ₂ 2-362 4-F-Ph 2-NH _2- 4-Pym Me 2-PhO 2-363 4-Cl-Ph 2-NH ₂ -4-Pym Me 1-Me 2-364 4-Cl-Ph 2-NH ₂ -4-Pym Me 1-Et 2-365 4-Cl-Ph 2-NH ₂ -4-Pym Me 1-Pr 2-366 4-Cl-Ph 2-NH ₂ -4-Pym Me 1,1-diMe 2-367 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Me 2-368 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Et 2-369 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Pr 2 -370 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Bu 2-371 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Allyl 2-372 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Ph 2-373 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Bn 2-374 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Phet 2 -375 4-Cl-Ph 2-NH ₂ -4-Pym Me 2,2-diMe 2-376 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-OH 2-377 4-Cl-Ph 2 -NH ₂ -4-Pym Me 2-MeO 2-378 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-EtO 2-379 4-Cl-Ph 2-NH ₂ -4-Pym Me 2- PrO 2-380 4-Cl-Ph 2-NH ₂ -4-Pym Me 2,2-di (MeO) 2-381 4-Cl-Ph 2-NH ₂ -4-Pym Me 2,2-di (EtO) 2-382 4-Cl-Ph 2-NH ₂ -4-Pym Me 2,2-OCH ₂ CH ₂ O- 2-383 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Oxo 2-384 4-Cl -Ph 2-NH ₂ -4-Pym Me 2-F 2-385 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Cl 2-386 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Br 2-387 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-I 2-388 4-Cl-Ph 2-NH ₂ -4-Pym Me 2,2-diF 2-389 4 -Cl-Ph 2-NH ₂ -4-Pym Me 2,2-diCl 2-390 4-Cl-Ph 2-NH ₂ -4-Pym Me 2,2-diBr 2-391 4-Cl-Ph 2- NH ₂ -4-Pym Me 3-Me 2-392 4-Cl-Ph 2-NH ₂ -4-Pym Me 3-Et 2-393 4-Cl-Ph 2-NH ₂ -4-Pym Me 3-Pr 2-394 4-Cl-Ph 2-NH ₂ -4-Pym Me 3,3-diMe 2-395 4-Cl-Ph 2-NH ₂ -4-Pym Me 5-Me 2-396 4-Cl-Ph 2-NH ₂ -4-Pym Me 5-Et 2-397 4-Cl-Ph 2-NH ₂ -4-Pym Me 5-Pr 2-398 4-Cl-Ph 2-NH ₂ -4-Pym Me 5 , 5-diMe 2-399 4-Cl-Ph 2-NH ₂ -4-Pym Me 6-Me 2-400 4-Cl-Ph 2-NH ₂ -4-Pym Me 6-Et 2-401 4-Cl -Ph 2-NH ₂ -4-Pym Me 6-Pr 2-402 4-Cl-Ph 2-NH ₂ -4-Pym Me 6,6-diMe 2-403 4-Cl-Ph 2-NH ₂ -4 -Pym Me 6-Oxo 2-404 4-Cl-Ph 2-NH ₂ -4-Pym Me 8-Me 2-405 4-Cl-Ph 2-NH ₂ -4-Pym Me 8-Et 2-406 4 -Cl-Ph 2-NH ₂ -4-Pym Me 8-Pr 2-407 4-Cl-Ph 2-NH ₂ -4-Pym Me 8-Ph 2-408 4-Cl-Ph 2-NH ₂ -4-Pym Me 8a-Me 2 -409 4-Cl-Ph 2-NH ₂ -4-Pym Me 8a-Et 2-410 4-Cl-Ph 2-NH ₂ -4-Pym Me 8a-Pr 2-411 4-Cl-Ph 2-NH _{2 -4-Pym Me 6,6- (CH} 2) 2 - 2-412 4-Cl-Ph 2-NH 2 -4-Pym Me 6,6-diF 2-413 4-Cl-Ph 2-NH 2 -4-Pym Me 2-> CH ₂ 2-414 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-> CHMe 2-415 4-Cl-Ph 2-NH ₂ -4-Pym Me 2- > CHEt 2-416 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-> CHPr 2-417 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-> C (Me) ₂ 2- 418 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-> CHPh 2-419 4-Cl-Ph 2-NH ₂ -4-Pym Me 2,2-diPh 2-420 4-Cl-Ph 2 -NH ₂ -4-Pym Me 2,2-O (CH ₂ ) ₃ O- 2-421 4-Cl-Ph 2-NH ₂ -4-Pym Me 2,2-OCH ₂ C (Me) ₂ CH ₂ O- 2-422 4-Cl-Ph 2 -NH 2 -4-Pym Me 2,2- (CH 2) 2 - 2-423 4-Cl-Ph 2-NH 2 -4-Pym Me 2,2- _{(CH 2) 3 - 2-424 4} -Cl-Ph 2-NH 2 -4-Pym Me 2,2- (CH 2) 4 - 2-425 4-Cl-Ph 2-NH 2 -4-Pym Me _{2,2- (CH 2) 5 - 2-426} 4-Cl-Ph 2-NH 2 -4-Pym Me 2-MeS 2-427 4-Cl-Ph 2-NH 2 -4-Pym Me 2-EtS 2-428 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-PrS 2-429 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-BuS 2-430 4-Cl-Ph 2- NH ₂ -4-Pym Me 2-MeSO ₂ 2-431 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-PhO 2-432 4-F-Ph 2-NH ₂ -4-Pym Me 2- (4-MeO-Ph) 2-433 4-F-Ph 2-NH ₂ -4-Pym Me 2- (4-Me-Ph) 2-434 4-F-Ph 2-NH ₂ -4-Pym Me 2- (4-F- Ph) 2-435 4-F-Ph 2-NH ₂ -4-Pym Me 2- (4-CF ₃ -Ph) 2-436 4-F-Ph 2-NH ₂ -4-Pym Me 2- (4 -Cl-Ph) 2-437 4-F-Ph 2-NH ₂ -4-Pym Me 2- (2,4-diF-Ph) 2-438 3-CF ₃ -Ph 2-NH ₂ -4-Pym Me 2- (4-MeO-Ph) 2-439 3-CF ₃ -Ph 2-NH ₂ -4-Pym Me 2- (4-Me-Ph) 2-440 3-CF ₃ -Ph 2-NH ₂ -4-Pym Me 2- (4-F-Ph) 2-441 3-CF ₃ -Ph 2-NH ₂ -4-Pym Me 2- (4-CF ₃ -Ph) 2-442 3-CF _3- Ph 2-NH ₂ -4-Pym Me 2- (4-Cl-Ph) 2-443 3-CF ₃ -Ph 2-NH ₂ -4-Pym Me 2- (2,4-diF-Ph) 2- 444 4-Cl-Ph 4-Pyr Me-2-445 4-Cl-Ph 4-Pyr Me 2- (4-MeO-Ph) 2-446 4-Cl-Ph 4-Pyr Me 2- (4-Me -Ph) 2-447 4-Cl-Ph 4-Pyr Me 2- (4-F-Ph) 2-448 4-Cl-Ph 4-Pyr Me 2- (4-CF ₃ -Ph) 2-449 4 -Cl-Ph 4-Pyr Me 2- (4-Cl-Ph) 2-450 4-Cl-Ph 4-Pyr Me 2- (2,4-diF-Ph) 2-451 4-Cl-Ph 2- NH ₂ -4-Pym Me------------------------------------------- -------------------------

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[Table 3] Table 3 -------------------------------------------- --------------- Compound number R ¹ R ² R ⁴ R ⁵ ------------------------ ----------------------------------- 3-1 4-F-Ph 4-Pyr H 1-Me 3-2 4-F-Ph 4-Pyr H 1-Et 3-3 4-F-Ph 4-Pyr H 1-Pr 3-4 4-F-Ph 4-Pyr H 1,1-diMe 3-5 4-F-Ph 4-Pyr H 2-Me 3-6 4-F-Ph 4-Pyr H 2-Et 3-7 4-F-Ph 4-Pyr H 2-Pr 3-8 4-F-Ph 4-Pyr H 2-Bu 3-9 4-F-Ph 4-Pyr H 2-Allyl 3-10 4-F-Ph 4-Pyr H 2-Ph 3-11 4-F-Ph 4-Pyr H 2 -Bn 3-12 4-F-Ph 4-Pyr H 2-Phet 3-13 4-F-Ph 4-Pyr H 2,2-diMe 3-14 4-F-Ph 4-Pyr H 2-OH 3 -15 4-F-Ph 4-Pyr H 2-MeO 3-16 4-F-Ph 4-Pyr H 2-EtO 3-17 4-F-Ph 4-Pyr H 2-PrO 3-18 4-F -Ph 4-Pyr H 2,2-di (MeO) 3-19 4-F-Ph 4-Pyr H 2,2-di (EtO) 3-20 4-F-Ph 4-Pyr H 2,2- OCH ₂ CH ₂ O- 3-21 4-F-Ph 4-Pyr H 2-Oxo 3-22 4-F-Ph 4-Pyr H 2-F 3-23 4-F-Ph 4-Pyr H 2- Cl 3-24 4-F-Ph 4-Pyr H 2-Br 3-25 4-F-Ph 4-Pyr H 2-I 3-26 4-F-Ph 4-Pyr H 2,2-diF 3- 27 4-F-Ph 4-Pyr H 2,2-diCl 3-28 4-F-Ph 4-Pyr H 2,2-diBr 3-29 4-F-Ph 4-Pyr H 3-Me 3-30 4-F-Ph 4-Pyr H 3-Et 3-31 4-F-Ph 4-Pyr H 3-Pr 3-32 4- F-Ph 4-Pyr H 3,3-diMe 3-33 4-F-Ph 4-Pyr H 5-Me 3-34 4-F-Ph 4-Pyr H 5-Et 3-35 4-F-Ph 4-Pyr H 5-Pr 3-36 4-F-Ph 4-Pyr H 5,5-diMe 3-37 4-F-Ph 4-Pyr H 6-Me 3-38 4-F-Ph 4-Pyr H 6-Et 3-39 4-F-Ph 4-Pyr H 6-Pr 3-40 4-F-Ph 4-Pyr H 6,6-diMe 3-41 4-F-Ph 4-Pyr H 6, 6-diF 3-42 4-F- Ph 4-Pyr H 6,6-CH 2 CH 2 - 3-43 4-F-Ph 4-Pyr H 6-Oxo 3-44 4-F-Ph 4-Pyr H 8a-Me 3-45 4-F-Ph 4-Pyr H 8a-Et 3-46 4-F-Ph 4-Pyr H 8a-Pr 3-47 4-F-Ph 4-Pyr Me 1-Me 3 -48 4-F-Ph 4-Pyr Me 1-Et 3-49 4-F-Ph 4-Pyr Me 1-Pr 3-50 4-F-Ph 4-Pyr Me 1,1-diMe 3-51 4 -F-Ph 4-Pyr Me 2-Me 3-52 4-F-Ph 4-Pyr Me 2-Et 3-53 4-F-Ph 4-Pyr Me 2-Pr 3-54 4-F-Ph 4 -Pyr Me 2-Bu 3-55 4-F-Ph 4-Pyr Me 2-Allyl 3-56 4-F-Ph 4-Pyr Me 2-Ph 3-57 4-F-Ph 4-Pyr Me 2- Bn 3-58 4-F-Ph 4-Pyr Me 2-Phet 3-59 4-F-Ph 4-Pyr Me 2,2-diMe 3-60 4-F-Ph 4-Pyr Me 2-OH 3- 61 4-F-Ph 4-Pyr Me 2-MeO 3-62 4-F-Ph 4-Pyr Me 2-EtO 3-63 4-F-Ph 4-Pyr Me 2-PrO 3-64 4-F- Ph 4-Pyr Me 2,2-di (MeO) 3-65 4-F-Ph 4-Pyr Me 2,2-di (EtO) 3-66 4-F-Ph 4-Pyr Me 2,2-OCH ₂ CH ₂ O- 3-67 4-F-Ph 4-Pyr Me 2-Oxo 3-68 4-F-Ph 4-Pyr Me 2-F 3-69 4-F-Ph 4-Pyr Me 2-Cl 3-70 4-F-Ph 4-Pyr Me 2-Br 3-71 4-F-Ph 4-Pyr Me 2 -I 3-72 4-F-Ph 4-Pyr Me 2,2-diF 3-73 4-F-Ph 4-Pyr Me 2,2-diCl 3-74 4-F-Ph 4-Pyr Me 2, 2-diBr 3-75 4-F-Ph 4-Pyr Me 3-Me 3-76 4-F-Ph 4-Pyr Me 3-Et 3-77 4-F-Ph 4-Pyr Me 3-Pr 3- 78 4-F-Ph 4-Pyr Me 3,3-diMe 3-79 4-F-Ph 4-Pyr Me 5-Me 3-80 4-F-Ph 4-Pyr Me 5-Et 3-81 4- F-Ph 4-Pyr Me 5-Pr 3-82 4-F-Ph 4-Pyr Me 5,5-diMe 3-83 4-F-Ph 4-Pyr Me 6-Me 3-84 4-F-Ph 4-Pyr Me 6-Et 3-85 4-F-Ph 4-Pyr Me 6-Pr 3-86 4-F-Ph 4-Pyr Me 6,6-diMe 3-87 4-F-Ph 4-Pyr Me 6,6-diF 3-88 4-F -Ph 4-Pyr Me 6,6-CH 2 CH 2 - 3-89 4-F-Ph 4-Pyr Me 6-Oxo 3-90 4-F-Ph 4-Pyr Me 8a-Me 3-91 4-F-Ph 4-Pyr Me 8a-Et 3-92 4-F-Ph 4-Pyr Me 8a-Pr ------------- ----------------------------------------------

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[Table 4] Table 4 -------------------------------------------- --------------- Compound number R ¹ R ² R ⁴ R ⁵ ------------------------ ----------------------------------- 4-1 4-F-Ph 4-Pyr Me 1-Me 4-2 4-F-Ph 4-Pyr Me 1-Et 4-3 4-F-Ph 4-Pyr Me 1-Pr 4-4 4-F-Ph 4-Pyr Me 1,1-diMe 4-5 4-F-Ph 4-Pyr Me 2-Me 4-6 4-F-Ph 4-Pyr Me 2-Et 4-7 4-F-Ph 4-Pyr Me 2-Pr 4-8 4-F-Ph 4-Pyr Me 2-Bu 4-9 4-F-Ph 4-Pyr Me 2-Allyl 4-10 4-F-Ph 4-Pyr Me 2-Ph 4-11 4-F-Ph 4-Pyr Me 2 -Bn 4-12 4-F-Ph 4-Pyr Me 2-Phet 4-13 4-F-Ph 4-Pyr Me 2,2-diMe 4-14 4-F-Ph 4-Pyr Me 2-OH 4 -15 4-F-Ph 4-Pyr Me 2-MeO 4-16 4-F-Ph 4-Pyr Me 2-EtO 4-17 4-F-Ph 4-Pyr Me 2-PrO 4-18 4-F -Ph 4-Pyr Me 2,2-di (MeO) 4-19 4-F-Ph 4-Pyr Me 2,2-di (EtO) 4-20 4-F-Ph 4-Pyr Me 2,2- OCH ₂ CH ₂ O- 4-21 4-F-Ph 4-Pyr Me 2-Oxo 4-22 4-F-Ph 4-Pyr Me 2-F 4-23 4-F-Ph 4-Pyr Me 2- Cl 4-24 4-F-Ph 4-Pyr Me 2-Br 4-25 4-F-Ph 4-Pyr Me 2-I 4-26 4-F-Ph 4-Pyr Me 2,2-diF 4- 27 4-F-Ph 4-Pyr Me 2,2-diCl 4-28 4-F-Ph 4-Pyr Me 2,2-diBr 4-29 4-F-Ph 4-Pyr Me 3-Me 4-30 4-F-Ph 4-Pyr Me 3-Et 4- 31 4-F-Ph 4-Pyr Me 3-Pr 4-32 4-F-Ph 4-Pyr Me 3,3-diMe 4-33 4-F-Ph 4-Pyr Me 5-Me 4-34 4- F-Ph 4-Pyr Me 5-Et 4-35 4-F-Ph 4-Pyr Me 5-Pr 4-36 4-F-Ph 4-Pyr Me 5,5-diMe 4-37 4-F-Ph 4-Pyr Me 6-Me 4-38 4-F-Ph 4-Pyr Me 6-Et 4-39 4-F-Ph 4-Pyr Me 6-Pr 4-40 4-F-Ph 4-Pyr Me 6 , 6-diMe 4-41 4-F -Ph 4-Pyr Me 6,6-diF 4-42 4-F-Ph 4-Pyr Me 6,6-CH 2 CH 2 - 4-43 4-F-Ph 4-Pyr Me 6-Oxo 4-44 4-F-Ph 4-Pyr Me 8a-Me 4-45 4-F-Ph 4-Pyr Me 8a-Et 4-46 4-F-Ph 4-Pyr Me 8a -Pr ------------------------------------------------ -----------

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[0101]

[Table 5] Table 5 -------------------------------------------- --------------- Compound number R ¹ R ² R ⁴ R ⁵ ------------------------ ----------------------------------- 5-1 4-F-Ph 4-Pyr H 1-Me 5-2 4-F-Ph 4-Pyr H 2-Me 5-3 4-F-Ph 4-Pyr H 2-Et 5-4 4-F-Ph 4-Pyr H 2-Pr 5-5 4- F-Ph 4-Pyr H 2-Bu 5-6 4-F-Ph 4-Pyr H 2-Allyl 5-7 4-F-Ph 4-Pyr H 2-Ph 5-8 4-F-Ph 4- Pyr H 2-Bn 5-9 4-F-Ph 4-Pyr H 2-Phet 5-10 4-F-Ph 4-Pyr H 3-Me 5-11 4-F-Ph 4-Pyr H 3-Et 5-12 4-F-Ph 4-Pyr H 3-Pr 5-13 4-F-Ph 4-Pyr H 3,3-diMe 5-14 4-F-Ph 4-Pyr H 5-Me 5-15 4-F-Ph 4-Pyr H 5-Et 5-16 4-F-Ph 4-Pyr H 5-Pr 5-17 4-F-Ph 4-Pyr H 5,5-diMe 5-18 4-F -Ph 4-Pyr H 6-Me 5-19 4-F-Ph 4-Pyr H 6-Et 5-20 4-F-Ph 4-Pyr H 6-Pr 5-21 4-F-Ph 4-Pyr H 6,6-diMe 5-22 4-F -Ph 4-Pyr H 6,6-diF 5-23 4-F-Ph 4-Pyr H 6,6-CH 2 CH 2 - 5-24 4-F -Ph 4-Pyr H 6-Oxo 5-25 4-F-Ph 4-Pyr H 8-Me 5-26 4-F-Ph 4-Pyr H 8-Et 5-27 4-F-Ph 4-Pyr H 8-Pr 5-28 4-F-Ph 4-Pyr H 8-Ph 5-29 4-F-Ph 4-Pyr H 8a-Me 5-30 4-F-Ph 4-Pyr H 8a-Et 5 -31 4-F-Ph 4-Pyr H 8a-Pr 5-32 4-F-Ph 4-Pyr Me 1-Me 5-33 4-F-Ph 4-Pyr Me 2-Me 5-34 4-F-Ph 4-Pyr Me 2-Et 5-35 4-F-Ph 4-Pyr Me 2-Pr 5-36 4- F-Ph 4-Pyr Me 2-Bu 5-37 4-F-Ph 4-Pyr Me 2-Allyl 5-38 4-F-Ph 4-Pyr Me 2-Ph 5-39 4-F-Ph 4- Pyr Me 2-Bn 5-40 4-F-Ph 4-Pyr Me 2-Phet 5-41 4-F-Ph 4-Pyr Me 3-Me 5-42 4-F-Ph 4-Pyr Me 3-Et 5-43 4-F-Ph 4-Pyr Me 3-Pr 5-44 4-F-Ph 4-Pyr Me 3,3-diMe 5-45 4-F-Ph 4-Pyr Me 5-Me 5-46 4-F-Ph 4-Pyr Me 5-Et 5-47 4-F-Ph 4-Pyr Me 5-Pr 5-48 4-F-Ph 4-Pyr Me 5,5-diMe 5-49 4-F -Ph 4-Pyr Me 6-Me 5-50 4-F-Ph 4-Pyr Me 6-Et 5-51 4-F-Ph 4-Pyr Me 6-Pr 5-52 4-F-Ph 4-Pyr Me 6,6-diMe 5-53 4-F -Ph 4-Pyr Me 6,6-diF 5-54 4-F-Ph 4-Pyr Me 6,6-CH 2 CH 2 - 5-55 4-F -Ph 4-Pyr Me 6-Oxo 5-56 4-F-Ph 4-Pyr Me 8-Me 5-57 4-F-Ph 4-Pyr Me 8-Et 5-58 4-F-Ph 4-Pyr Me 8-Pr 5-59 4-F-Ph 4-Pyr Me 8-Ph 5-60 4-F-Ph 4-Pyr Me 8a-Me 5-61 4-F-Ph 4-Pyr Me 8a-Et 5 -62 4-F-Ph 4-Pyr Me 8a-Pr 5-63 4-F-Ph 4-Pyr H-5-64 4-F-Ph 4-Pyr H----------- -------------------------------------------------

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[0103]

[Table 6] Table 6 -------------------------------------------- --------------- Compound number R ¹ R ² R ⁴ R ⁵ ------------------------ ----------------------------------- 6-1 4-F-Ph 4-Pyr Me 1-Me 6-2 4-F-Ph 4-Pyr Me 2-Me 6-3 4-F-Ph 4-Pyr Me 2-Et 6-4 4-F-Ph 4-Pyr Me 2-Pr 6-5 4- F-Ph 4-Pyr Me 2-Bu 6-6 4-F-Ph 4-Pyr Me 2-Allyl 6-7 4-F-Ph 4-Pyr Me 2-Ph 6-8 4-F-Ph 4- Pyr Me 2-Bn 6-9 4-F-Ph 4-Pyr Me 2-Phet 6-10 4-F-Ph 4-Pyr Me 3-Me 6-11 4-F-Ph 4-Pyr Me 3-Et 6-12 4-F-Ph 4-Pyr Me 3-Pr 6-13 4-F-Ph 4-Pyr Me 3,3-diMe 6-14 4-F-Ph 4-Pyr Me 5-Me 6-15 4-F-Ph 4-Pyr Me 5-Et 6-16 4-F-Ph 4-Pyr Me 5-Pr 6-17 4-F-Ph 4-Pyr Me 5,5-diMe 6-18 4-F -Ph 4-Pyr Me 6-Me 6-19 4-F-Ph 4-Pyr Me 6-Et 6-20 4-F-Ph 4-Pyr Me 6-Pr 6-21 4-F-Ph 4-Pyr Me 6,6-diMe 6-22 4-F -Ph 4-Pyr Me 6,6-diF 6-23 4-F-Ph 4-Pyr Me 6,6-CH 2 CH 2 - 6-24 4-F -Ph 4-Pyr Me 6-Oxo 6-25 4-F-Ph 4-Pyr Me 8-Me 6-26 4-F-Ph 4-Pyr Me 8-Et 6-27 4-F-Ph 4-Pyr Me 8-Pr 6-28 4-F-Ph 4-Pyr Me 8-Ph 6-29 4-F-Ph 4-Pyr Me 8a-Me 6-30 4-F-Ph 4-Pyr Me 8a-Et 6 -31 4-F-Ph 4-Pyr Me 8a-Pr 6-32 4-F-Ph 4-Pyr Me----------------------------------- -------------------------

[0104]

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[0105]

[Table 7] Table 7 -------------------------------------------- --------------- Compound number R ¹ R ² R ⁴ R ⁵ ------------------------ ----------------------------------- 7-1 4-F-Ph 4-Pyr H-7- 2 4-F-Ph 4-Pyr H 1-Me 7-3 4-F-Ph 4-Pyr H 1-Et 7-4 4-F-Ph 4-Pyr H 1-Pr 7-5 4-F- Ph 4-Pyr H 1,1-diMe 7-6 4-F-Ph 4-Pyr H 2-Me 7-7 4-F-Ph 4-Pyr H 2-Et 7-8 4-F-Ph 4- Pyr H 2-Pr 7-9 4-F-Ph 4-Pyr H 2-Bu 7-10 4-F-Ph 4-Pyr H 2-Allyl 7-11 4-F-Ph 4-Pyr H 2-Ph 7-12 4-F-Ph 4-Pyr H 2-Bn 7-13 4-F-Ph 4-Pyr H 2-Phet 7-14 4-F-Ph 4-Pyr H 2,2-diMe 7-15 4-F-Ph 4-Pyr H 2-OH 7-16 4-F-Ph 4-Pyr H 2-MeO 7-17 4-F-Ph 4-Pyr H 2-EtO 7-18 4-F-Ph 4-Pyr H 2-PrO 7-19 4-F-Ph 4-Pyr H 2,2-di (MeO) 7-20 4-F-Ph 4-Pyr H 2,2-di (EtO) 7-21 4-F-Ph 4-Pyr H 2,2-OCH ₂ CH ₂ O- 7-22 4-F-Ph 4-Pyr H 2-Oxo 7-23 4-F-Ph 4-Pyr H 2-F 7 -24 4-F-Ph 4-Pyr H 2-Cl 7-25 4-F-Ph 4-Pyr H 2-Br 7-26 4-F-Ph 4-Pyr H 2-I 7-27 4-F -Ph 4-Pyr H 2,2-diF 7-28 4-F-Ph 4-Pyr H 2,2-diCl 7-29 4-F-Ph 4-Pyr H 2,2-diBr 7-30 4- F-Ph 4-Pyr H 3-Me 7-31 4-F-Ph 4-Pyr H 3-Et 7-32 4-FP h 4-Pyr H 3-Pr 7-33 4-F-Ph 4-Pyr H 3,3-diMe 7-34 4-F-Ph 4-Pyr H 5-Me 7-35 4-F-Ph 4- Pyr H 5-Et 7-36 4-F-Ph 4-Pyr H 5-Pr 7-37 4-F-Ph 4-Pyr H 5,5-diMe 7-38 4-F-Ph 4-Pyr H 6 -Me 7-39 4-F-Ph 4-Pyr H 6-Et 7-40 4-F-Ph 4-Pyr H 6-Pr 7-41 4-F-Ph 4-Pyr H 6-Ph 7-42 4-F-Ph 4-Pyr H 8-Me 7-43 4-F-Ph 4-Pyr H 8-Et 7-44 4-F-Ph 4-Pyr H 8-Pr 7-45 4-F-Ph 4-Pyr H 8,8-diMe 7-46 4-F-Ph 4-Pyr H 8,8-diF 7-47 4-F-Ph 4-Pyr H 8,8-CH 2 CH 2 - 7-48 4-F-Ph 4-Pyr H 8-Oxo 7-49 4-F-Ph 4-Pyr H 8a-Me 7-50 4-F-Ph 4-Pyr H 8a-Et 7-51 4-F-Ph 4-Pyr H 8a-Pr 7-52 4-F-Ph 4-Pyr Me-7-53 4-F-Ph 4-Pyr Me 1-Me 7-54 4-F-Ph 4-Pyr Me 1-Et 7-55 4-F-Ph 4-Pyr Me 1-Pr 7-56 4-F-Ph 4-Pyr Me 1,1-diMe 7-57 4-F-Ph 4-Pyr Me 2-Me 7-58 4-F-Ph 4-Pyr Me 2-Et 7-59 4-F-Ph 4-Pyr Me 2-Pr 7-60 4-F-Ph 4-Pyr Me 2-Bu 7-61 4-F-Ph 4-Pyr Me 2-Allyl 7-62 4-F-Ph 4-Pyr Me 2-Ph 7-63 4-F-Ph 4-Pyr Me 2-Bn 7-64 4-F-Ph 4-Pyr Me 2 -Phet 7-65 4-F-Ph 4-Pyr Me 2,2-diMe 7-66 4-F-Ph 4-Pyr Me 2-OH 7-67 4-F-Ph 4-Pyr Me 2-MeO 7 -68 4-F-Ph 4-Pyr Me 2-EtO 7-69 4-F-Ph 4-Pyr Me 2-PrO 7-70 4-F-Ph 4-Pyr Me 2,2-di (MeO) 7-71 4-F-Ph 4-Pyr Me 2,2-di (EtO) 7-72 4-F-Ph 4- Pyr Me 2,2-OCH ₂ CH ₂ O- 7-73 4-F-Ph 4-Pyr Me 2-Oxo 7-74 4-F-Ph 4-Pyr Me 2-F 7-75 4-F-Ph 4-Pyr Me 2-Cl 7-76 4-F-Ph 4-Pyr Me 2-Br 7-77 4-F-Ph 4-Pyr Me 2-I 7-78 4-F-Ph 4-Pyr Me 2 , 2-diF 7-79 4-F-Ph 4-Pyr Me 2,2-diCl 7-80 4-F-Ph 4-Pyr Me 2,2-diBr 7-81 4-F-Ph 4-Pyr Me 3-Me 7-82 4-F-Ph 4-Pyr Me 3-Et 7-83 4-F-Ph 4-Pyr Me 3-Pr 7-84 4-F-Ph 4-Pyr Me 3,3-diMe 7-85 4-F-Ph 4-Pyr Me 5-Me 7-86 4-F-Ph 4-Pyr Me 5-Et 7-87 4-F-Ph 4-Pyr Me 5-Pr 7-88 4- F-Ph 4-Pyr Me 5,5-diMe 7-89 4-F-Ph 4-Pyr Me 6-Me 7-90 4-F-Ph 4-Pyr Me 6-Et 7-91 4-F-Ph 4-Pyr Me 6-Pr 7-92 4-F-Ph 4-Pyr Me 6-Ph 7-93 4-F-Ph 4-Pyr Me 8-Me 7-94 4-F-Ph 4-Pyr Me 8 -Et 7-95 4-F-Ph 4-Pyr Me 8-Pr 7-96 4-F-Ph 4-Pyr Me 8,8-diMe 7-97 4-F-Ph 4-Pyr Me 8,8- diF 7-98 4-F-Ph 4 -Pyr Me 8,8-CH 2 CH 2 - 7-99 4-F-Ph 4-Pyr Me 8-Oxo 7-100 4-F-Ph 4-Pyr Me 8a -Me 7-101 4-F-Ph 4-Pyr Me 8a-Et 7-102 4-F-Ph 4-Pyr Me 8a-Pr 7-103 4-F-Ph 4-Pyr H 2-> CH ₂ 7 -104 4-F-Ph 4-Pyr H 2-> CHMe 7-105 4-F-Ph 4-Pyr H 2-> CHEt 7-106 4-F-Ph 4-Pyr H 2-> CHPr 7-107 4-F-Ph 4-Pyr H 2-> C (Me) ₂ 7-108 4-F -Ph 4-Pyr H 2-> CHPh 7-109 4-F-Ph 4-Pyr H 2,2-diPh 7-110 4-F-Ph 4-Pyr H 2,2-O (CH ₂ ) ₃ O -7-111 4-F-Ph 4-Pyr H 2,2-OCH ₂ C (Me) ₂ CH ₂ O- 7-112 4-F-Ph 4-Pyr H 2,2- (CH ₂ ) _2- 7-113 4-F-Ph 4- Pyr H 2,2- (CH 2) 3 - 7-114 4-F-Ph 4-Pyr H 2,2- (CH 2) 4 - 7-115 4-F -Ph 4-Pyr H 2,2- (CH 2) 5 - 7-116 4-F-Ph 4-Pyr H 2-MeS 7-117 4-F-Ph 4-Pyr H 2-EtS 7-118 4 -F-Ph 4-Pyr H 2-PrS 7-119 4-F-Ph 4-Pyr H 2-BuS 7-120 4-F-Ph 4-Pyr H 2-MeSO ₂ 7-121 4-F-Ph 4-Pyr H 2-PhO 7-122 4-Cl-Ph 4-Pyr H 1-Me 7-123 4-Cl-Ph 4-Pyr H 1-Et 7-124 4-Cl-Ph 4-Pyr H 1 -Pr 7-125 4-Cl-Ph 4-Pyr H 1,1-diMe 7-126 4-Cl-Ph 4-Pyr H 2-Me 7-127 4-Cl-Ph 4-Pyr H 2-Et 7 -128 4-Cl-Ph 4-Pyr H 2-Pr 7-129 4-Cl-Ph 4-Pyr H 2-Bu 7-130 4-Cl-Ph 4-Pyr H 2-Allyl 7-131 4-Cl -Ph 4-Pyr H 2-Ph 7-132 4-Cl-Ph 4-Pyr H 2-Bn 7-133 4-Cl-Ph 4-Pyr H 2-Phet 7-134 4-Cl-Ph 4-Pyr H 2,2-diMe 7-135 4-Cl-Ph 4-Pyr H 2-OH 7-136 4-Cl-Ph 4-Pyr H 2-MeO 7-137 4-Cl-Ph 4-Pyr H 2- EtO 7-138 4-Cl-Ph 4-Py r H 2-PrO 7-139 4-Cl-Ph 4-Pyr H 2,2-di (MeO) 7-140 4-Cl-Ph 4-Pyr H 2,2-di (EtO) 7-141 4- Cl-Ph 4-Pyr H 2,2-OCH ₂ CH ₂ O- 7-142 4-Cl-Ph 4-Pyr H 2-Oxo 7-143 4-Cl-Ph 4-Pyr H 2-F 7-144 4-Cl-Ph 4-Pyr H 2-Cl 7-145 4-Cl-Ph 4-Pyr H 2-Br 7-146 4-Cl-Ph 4-Pyr H 2-I 7-147 4-Cl-Ph 4-Pyr H 2,2-diF 7-148 4-Cl-Ph 4-Pyr H 2,2-diCl 7-149 4-Cl-Ph 4-Pyr H 2,2-diBr 7-150 4-Cl- Ph 4-Pyr H 3-Me 7-151 4-Cl-Ph 4-Pyr H 3-Et 7-152 4-Cl-Ph 4-Pyr H 3-Pr 7-153 4-Cl-Ph 4-Pyr H 3,3-diMe 7-154 4-Cl-Ph 4-Pyr H 5-Me 7-155 4-Cl-Ph 4-Pyr H 5-Et 7-156 4-Cl-Ph 4-Pyr H 5-Pr 7-157 4-Cl-Ph 4-Pyr H 5,5-diMe 7-158 4-Cl-Ph 4-Pyr H 6-Me 7-159 4-Cl-Ph 4-Pyr H 6-Et 7-160 4-Cl-Ph 4-Pyr H 6-Pr 7-161 4-Cl-Ph 4-Pyr H 6,6-diMe 7-162 4-Cl-Ph 4-Pyr H 6-Oxo 7-163 4-Cl -Ph 4-Pyr H 8-Me 7-164 4-Cl-Ph 4-Pyr H 8-Et 7-165 4-Cl-Ph 4-Pyr H 8-Pr 7-166 4-Cl-Ph 4-Pyr H 8-Ph 7-167 4-Cl-Ph 4-Pyr H 8a-Me 7-168 4-Cl-Ph 4-Pyr H 8a-Et 7-169 4-Cl-Ph 4-Pyr H 8a-Pr 7 -170 4-Cl-Ph 4- Pyr H 6,6- (CH 2) 2 - 7-171 4-Cl-Ph 4-Pyr H 6,6-diF 7-172 4-Cl-Ph 4-Pyr H 2-> CH ₂ 7- 173 4-Cl-Ph 4-Pyr H 2-> CHMe 7-174 4-Cl-Ph 4-Pyr H 2-> CHEt 7-175 4-Cl-Ph 4-Pyr H 2-> CHPr 7-176 4 -Cl-Ph 4-Pyr H 2-> C (Me) ₂ 7-177 4-Cl-Ph 4-Pyr H 2-> CHPh 7-178 4-Cl-Ph 4-Pyr H 2,2-diPh 7 -179 4-Cl-Ph 4-Pyr H 2,2-O (CH ₂ ) ₃ O- 7-180 4-Cl-Ph 4-Pyr H 2,2-OCH ₂ C (Me) ₂ CH ₂ O- 7-181 4-Cl-Ph 4- Pyr H 2,2- (CH 2) 2 - 7-182 4-Cl-Ph 4-Pyr H 2,2- (CH 2) 3 - 7-183 4-Cl -Ph 4-Pyr H 2,2- (CH 2) 4 - 7-184 4-Cl-Ph 4-Pyr H 2,2- (CH 2) 5 - 7-185 4-Cl-Ph 4-Pyr H 2-MeS 7-186 4-Cl-Ph 4-Pyr H 2-EtS 7-187 4-Cl-Ph 4-Pyr H 2-PrS 7-188 4-Cl-Ph 4-Pyr H 2-BuS 7- 189 4-Cl-Ph 4-Pyr H 2-MeSO ₂ 7-190 4-Cl-Ph 4-Pyr H 2-PhO 7-191 4-F-Ph 4-Pyr H 2- (4-MeO-Ph) 7-192 4-F-Ph 4-Pyr H 2- (4-Me-Ph) 7-193 4-F-Ph 4-Pyr H 2- (4-F-Ph) 7-194 4-F-Ph 4-Pyr H 2- (4-CF ₃ -Ph) 7-195 4-F-Ph 4-Pyr H 2- (4-Cl-Ph) 7-196 4-F-Ph 4-Pyr H 2- ( 2,4-diF-Ph) 7-197 3-CF ₃ -Ph 4-Pyr H 2- (4-MeO-Ph) 7-198 3-CF ₃ -Ph 4-Pyr H 2- (4-Me- Ph) 7-199 3-CF ₃ -Ph 4-Pyr H 2- (4-F-Ph) 7-200 3-CF ₃ -Ph 4-Pyr H 2- (4-CF ₃ -Ph) 7-201 3-CF ₃ -Ph 4-Pyr H 2- (4-Cl-Ph) 7-202 3-CF ₃ -P h 4-Pyr H 2- (2,4-diF-Ph) 7-203 4-F-Ph 2-NH ₂ -4-Pym H 2-> CH ₂ 7-204 4-F-Ph 2-NH ₂ -4-Pym H 2-> CHMe 7-205 4-F-Ph 2-NH ₂ -4-Pym H 2-> CHEt 7-206 4-F-Ph 2-NH ₂ -4-Pym H 2-> CHPr 7-207 4-F-Ph 2-NH ₂ -4-Pym H 2-> C (Me) ₂ 7-208 4-F-Ph 2-NH ₂ -4-Pym H 2-> CHPh 7-209 4-F-Ph 2-NH ₂ -4-Pym H 2,2-diPh 7-210 4-F-Ph 2-NH ₂ -4-Pym H 2,2-O (CH ₂ ) ₃ O- 7- 211 4-F-Ph 2-NH ₂ -4-Pym H 2,2-OCH ₂ C (Me) ₂ CH ₂ O- 7-212 4-F-Ph 2-NH ₂ -4-Pym H 2,2 _{- (CH 2) 2 - 7-213} 4-F-Ph 2-NH 2 -4-Pym H 2,2- (CH 2) 3 - 7-214 4-F-Ph 2-NH 2 -4-Pym _{H 2,2- (CH 2) 4 -} 7-215 4-F-Ph 2-NH 2 -4-Pym H 2,2- (CH 2) 5 - 7-216 4-F-Ph 2-NH 2 -4-Pym H 2-MeS 7-217 4-F-Ph 2-NH ₂ -4-Pym H 2-EtS 7-218 4-F-Ph 2-NH ₂ -4-Pym H 2-PrS 7- 219 4-F-Ph 2-NH ₂ -4-Pym H 2-BuS 7-220 4-F-Ph 2-NH ₂ -4-Pym H 2-MeSO ₂ 7-221 4-F-Ph 2-NH ₂ -4-Pym H 2-PhO 7-222 4-Cl-Ph 2-NH ₂ -4-Pym H 1-Me 7-223 4-Cl-Ph 2-NH ₂ -4-Pym H 1-Et 7 -224 4-Cl-Ph 2-NH ₂ -4-Pym H 1-Pr 7-225 4-Cl-Ph 2-NH ₂ -4-Pym H 1,1-diMe 7-226 4-Cl-Ph 2 -NH ₂ -4-Pym H 2-Me 7-227 4-Cl-Ph 2-NH ₂ -4-Pym H 2-Et 7-2 28 4-Cl-Ph 2-NH ₂ -4-Pym H 2-Pr 7-229 4-Cl-Ph 2-NH ₂ -4-Pym H 2-Bu 7-230 4-Cl-Ph 2-NH ₂ -4-Pym H 2-Allyl 7-231 4-Cl-Ph 2-NH ₂ -4-Pym H 2-Ph 7-232 4-Cl-Ph 2-NH ₂ -4-Pym H 2-Bn 7- 233 4-Cl-Ph 2-NH ₂ -4-Pym H 2-Phet 7-234 4-Cl-Ph 2-NH ₂ -4-Pym H 2,2-diMe 7-235 4-Cl-Ph 2- NH ₂ -4-Pym H 2-OH 7-236 4-Cl-Ph 2-NH ₂ -4-Pym H 2-MeO 7-237 4-Cl-Ph 2-NH ₂ -4-Pym H 2-EtO 7-238 4-Cl-Ph 2-NH ₂ -4-Pym H 2-PrO 7-239 4-Cl-Ph 2-NH ₂ -4-Pym H 2,2-di (MeO) 7-240 4- Cl-Ph 2-NH ₂ -4-Pym H 2,2-di (EtO) 7-241 4-Cl-Ph 2-NH ₂ -4-Pym H 2,2-OCH ₂ CH ₂ O- 7-242 4-Cl-Ph 2-NH ₂ -4-Pym H 2-Oxo 7-243 4-Cl-Ph 2-NH ₂ -4-Pym H 2-F 7-244 4-Cl-Ph 2-NH _2- 4-Pym H 2-Cl 7-245 4-Cl-Ph 2-NH ₂ -4-Pym H 2-Br 7-246 4-Cl-Ph 2-NH ₂ -4-Pym H 2-I 7-247 4-Cl-Ph 2-NH ₂ -4-Pym H 2,2-diF 7-248 4-Cl-Ph 2-NH ₂ -4-Pym H 2,2-diCl 7-249 4-Cl-Ph 2 -NH ₂ -4-Pym H 2,2-diBr 7-250 4-Cl-Ph 2-NH ₂ -4-Pym H 3-Me 7-251 4-Cl-Ph 2-NH ₂ -4-Pym H 3-Et 7-252 4-Cl-Ph 2-NH ₂ -4-Pym H 3-Pr 7-253 4-Cl-Ph 2-NH ₂ -4-Pym H 3,3-diMe 7-254 4- Cl-Ph 2-NH ₂ -4-Pym H 5-Me 7-255 4-Cl-Ph 2-NH ₂ -4-Pym H 5-Et 7-256 4-Cl-Ph 2-NH ₂ -4-Pym H 5-Pr 7-257 4-Cl-Ph 2-NH _2- 4-Pym H 5,5-diMe 7-258 4-Cl-Ph 2-NH ₂ -4-Pym H 6-Me 7-259 4-Cl-Ph 2-NH ₂ -4-Pym H 6-Et 7 -260 4-Cl-Ph 2-NH ₂ -4-Pym H 6-Pr 7-261 4-Cl-Ph 2-NH ₂ -4-Pym H 6,6-diMe 7-262 4-Cl-Ph 2 -NH ₂ -4-Pym H 6-Oxo 7-263 4-Cl-Ph 2-NH ₂ -4-Pym H 8-Me 7-264 4-Cl-Ph 2-NH ₂ -4-Pym H 8- Et 7-265 4-Cl-Ph 2-NH ₂ -4-Pym H 8-Pr 7-266 4-Cl-Ph 2-NH ₂ -4-Pym H 8-Ph 7-267 4-Cl-Ph 2 -NH ₂ -4-Pym H 8a-Me 7-268 4-Cl-Ph 2-NH ₂ -4-Pym H 8a-Et 7-269 4-Cl-Ph 2-NH ₂ -4-Pym H 8a- Pr 7-270 4-Cl-Ph 2 -NH 2 -4-Pym H 6,6- (CH 2) 2 - 7-271 4-Cl-Ph 2-NH 2 -4-Pym H 6,6-diF 7-272 4-Cl-Ph 2-NH ₂ -4-Pym H 2-> CH ₂ 7-273 4-Cl-Ph 2-NH ₂ -4-Pym H 2-> CHMe 7-274 4-Cl- Ph 2-NH ₂ -4-Pym H 2-> CHEt 7-275 4-Cl-Ph 2-NH ₂ -4-Pym H 2-> CHPr 7-276 4-Cl-Ph 2-NH ₂ -4- Pym H 2-> C (Me) ₂ 7-277 4-Cl-Ph 2-NH ₂ -4-Pym H 2-> CHPh 7-278 4-Cl-Ph 2-NH ₂ -4-Pym H 2, 2-diPh 7-279 4-Cl-Ph 2-NH ₂ -4-Pym H 2,2-O (CH ₂ ) ₃ O- 7-280 4-Cl-Ph 2-NH ₂ -4-Pym H 2 , 2-OCH ₂ C (Me) ₂ CH ₂ O- 7-281 4-Cl _{-Ph 2-NH 2 -4-Pym} H 2,2- (CH 2) 2 - 7-282 4-Cl-Ph 2-NH 2 -4-Pym H 2,2- (CH 2) 3 - 7- 283 4-Cl-Ph 2- NH 2 -4-Pym H 2,2- (CH 2) 4 - 7-284 4-Cl-Ph 2-NH 2 -4-Pym H 2,2- (CH 2) _{5 - 7-285 4-Cl-Ph} 2-NH 2 -4-Pym H 2-MeS 7-286 4-Cl-Ph 2-NH 2 -4-Pym H 2-EtS 7-287 4-Cl-Ph 2-NH ₂ -4-Pym H 2-PrS 7-288 4-Cl-Ph 2-NH ₂ -4-Pym H 2-BuS 7-289 4-Cl-Ph 2-NH ₂ -4-Pym H 2 -MeSO ₂ 7-290 4-Cl-Ph 2-NH ₂ -4-Pym H 2-PhO 7-291 4-F-Ph 2-NH ₂ -4-Pym H 2- (4-MeO-Ph) 7 -292 4-F-Ph 2-NH ₂ -4-Pym H 2- (4-Me-Ph) 7-293 4-F-Ph 2-NH ₂ -4-Pym H 2- (4-F-Ph ) 7-294 4-F-Ph 2-NH ₂ -4-Pym H 2- (4-CF ₃ -Ph) 7-295 4-F-Ph 2-NH ₂ -4-Pym H 2- (4- Cl-Ph) 7-296 4-F-Ph 2-NH ₂ -4-Pym H 2- (2,4-diF-Ph) 7-297 3-CF ₃ -Ph 2-NH ₂ -4-Pym H 2- (4-MeO-Ph) 7-298 3-CF ₃ -Ph 2-NH ₂ -4-Pym H 2- (4-Me-Ph) 7-299 3-CF ₃ -Ph 2-NH _2- 4-Pym H 2- (4-F-Ph) 7-300 3-CF ₃ -Ph 2-NH ₂ -4-Pym H 2- (4-CF ₃ -Ph) 7-301 3-CF ₃ -Ph 2-NH ₂ -4-Pym H 2- (4-Cl-Ph) 7-302 3-CF ₃ -Ph 2-NH ₂ -4-Pym H 2- (2,4-diF-Ph) 7-303 4-F-Ph 4-Pyr Me 2-> CH ₂ 7-304 4-F-Ph 4-Pyr Me 2-> CHMe 7-305 4-F-Ph 4-Pyr Me 2-> CHEt 7-306 4-F-Ph 4-Pyr Me 2-> CHPr 7-307 4-F-Ph 4-Pyr Me 2-> C (Me) ₂ 7-308 4-F-Ph 4 -Pyr Me 2-> CHPh 7-309 4-F-Ph 4-Pyr Me 2,2-diPh 7-310 4-F-Ph 4-Pyr Me 2,2-O (CH ₂ ) ₃ O- 7- 311 4-F-Ph 4- Pyr Me 2,2-OCH 2 C (Me) 2 CH 2 O- 7-312 4-F-Ph 4-Pyr Me 2,2- (CH 2) 2 - 7-313 4-F-Ph 4-Pyr Me 2,2- (CH 2) 3 - 7-314 4-F-Ph 4-Pyr Me 2,2- (CH 2) 4 - 7-315 4-F-Ph 4 _{-Pyr Me 2,2- (CH 2) 5} - 7-316 4-F-Ph 4-Pyr Me 2-MeS 7-317 4-F-Ph 4-Pyr Me 2-EtS 7-318 4-F- Ph 4-Pyr Me 2-PrS 7-319 4-F-Ph 4-Pyr Me 2-BuS 7-320 4-F-Ph 4-Pyr Me 2-MeSO ₂ 7-321 4-F-Ph 4-Pyr Me 2-PhO 7-322 4-Cl-Ph 4-Pyr Me 1-Me 7-323 4-Cl-Ph 4-Pyr Me 1-Et 7-324 4-Cl-Ph 4-Pyr Me 1-Pr 7 -325 4-Cl-Ph 4-Pyr Me 1,1-diMe 7-326 4-Cl-Ph 4-Pyr Me 2-Me 7-327 4-Cl-Ph 4-Pyr Me 2-Et 7-328 4 -Cl-Ph 4-Pyr Me 2-Pr 7-329 4-Cl-Ph 4-Pyr Me 2-Bu 7-330 4-Cl-Ph 4-Pyr Me 2-Allyl 7-331 4-Cl-Ph 4 -Pyr Me 2-Ph 7-332 4-Cl-Ph 4-Pyr Me 2-Bn 7-333 4-Cl-Ph 4-Pyr Me 2-Phet 7-334 4-Cl-Ph 4-Pyr Me 2, 2-diMe 7-335 4-Cl-Ph 4-Pyr Me 2-OH 7-336 4-Cl-Ph 4-Pyr Me 2-MeO 7-337 4-Cl-Ph 4-Pyr Me 2-EtO 7-338 4-Cl-Ph 4-Pyr Me 2-PrO 7-339 4-Cl-Ph 4-Pyr Me 2,2-di (MeO) 7-340 4-Cl-Ph 4-Pyr Me 2,2-di (EtO) 7-341 4-Cl-Ph 4-Pyr Me 2,2-OCH ₂ CH ₂ O- 7-342 4-Cl-Ph 4-Pyr Me 2-Oxo 7-343 4 -Cl-Ph 4-Pyr Me 2-F 7-344 4-Cl-Ph 4-Pyr Me 2-Cl 7-345 4-Cl-Ph 4-Pyr Me 2-Br 7-346 4-Cl-Ph 4 -Pyr Me 2-I 7-347 4-Cl-Ph 4-Pyr Me 2,2-diF 7-348 4-Cl-Ph 4-Pyr Me 2,2-diCl 7-349 4-Cl-Ph 4- Pyr Me 2,2-diBr 7-350 4-Cl-Ph 4-Pyr Me 3-Me 7-351 4-Cl-Ph 4-Pyr Me 3-Et 7-352 4-Cl-Ph 4-Pyr Me 3 -Pr 7-353 4-Cl-Ph 4-Pyr Me 3,3-diMe 7-354 4-Cl-Ph 4-Pyr Me 5-Me 7-355 4-Cl-Ph 4-Pyr Me 5-Et 7 -356 4-Cl-Ph 4-Pyr Me 5-Pr 7-357 4-Cl-Ph 4-Pyr Me 5,5-diMe 7-358 4-Cl-Ph 4-Pyr Me 6-Me 7-359 4 -Cl-Ph 4-Pyr Me 6-Et 7-360 4-Cl-Ph 4-Pyr Me 6-Pr 7-361 4-Cl-Ph 4-Pyr Me 6,6-diMe 7-362 4-Cl- Ph 4-Pyr Me 6-Oxo 7-363 4-Cl-Ph 4-Pyr Me 8-Me 7-364 4-Cl-Ph 4-Pyr Me 8-Et 7-365 4-Cl-Ph 4-Pyr Me 8-Pr 7-366 4-Cl-Ph 4-Pyr Me 8-Ph 7-367 4-Cl-Ph 4-Pyr Me 8a-Me 7-368 4-Cl-Ph 4-Pyr Me 8a-Et 7- 369 4-Cl-Ph 4- Pyr Me 8a-Pr 7-370 4-Cl-Ph 4-Pyr Me 6,6- (CH 2) 2 - 7- 371 4-Cl-Ph 4-Pyr Me 6,6-diF 7-372 4-Cl-Ph 4-Pyr Me 2-> CH ₂ 7-373 4-Cl-Ph 4-Pyr Me 2-> CHMe 7- 374 4-Cl-Ph 4-Pyr Me 2-> CHEt 7-375 4-Cl-Ph 4-Pyr Me 2-> CHPr 7-376 4-Cl-Ph 4-Pyr Me 2-> C (Me) ₂ 7-377 4-Cl-Ph 4-Pyr Me 2-> CHPh 7-378 4-Cl-Ph 4-Pyr Me 2,2-diPh 7-379 4-Cl-Ph 4-Pyr Me 2,2-O (CH ₂ ) ₃ O- 7-380 4-Cl-Ph 4-Pyr Me 2,2-OCH ₂ C (Me) ₂ CH ₂ O- 7-381 4-Cl-Ph 4-Pyr Me 2,2- _{(CH 2) 2 - 7-382 4} -Cl-Ph 4-Pyr Me 2,2- (CH 2) 3 - 7-383 4-Cl-Ph 4-Pyr Me 2,2- (CH 2) 4 - 7-384 4-Cl-Ph 4- Pyr Me 2,2- (CH 2) 5 - 7-385 4-Cl-Ph 4-Pyr Me 2-MeS 7-386 4-Cl-Ph 4-Pyr Me 2 -EtS 7-387 4-Cl-Ph 4-Pyr Me 2-PrS 7-388 4-Cl-Ph 4-Pyr Me 2-BuS 7-389 4-Cl-Ph 4-Pyr Me 2-MeSO ₂ 7- 390 4-Cl-Ph 4-Pyr Me 2-PhO 7-391 4-F-Ph 4-Pyr Me 2- (4-MeO-Ph) 7-392 4-F-Ph 4-Pyr Me 2- (4 -Me-Ph) 7-393 4-F-Ph 4-Pyr Me 2- (4-F-Ph) 7-394 4-F-Ph 4-Pyr Me 2- (4-CF ₃ -Ph) 7- 395 4-F-Ph 4-Pyr Me 2- (4-Cl-Ph) 7-396 4-F-Ph 4-Pyr Me 2- (2,4-diF-Ph) 7-397 3-CF _3- Ph 4-Pyr Me 2- (4-MeO-Ph) 7-398 3-CF ₃ -Ph 4-Pyr Me 2- (4-Me-Ph) 7-399 3-CF ₃ -Ph 4-Pyr Me 2 -(4-F-Ph) 7-4 00 3-CF ₃ -Ph 4-Pyr Me 2- (4-CF ₃ -Ph) 7-401 3-CF ₃ -Ph 4-Pyr Me 2- (4-Cl-Ph) 7-402 3-CF ₃ -Ph 4-Pyr Me 2- (2,4-diF-Ph) 7-403 4-F-Ph 2-NH ₂ -4-Pym Me 2-> CH ₂ 7-404 4-F-Ph 2-NH ₂ -4-Pym Me 2-> CHMe 7-405 4-F-Ph 2-NH ₂ -4-Pym Me 2-> CHEt 7-406 4-F-Ph 2-NH ₂ -4-Pym Me 2- > CHPr 7-407 4-F-Ph 2-NH ₂ -4-Pym Me 2-> C (Me) ₂ 7-408 4-F-Ph 2-NH ₂ -4-Pym Me 2-> CHPh 7- 409 4-F-Ph 2-NH ₂ -4-Pym Me 2,2-diPh 7-410 4-F-Ph 2-NH ₂ -4-Pym Me 2,2-O (CH ₂ ) ₃ O- 7 -411 4-F-Ph 2-NH ₂ -4-Pym Me 2,2-OCH ₂ C (Me) ₂ CH ₂ O- 7-412 4-F-Ph 2-NH ₂ -4-Pym Me 2, _{2- (CH 2) 2 - 7-413} 4-F-Ph 2-NH 2 -4-Pym Me 2,2- (CH 2) 3 - 7-414 4-F-Ph 2-NH 2 -4- _{Pym Me 2,2- (CH 2) 4} - 7-415 4-F-Ph 2-NH 2 -4-Pym Me 2,2- (CH 2) 5 - 7-416 4-F-Ph 2-NH ₂ -4-Pym Me 2-MeS 7-417 4-F-Ph 2-NH ₂ -4-Pym Me 2-EtS 7-418 4-F-Ph 2-NH ₂ -4-Pym Me 2-PrS 7 -419 4-F-Ph 2-NH ₂ -4-Pym Me 2-BuS 7-420 4-F-Ph 2-NH ₂ -4-Pym Me 2-MeSO ₂ 7-421 4-F-Ph 2- NH ₂ -4-Pym Me 2-PhO 7-422 4-Cl-Ph 2-NH ₂ -4-Pym Me 1-Me 7-423 4-Cl-Ph 2-NH ₂ -4-Pym Me 1-Et 7-424 4-Cl-Ph 2-NH ₂ -4-Pym Me 1-P r 7-425 4-Cl-Ph 2-NH ₂ -4-Pym Me 1,1-diMe 7-426 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Me 7-427 4-Cl- Ph 2-NH ₂ -4-Pym Me 2-Et 7-428 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Pr 7-429 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Bu 7-430 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Allyl 7-431 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Ph 7-432 4-Cl- Ph 2-NH ₂ -4-Pym Me 2-Bn 7-433 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Phet 7-434 4-Cl-Ph 2-NH ₂ -4-Pym Me 2,2-diMe 7-435 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-OH 7-436 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-MeO 7-437 4- Cl-Ph 2-NH ₂ -4-Pym Me 2-EtO 7-438 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-PrO 7-439 4-Cl-Ph 2-NH ₂ -4- Pym Me 2,2-di (MeO) 7-440 4-Cl-Ph 2-NH ₂ -4-Pym Me 2,2-di (EtO) 7-441 4-Cl-Ph 2-NH ₂ -4- Pym Me 2,2-OCH ₂ CH ₂ O- 7-442 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Oxo 7-443 4-Cl-Ph 2-NH ₂ -4-Pym Me 2 -F 7-444 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Cl 7-445 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Br 7-446 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-I 7-447 4-Cl-Ph 2-NH ₂ -4-Pym Me 2,2-diF 7-448 4-Cl-Ph 2-NH ₂ -4-Pym Me 2,2-diCl 7-449 4-Cl-Ph 2-NH ₂ -4-Pym Me 2,2-diBr 7-450 4-Cl-Ph 2-NH ₂ -4-Pym Me 3-Me 7- 451 4-C l-Ph 2-NH ₂ -4-Pym Me 3-Et 7-452 4-Cl-Ph 2-NH ₂ -4-Pym Me 3-Pr 7-453 4-Cl-Ph 2-NH ₂ -4- Pym Me 3,3-diMe 7-454 4-Cl-Ph 2-NH ₂ -4-Pym Me 5-Me 7-455 4-Cl-Ph 2-NH ₂ -4-Pym Me 5-Et 7-456 4-Cl-Ph 2-NH ₂ -4-Pym Me 5-Pr 7-457 4-Cl-Ph 2-NH ₂ -4-Pym Me 5,5-diMe 7-458 4-Cl-Ph 2-NH ₂ -4-Pym Me 6-Me 7-459 4-Cl-Ph 2-NH ₂ -4-Pym Me 6-Et 7-460 4-Cl-Ph 2-NH ₂ -4-Pym Me 6-Pr 7 -461 4-Cl-Ph 2-NH ₂ -4-Pym Me 6,6-diMe 7-462 4-Cl-Ph 2-NH ₂ -4-Pym Me 6-Oxo 7-463 4-Cl-Ph 2 -NH ₂ -4-Pym Me 8-Me 7-464 4-Cl-Ph 2-NH ₂ -4-Pym Me 8-Et 7-465 4-Cl-Ph 2-NH ₂ -4-Pym Me 8- Pr 7-466 4-Cl-Ph 2-NH ₂ -4-Pym Me 8-Ph 7-467 4-Cl-Ph 2-NH ₂ -4-Pym Me 8a-Me 7-468 4-Cl-Ph 2 -NH ₂ -4-Pym Me 8a-Et 7-469 4-Cl-Ph 2-NH ₂ -4-Pym Me 8a-Pr 7-470 4-Cl-Ph 2-NH ₂ -4-Pym Me 6, _{6- (CH 2) 2 - 7-471} 4-Cl-Ph 2-NH 2 -4-Pym Me 6,6-diF 7-472 4-Cl-Ph 2-NH 2 -4-Pym Me 2-> CH ₂ 7-473 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-> CHMe 7-474 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-> CHEt 7-475 4-Cl -Ph 2-NH ₂ -4-Pym Me 2-> CHPr 7-476 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-> C (Me) ₂ 7-477 4-Cl-Ph 2- NH ₂ -4-P ym Me 2-> CHPh 7-478 4-Cl-Ph 2-NH ₂ -4-Pym Me 2,2-diPh 7-479 4-Cl-Ph 2-NH ₂ -4-Pym Me 2,2-O (CH ₂ ) ₃ O- 7-480 4-Cl-Ph 2-NH ₂ -4-Pym Me 2,2-OCH ₂ C (Me) ₂ CH ₂ O- 7-481 4-Cl-Ph 2-NH _{2 -4-Pym Me 2,2- (CH} 2) 2 - 7-482 4-Cl-Ph 2-NH 2 -4-Pym Me 2,2- (CH 2) 3 - 7-483 4-Cl- _{Ph 2-NH 2 -4-Pym} Me 2,2- (CH 2) 4 - 7-484 4-Cl-Ph 2-NH 2 -4-Pym Me 2,2- (CH 2) 5 - 7-485 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-MeS 7-486 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-EtS 7-487 4-Cl-Ph 2-NH _2- 4-Pym Me 2-PrS 7-488 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-BuS 7-489 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-MeSO ₂ 7- 490 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-PhO 7-491 4-F-Ph 2-NH ₂ -4-Pym Me 2- (4-MeO-Ph) 7-492 4-F -Ph 2-NH ₂ -4-Pym Me 2- (4-Me-Ph) 7-493 4-F-Ph 2-NH ₂ -4-Pym Me 2- (4-F-Ph) 7-494 4 -F-Ph 2-NH ₂ -4-Pym Me 2- (4-CF ₃ -Ph) 7-495 4-F-Ph 2-NH ₂ -4-Pym Me 2- (4-Cl-Ph) 7 -496 4-F-Ph 2-NH ₂ -4-Pym Me 2- (2,4-diF-Ph) 7-497 3-CF ₃ -Ph 2-NH ₂ -4-Pym Me 2- (4- MeO-Ph) 7-498 3-CF ₃ -Ph 2-NH ₂ -4-Pym Me 2- (4-Me-Ph) 7-499 3-CF ₃ -Ph 2-NH ₂ -4-Pym Me 2 -(4-F-Ph) 7-500 3-CF ₃ -Ph 2-NH ₂ -4-Pym Me 2- (4-CF ₃ -Ph) 7-501 3-CF ₃ -Ph 2-NH ₂ -4-Pym Me 2- (4-Cl-Ph) 7-502 3-CF ₃ -Ph 2-NH ₂ -4-Pym Me 2- (2,4-diF-Ph) 7-503 4-Cl-Ph 4-Pyr H-7-504 4-Cl-Ph 4-Pyr H 2- (4-MeO-Ph ) 7-505 4-Cl-Ph 4-Pyr H 2- (4-Me-Ph) 7-506 4-Cl-Ph 4-Pyr H 2- (4-F-Ph) 7-507 4-Cl- Ph 4-Pyr H 2- (4-CF ₃ -Ph) 7-508 4-Cl-Ph 4-Pyr H 2- (4-Cl-Ph) 7-509 4-Cl-Ph 4-Pyr H 2- (2,4-diF-Ph) 7-510 4-Cl-Ph 4-Pyr Me-7-511 4-Cl-Ph 4-Pyr Me 2- (4-MeO-Ph) 7-512 4-Cl- Ph 4-Pyr Me 2- (4-Me-Ph) 7-513 4-Cl-Ph 4-Pyr Me 2- (4-F-Ph) 7-514 4-Cl-Ph 4-Pyr Me 2- ( 4-CF ₃ -Ph) 7-515 4-Cl-Ph 4-Pyr Me 2- (4-Cl-Ph) 7-516 4-Cl-Ph 4-Pyr Me 2- (2,4-diF-Ph ) 7-517 4-Cl-Ph 2-NH ₂ -4-Pym H-7-518 4-Cl-Ph 2-NH ₂ -4-Pym Me-------------- ----------------------------------------------

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[0107]

[Table 8] Table 8 -------------------------------------------- --------------- Compound number R ¹ R ² R ⁴ R ⁵ ------------------------ ----------------------------------- 8-1 4-F-Ph 4-Pyr Me-8- 2 4-F-Ph 4-Pyr Me 1-Me 8-3 4-F-Ph 4-Pyr Me 1-Et 8-4 4-F-Ph 4-Pyr Me 1-Pr 8-5 4-F- Ph 4-Pyr Me 1,1-diMe 8-6 4-F-Ph 4-Pyr Me 2-Me 8-7 4-F-Ph 4-Pyr Me 2-Et 8-8 4-F-Ph 4- Pyr Me 2-Pr 8-9 4-F-Ph 4-Pyr Me 2-Bu 8-10 4-F-Ph 4-Pyr Me 2-Allyl 8-11 4-F-Ph 4-Pyr Me 2-Ph 8-12 4-F-Ph 4-Pyr Me 2-Bn 8-13 4-F-Ph 4-Pyr Me 2-Phet 8-14 4-F-Ph 4-Pyr Me 2,2-diMe 8-15 4-F-Ph 4-Pyr Me 2-OH 8-16 4-F-Ph 4-Pyr Me 2-MeO 8-17 4-F-Ph 4-Pyr Me 2-EtO 8-18 4-F-Ph 4-Pyr Me 2-PrO 8-19 4-F-Ph 4-Pyr Me 2,2-di (MeO) 8-20 4-F-Ph 4-Pyr Me 2,2-di (EtO) 8-21 4-F-Ph 4-Pyr Me 2,2-OCH ₂ CH ₂ O- 8-22 4-F-Ph 4-Pyr Me 2-Oxo 8-23 4-F-Ph 4-Pyr Me 2-F 8 -24 4-F-Ph 4-Pyr Me 2-Cl 8-25 4-F-Ph 4-Pyr Me 2-Br 8-26 4-F-Ph 4-Pyr Me 2-I 8-27 4-F -Ph 4-Pyr Me 2,2-diF 8-28 4-F-Ph 4-Pyr Me 2,2-diCl 8-29 4-F-Ph 4-Pyr Me 2,2-diBr 8-30 4- F-Ph 4-Pyr Me 3-Me 8-31 4-F-Ph 4-Pyr Me 3-Et 8-32 4-F-Ph 4-Pyr Me 3-Pr 8-33 4-F-Ph 4-Pyr Me 3,3-diMe 8-34 4-F -Ph 4-Pyr Me 5-Me 8-35 4-F-Ph 4-Pyr Me 5-Et 8-36 4-F-Ph 4-Pyr Me 5-Pr 8-37 4-F-Ph 4-Pyr Me 5,5-diMe 8-38 4-F-Ph 4-Pyr Me 6-Me 8-39 4-F-Ph 4-Pyr Me 6-Et 8-40 4-F-Ph 4-Pyr Me 6- Pr 8-41 4-F-Ph 4-Pyr Me 6-Ph 8-42 4-F-Ph 4-Pyr Me 8-Me 8-43 4-F-Ph 4-Pyr Me 8-Et 8-44 4 -F-Ph 4-Pyr Me 8-Pr 8-45 4-F-Ph 4-Pyr Me 8,8-diMe 8-46 4-F-Ph 4-Pyr Me 8,8-diF 8-47 4- F-Ph 4-Pyr Me 8,8 -CH 2 CH 2 - 8-48 4-F-Ph 4-Pyr Me 8-Oxo 8-49 4-F-Ph 4-Pyr Me 8a-Me 8-50 4 -F-Ph 4-Pyr Me 8a-Et 8-51 4-F-Ph 4-Pyr Me 8a-Pr 8-51 4-F-Ph 4-Pyr Me 8a-Pr 8-52 4-F-Ph 4 -Pyr Me 2-> CH ₂ 8-53 4-F-Ph 4-Pyr Me 2-> CHMe 8-54 4-F-Ph 4-Pyr Me 2-> CHEt 8-55 4-F-Ph 4- Pyr Me 2-> CHPr 8-56 4-F-Ph 4-Pyr Me 2-> C (Me) ₂ 8-57 4-F-Ph 4-Pyr Me 2-> CHPh 8-58 4-F-Ph 4-Pyr Me 2,2-diPh 8-59 4-F-Ph 4-Pyr Me 2,2-O (CH ₂ ) ₃ O-8-60 4-F-Ph 4-Pyr Me 2,2-OCH _{2 C (Me) 2 CH 2} O- 8-61 4-F-Ph 4-Pyr Me 2,2- (CH 2) 2 - 8-62 4-F-Ph 4-Pyr Me 2,2- (CH _{2) 3 - 8-63 4-F} -Ph 4-Pyr Me 2,2- (CH 2) 4 - 8-64 4-F-Ph 4 -Pyr Me 2,2- (CH 2) 5 - 8-65 4-F-Ph 4-Pyr Me 2-MeS 8-66 4-F-Ph 4-Pyr Me 2-EtS 8-67 4-F-Ph 4-Pyr Me 2-PrS 8-68 4-F-Ph 4-Pyr Me 2-BuS 8-69 4-F-Ph 4-Pyr Me 2-MeSO ₂ 8 -70 4-F-Ph 4-Pyr Me 2-PhO 8-71 4-Cl-Ph 4-Pyr Me 1-Me 8-72 4-Cl-Ph 4-Pyr Me 1-Et 8-73 4-Cl -Ph 4-Pyr Me 1-Pr 8-74 4-Cl-Ph 4-Pyr Me 1,1-diMe 8-75 4-Cl-Ph 4-Pyr Me 2-Me 8-76 4-Cl-Ph 4 -Pyr Me 2-Et 8-77 4-Cl-Ph 4-Pyr Me 2-Pr 8-78 4-Cl-Ph 4-Pyr Me 2-Bu 8-79 4-Cl-Ph 4-Pyr Me 2- Allyl 8-80 4-Cl-Ph 4-Pyr Me 2-Ph 8-81 4-Cl-Ph 4-Pyr Me 2-Bn 8-82 4-Cl-Ph 4-Pyr Me 2-Phet 8-83 4 -Cl-Ph 4-Pyr Me 2,2-diMe 8-84 4-Cl-Ph 4-Pyr Me 2-OH 8-85 4-Cl-Ph 4-Pyr Me 2-MeO 8-86 4-Cl- Ph 4-Pyr Me 2-EtO 8-87 4-Cl-Ph 4-Pyr Me 2-PrO 8-88 4-Cl-Ph 4-Pyr Me 2,2-di (MeO) 8-89 4-Cl- Ph 4-Pyr Me 2,2-di (EtO) 8-90 4-Cl-Ph 4-Pyr Me 2,2-OCH ₂ CH ₂ O- 8-91 4-Cl-Ph 4-Pyr Me 2-Oxo 8-92 4-Cl-Ph 4-Pyr Me 2-F 8-93 4-Cl-Ph 4-Pyr Me 2-Cl 8-94 4-Cl-Ph 4-Pyr Me 2-Br 8-95 4- Cl-Ph 4-Pyr Me 2-I 8-96 4-Cl-Ph 4-Pyr Me 2,2-diF 8-97 4-Cl-Ph 4-Pyr Me 2,2-diCl 8-98 4-Cl -Ph 4-Pyr Me 2,2-diBr 8-99 4-Cl-Ph 4-Pyr Me 3-Me 8-100 4-Cl-Ph 4-Pyr Me 3-Et 8-101 4-Cl-Ph 4-Pyr Me 3- Pr 8-102 4-Cl-Ph 4-Pyr Me 3,3-diMe 8-103 4-Cl-Ph 4-Pyr Me 5-Me 8-104 4-Cl-Ph 4-Pyr Me 5-Et 8- 105 4-Cl-Ph 4-Pyr Me 5-Pr 8-106 4-Cl-Ph 4-Pyr Me 5,5-diMe 8-107 4-Cl-Ph 4-Pyr Me 6-Me 8-108 4- Cl-Ph 4-Pyr Me 6-Et 8-109 4-Cl-Ph 4-Pyr Me 6-Pr 8-110 4-Cl-Ph 4-Pyr Me 6,6-diMe 8-111 4-Cl-Ph 4-Pyr Me 6-Oxo 8-112 4-Cl-Ph 4-Pyr Me 8-Me 8-113 4-Cl-Ph 4-Pyr Me 8-Et 8-114 4-Cl-Ph 4-Pyr Me 8 -Pr 8-115 4-Cl-Ph 4-Pyr Me 8-Ph 8-116 4-Cl-Ph 4-Pyr Me 8a-Me 8-117 4-Cl-Ph 4-Pyr Me 8a-Et 8-118 4-Cl-Ph 4-Pyr Me 8a-Pr 8-119 4-Cl-Ph 4-Pyr Me 6,6- (CH 2) 2 - 8-120 4-Cl-Ph 4-Pyr Me 6,6- diF 8-121 4-Cl-Ph 4-Pyr Me 2-> CH ₂ 8-122 4-Cl-Ph 4-Pyr Me 2-> CHMe 8-123 4-Cl-Ph 4-Pyr Me 2-> CHEt 8-124 4-Cl-Ph 4-Pyr Me 2-> CHPr 8-125 4-Cl-Ph 4-Pyr Me 2-> C (Me) ₂ 8-126 4-Cl-Ph 4-Pyr Me 2- > CHPh 8-127 4-Cl-Ph 4-Pyr Me 2,2-diPh 8-128 4-Cl-Ph 4-Pyr Me 2,2-O (CH ₂ ) ₃ O- 8-129 4-Cl- Ph 4-Pyr Me 2,2-OCH ₂ C (Me) ₂ CH ₂ O- 8-130 4-Cl-Ph 4-Pyr Me 2,2- (CH _{2) 2 - 8-131 4-Cl} -Ph 4-Pyr Me 2,2- (CH 2) 3 - 8-132 4-Cl-Ph 4-Pyr Me 2,2- (CH 2) 4 - 8- 133 4-Cl-Ph 4- Pyr Me 2,2- (CH 2) 5 - 8-134 4-Cl-Ph 4-Pyr Me 2-MeS 8-135 4-Cl-Ph 4-Pyr Me 2-EtS 8-136 4-Cl-Ph 4-Pyr Me 2-PrS 8-137 4-Cl-Ph 4-Pyr Me 2-BuS 8-138 4-Cl-Ph 4-Pyr Me 2-MeSO ₂ 8-139 4 -Cl-Ph 4-Pyr Me 2-PhO 8-140 4-F-Ph 4-Pyr Me 2- (4-MeO-Ph) 8-141 4-F-Ph 4-Pyr Me 2- (4-Me -Ph) 8-142 4-F-Ph 4-Pyr Me 2- (4-F-Ph) 8-143 4-F-Ph 4-Pyr Me 2- (4-CF ₃ -Ph) 8-144 4 -F-Ph 4-Pyr Me 2- (4-Cl-Ph) 8-145 4-F-Ph 4-Pyr Me 2- (2,4-diF-Ph) 8-146 3-CF ₃ -Ph 4 -Pyr Me 2- (4-MeO-Ph) 8-147 3-CF ₃ -Ph 4-Pyr Me 2- (4-Me-Ph) 8-148 3-CF ₃ -Ph 4-Pyr Me 2- ( 4-F-Ph) 8-149 3-CF ₃ -Ph 4-Pyr Me 2- (4-CF ₃ -Ph) 8-150 3-CF ₃ -Ph 4-Pyr Me 2- (4-Cl-Ph ) 8-151 3-CF ₃ -Ph 4-Pyr Me 2- (2,4-diF-Ph) 8-152 4-F-Ph 2-NH ₂ -4-Pym Me 2-> CH ₂ 8-153 4-F-Ph 2-NH ₂ -4-Pym Me 2-> CHMe 8-154 4-F-Ph 2-NH ₂ -4-Pym Me 2-> CHEt 8-155 4-F-Ph 2-NH ₂ -4-Pym Me 2-> CHPr 8-156 4-F-Ph 2-NH ₂ -4-Pym Me 2-> C (Me) ₂ 8-157 4-F-Ph 2-NH ₂ -4- Pym Me 2-> CHPh 8-158 4-F-Ph 2-NH ₂ -4- Pym Me 2,2-diPh 8-159 4-F-Ph 2-NH ₂ -4-Pym Me 2,2-O (CH ₂ ) ₃ O- 8-160 4-F-Ph 2-NH ₂ -4 _{-Pym Me 2,2-OCH 2 C (} Me) 2 CH 2 O- 8-161 4-F-Ph 2-NH 2 -4-Pym Me 2,2- (CH 2) 2 - 8-162 4- _{F-Ph 2-NH 2 -4} -Pym Me 2,2- (CH 2) 3 - 8-163 4-F-Ph 2-NH 2 -4-Pym Me 2,2- (CH 2) 4 - 8 -164 4-F-Ph 2- NH 2 -4-Pym Me 2,2- (CH 2) 5 - 8-165 4-F-Ph 2-NH 2 -4-Pym Me 2-MeS 8-166 4 -F-Ph 2-NH ₂ -4-Pym Me 2-EtS 8-167 4-F-Ph 2-NH ₂ -4-Pym Me 2-PrS 8-168 4-F-Ph 2-NH ₂ -4 -Pym Me 2-BuS 8-169 4-F-Ph 2-NH ₂ -4-Pym Me 2-MeSO ₂ 8-170 4-F-Ph 2-NH ₂ -4-Pym Me 2-PhO 8-171 4-Cl-Ph 2-NH ₂ -4-Pym Me 1-Me 8-172 4-Cl-Ph 2-NH ₂ -4-Pym Me 1-Et 8-173 4-Cl-Ph 2-NH _2- 4-Pym Me 1-Pr 8-174 4-Cl-Ph 2-NH ₂ -4-Pym Me 1,1-diMe 8-175 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Me 8 -176 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Et 8-177 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Pr 8-178 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Bu 8-179 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Allyl 8-180 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Ph 8 -181 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Bn 8-182 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Phet 8-183 4-Cl-Ph 2-NH ₂ -4-Pym Me 2,2-d iMe 8-184 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-OH 8-185 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-MeO 8-186 4-Cl-Ph 2 -NH ₂ -4-Pym Me 2-EtO 8-187 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-PrO 8-188 4-Cl-Ph 2-NH ₂ -4-Pym Me 2, 2-di (MeO) 8-189 4-Cl-Ph 2-NH ₂ -4-Pym Me 2,2-di (EtO) 8-190 4-Cl-Ph 2-NH ₂ -4-Pym Me 2, 2-OCH ₂ CH ₂ O- 8-191 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Oxo 8-192 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-F 8- 193 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Cl 8-194 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-Br 8-195 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-I 8-196 4-Cl-Ph 2-NH ₂ -4-Pym Me 2,2-diF 8-197 4-Cl-Ph 2-NH ₂ -4-Pym Me 2,2 -diCl 8-198 4-Cl-Ph 2-NH ₂ -4-Pym Me 2,2-diBr 8-199 4-Cl-Ph 2-NH ₂ -4-Pym Me 3-Me 8-200 4-Cl -Ph 2-NH ₂ -4-Pym Me 3-Et 8-201 4-Cl-Ph 2-NH ₂ -4-Pym Me 3-Pr 8-202 4-Cl-Ph 2-NH ₂ -4-Pym Me 3,3-diMe 8-203 4-Cl-Ph 2-NH ₂ -4-Pym Me 5-Me 8-204 4-Cl-Ph 2-NH ₂ -4-Pym Me 5-Et 8-205 4 -Cl-Ph 2-NH ₂ -4-Pym Me 5-Pr 8-206 4-Cl-Ph 2-NH ₂ -4-Pym Me 5,5-diMe 8-207 4-Cl-Ph 2-NH ₂ -4-Pym Me 6-Me 8-208 4-Cl-Ph 2-NH ₂ -4-Pym Me 6-Et 8-209 4-Cl-Ph 2-NH ₂ -4-Pym Me 6-Pr 8- 210 4-Cl-P h 2-NH ₂ -4-Pym Me 6,6-diMe 8-211 4-Cl-Ph 2-NH ₂ -4-Pym Me 6-Oxo 8-212 4-Cl-Ph 2-NH ₂ -4- Pym Me 8-Me 8-213 4-Cl-Ph 2-NH ₂ -4-Pym Me 8-Et 8-214 4-Cl-Ph 2-NH ₂ -4-Pym Me 8-Pr 8-215 4- Cl-Ph 2-NH ₂ -4-Pym Me 8-Ph 8-216 4-Cl-Ph 2-NH ₂ -4-Pym Me 8a-Me 8-217 4-Cl-Ph 2-NH ₂ -4- Pym Me 8a-Et 8-218 4-Cl-Ph 2-NH ₂ -4-Pym Me 8a-Pr 8-219 4-Cl-Ph 2-NH ₂ -4-Pym Me 6,6- (CH ₂ ) _{2 - 8-220 4-Cl-Ph} 2-NH 2 -4-Pym Me 6,6-diF 8-221 4-Cl-Ph 2-NH 2 -4-Pym Me 2-> CH 2 8-222 4 -Cl-Ph 2-NH ₂ -4-Pym Me 2-> CHMe 8-223 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-> CHEt 8-224 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-> CHPr 8-225 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-> C (Me) ₂ 8-226 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-> CHPh 8-227 4-Cl-Ph 2-NH ₂ -4-Pym Me 2,2-diPh 8-228 4-Cl-Ph 2-NH ₂ -4-Pym Me 2,2-O ( CH ₂ ) ₃ O- 8-229 4-Cl-Ph 2-NH ₂ -4-Pym Me 2,2-OCH ₂ C (Me) ₂ CH ₂ O- 8-230 4-Cl-Ph 2-NH _{2 -4-Pym Me 2,2- (CH 2} ) 2 - 8-231 4-Cl-Ph 2-NH 2 -4-Pym Me 2,2- (CH 2) 3 - 8-232 4-Cl-Ph _{2-NH 2 -4-Pym Me} 2,2- (CH 2) 4 - 8-233 4-Cl-Ph 2-NH 2 -4-Pym Me 2,2- (CH 2) 5 - 8-234 4 -Cl-Ph 2-NH ₂ -4 -Pym Me 2-MeS 8-235 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-EtS 8-236 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-PrS 8-237 4 -Cl-Ph 2-NH ₂ -4-Pym Me 2-BuS 8-238 4-Cl-Ph 2-NH ₂ -4-Pym Me 2-MeSO ₂ 8-239 4-Cl-Ph 2-NH _2- 4-Pym Me 2-PhO 8-240 4-F-Ph 2-NH ₂ -4-Pym Me 2- (4-MeO-Ph) 8-241 4-F-Ph 2-NH ₂ -4-Pym Me 2- (4-Me-Ph) 8-242 4-F-Ph 2-NH ₂ -4-Pym Me 2- (4-F-Ph) 8-243 4-F-Ph 2-NH ₂ -4- Pym Me 2- (4-CF ₃ -Ph) 8-244 4-F-Ph 2-NH ₂ -4-Pym Me 2- (4-Cl-Ph) 8-245 4-F-Ph 2-NH ₂ -4-Pym Me 2- (2,4-diF-Ph) 8-246 3-CF ₃ -Ph 2-NH ₂ -4-Pym Me 2- (4-MeO-Ph) 8-247 3-CF ₃ -Ph 2-NH ₂ -4-Pym Me 2- (4-Me-Ph) 8-248 3-CF ₃ -Ph 2-NH ₂ -4-Pym Me 2- (4-F-Ph) 8-249 3-CF ₃ -Ph 2-NH ₂ -4-Pym Me 2- (4-CF ₃ -Ph) 8-250 3-CF ₃ -Ph 2-NH ₂ -4-Pym Me 2- (4-Cl- Ph) 8-251 3-CF ₃ -Ph 2-NH ₂ -4-Pym Me 2- (2,4-diF-Ph) 8-252 4-Cl-Ph 4-Pyr Me-8-253 4-Cl -Ph 4-Pyr Me 2- (4-MeO-Ph) 8-254 4-Cl-Ph 4-Pyr Me 2- (4-Me-Ph) 8-255 4-Cl-Ph 4-Pyr Me 2- (4-F-Ph) 8-256 4-Cl-Ph 4-Pyr Me 2- (4-CF ₃ -Ph) 8-257 4-Cl-Ph 4-Pyr Me 2- (4-Cl-Ph) 8-258 4-Cl-Ph 4-Pyr Me 2- (2,4-diF-Ph) 8-259 4-Cl-Ph 2-N H ₂ -4-Pym Me------------------------------------------- -----------------

[0108]

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[0109]

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[0110]

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[0111]

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[0112]

[Table 11] Table 11 -------------------------------------------- --------------- Compound No.R ¹ R ^Two AR ^Five -------------------------------------------------- --------- 11-1 4-F-Ph 4-Pyr ring 1-11-2 4-F-Ph 4-Pyr ring 2-11-3 4-F-Ph 4-Pyr ring 3 -11-4 4-F-Ph 4-Pyr ring 4-11-5 4-F-Ph 4-Pyr ring 5-11-6 4-F-Ph 4-Pyr ring 6-11-7 4-F- Ph 4-Pyr ring 7-11-8 4-F-Ph 4-Pyr ring 8-11-9 4-F-Ph 4-Pyr ring 9-11-10 4-F-Ph 4-Pyr ring 10-11 -11 4-F-Ph 4-Pyr ring 11-11-12 4-F-Ph 4-Pyr ring 12-11-13 4-F-Ph 4-Pyr ring 13-11-14 4-F-Ph 4 -Pyr ring 14-11-15 4-F-Ph 4-Pyr ring 15-11-16 4-F-Ph 4-Pyr ring 16-11-17 4-F-Ph 4-Pyr ring 17-11-18 4-F-Ph 4-Pyr Ring 18-11-19 4-F-Ph 4-Pyr Ring 19-11-20 4-F-Ph 4-Pyr Ring 20-11-21 4-F-Ph 4-Pyr Ring 21-11-22 4-F-Ph 4-Pyr Ring 22-11-23 4-F-Ph 4-Pyr Ring 23-11-24 4-F-Ph 4-Pyr Ring 24-11-25 4- F-Ph 4-Pyr ring 25-11-26 4-F-Ph 4-Pyr ring 26-11-27 4-F-Ph 4-Pyr ring 27-11-28 4-F-Ph 4-Pyr ring 28 -11-29 4-F-Ph 4-Pyr ring 29-11-30 4-F-Ph 4-Pyr ring 30-11-31 4-F-Ph 4-Pyr ring 31-11-32 4-F- Ph 4-Pyr ring 32-11-33 4-F-Ph 4-Pyr ring 33-11-34 4-F-Ph 4-Pyr ring 34-11-35 4-F-Ph 4-Pyr ring 35-11 -3 6 4-F-Ph 4-Pyr ring 36-11-37 4-F-Ph 4-Pyr ring 37-11-38 4-F-Ph 4-Pyr ring 1 2-Me 11-39 4-F-Ph 4-Pyr ring 2 2-Me 11-40 4-F-Ph 4-Pyr ring 3 2-Me 11-41 4-F-Ph 4-Pyr ring 4 2-Me 11-42 4-F-Ph 4- Pyr ring 5 2-Me 11-43 4-F-Ph 4-Pyr ring 6 2-Me 11-44 4-F-Ph 4-Pyr ring 7 2-Me 11-45 4-F-Ph 4-Pyr ring 8 2-Me 11-46 4-F-Ph 4-Pyr ring 9 2-Me 11-47 4-F-Ph 4-Pyr ring 10 2-Me 11-48 4-F-Ph 4-Pyr ring 11 2 -Me 11-49 4-F-Ph 4-Pyr ring 12 2-Me 11-50 4-F-Ph 4-Pyr ring 13 2-Me 11-51 4-F-Ph 4-Pyr ring 14 2-Me 11-52 4-F-Ph 4-Pyr ring 15 2-Me 11-53 4-F-Ph 4-Pyr ring 16 2-Me 11-54 4-F-Ph 4-Pyr ring 17 2-Me 11- 55 4-F-Ph 4-Pyr ring 18 2-Me 11-56 4-F-Ph 4-Pyr ring 19 2-Me 11-57 4-F-Ph 4-Pyr ring 20 2-Me 11-58 4 -F-Ph 4-Pyr ring 21 2-Me 11-59 4-F-Ph 4-Pyr ring 22 2-Me 11-60 4-F-Ph 4-Pyr ring 23 2-Me 11-61 4-F -Ph 4-Pyr ring 24 2-Me 11-62 4-F-Ph 4-Pyr ring 25 2-Me 11-63 4-F-Ph 4-Pyr ring 26 2-Me 11-64 4-F-Ph 4-Pyr ring 27 2-Me 11-65 4-F-Ph 4-Pyr ring 28 2-Me 11-66 4-F-Ph 4-Pyr ring 29 2-Me 11-67 4-F-Ph 4- Pyr ring 30 2-Me 11-68 4-F-Ph 4-Pyr ring 31 2-Me 11-69 4-F-Ph 4-Pyr 32 2-Me 11-70 4-F-Ph 4-Pyr ring 33 2-Me 11-71 4-F-Ph 4-Pyr ring 34 2-Me 11-72 4-F-Ph 4-Pyr ring 35 2 -Me 11-73 4-F-Ph 4-Pyr ring 36 2-Me 11-74 4-F-Ph 4-Pyr ring 37 2-Me 11-75 4-F-Ph 4-Pyr ring 1 2-OH 11-76 4-F-Ph 4-Pyr ring 2 2-OH 11-77 4-F-Ph 4-Pyr ring 3 2-OH 11-78 4-F-Ph 4-Pyr ring 4 2-OH 11- 79 4-F-Ph 4-Pyr ring 5 2-OH 11-80 4-F-Ph 4-Pyr ring 6 2-OH 11-81 4-F-Ph 4-Pyr ring 7 2-OH 11-82 4 -F-Ph 4-Pyr ring 8 2-OH 11-83 4-F-Ph 4-Pyr ring 9 2-OH 11-84 4-F-Ph 4-Pyr ring 10 2-OH 11-85 4-F -Ph 4-Pyr ring 11 2-OH 11-86 4-F-Ph 4-Pyr ring 12 2-OH 11-87 4-F-Ph 4-Pyr ring 13 2-OH 11-88 4-F-Ph 4-Pyr ring 14 2-OH 11-89 4-F-Ph 4-Pyr ring 15 2-OH 11-90 4-F-Ph 4-Pyr ring 16 2-OH 11-91 4-F-Ph 4- Pyr ring 17 2-OH 11-92 4-F-Ph 4-Pyr ring 18 2-OH 11-93 4-F-Ph 4-Pyr ring 19 2-OH 11-94 4-F-Ph 4-Pyr ring 20 2-OH 11-95 4-F-Ph 4-Pyr ring 21 2-OH 11-96 4-F-Ph 4-Pyr ring 22 2-OH 11-97 4-F-Ph 4-Pyr ring 232 -OH 11-98 4-F-Ph 4-Pyr ring 24 2-OH 11-99 4-F-Ph 4-Pyr ring 25 2-OH 11-100 4-F-Ph 4-Pyr ring 26 2-OH 11-101 4-F-Ph 4-Pyr ring 27 2-OH 11-102 4-F-Ph 4-Pyr ring 28 2- OH 11-103 4-F-Ph 4-Pyr ring 29 2-OH 11-104 4-F-Ph 4-Pyr ring 30 2-OH 11-105 4-F-Ph 4-Pyr ring 31 2-OH 11 -106 4-F-Ph 4-Pyr ring 32 2-OH 11-107 4-F-Ph 4-Pyr ring 33 2-OH 11-108 4-F-Ph 4-Pyr ring 34 2-OH 11-109 4-F-Ph 4-Pyr ring 35 2-OH 11-110 4-F-Ph 4-Pyr ring 36 2-OH 11-111 4-F-Ph 4-Pyr ring 37 2-OH 11-112 4- F-Ph 4-Pyr ring 1 2-MeO 11-113 4-F-Ph 4-Pyr ring 2 2-MeO 11-114 4-F-Ph 4-Pyr ring 3 2-MeO 11-115 4-F- Ph 4-Pyr ring 4 2-MeO 11-116 4-F-Ph 4-Pyr ring 5 2-MeO 11-117 4-F-Ph 4-Pyr ring 6 2-MeO 11-118 4-F-Ph 4 -Pyr ring 7 2-MeO 11-119 4-F-Ph 4-Pyr ring 8 2-MeO 11-120 4-F-Ph 4-Pyr ring 9 2-MeO 11-121 4-F-Ph 4-Pyr Ring 10 2-MeO 11-122 4-F-Ph 4-Pyr Ring 11 2-MeO 11-123 4-F-Ph 4-Pyr Ring 12 2-MeO 11-124 4-F-Ph 4-Pyr Ring 13 2-MeO 11-125 4-F-Ph 4-Pyr ring 14 2-MeO 11-126 4-F-Ph 4-Pyr ring 15 2-MeO 11-127 4-F-Ph 4-Pyr ring 16 2- MeO 11-128 4-F-Ph 4-Pyr ring 17 2-MeO 11-129 4-F-Ph 4-Pyr ring 18 2-MeO 11-130 4-F-Ph 4-Pyr ring 19 2-MeO 11 -131 4-F-Ph 4-Pyr ring 20 2-MeO 11-132 4-F-Ph 4-Pyr ring 21 2-MeO 11-133 4-F-Ph 4-Pyr ring 22 2-MeO 11-134 4-F-Ph 4-Pyr ring 23 2-MeO 11-135 4-F-Ph 4-Pyr ring 24 2-MeO 11-136 4-F-Ph 4-Pyr ring 25 2-MeO 11-137 4-F-Ph 4- Pyr ring 26 2-MeO 11-138 4-F-Ph 4-Pyr ring 27 2-MeO 11-139 4-F-Ph 4-Pyr ring 28 2-MeO 11-140 4-F-Ph 4-Pyr ring 29 2-MeO 11-141 4-F-Ph 4-Pyr ring 30 2-MeO 11-142 4-F-Ph 4-Pyr ring 31 2-MeO 11-143 4-F-Ph 4-Pyr ring 322 -MeO 11-144 4-F-Ph 4-Pyr ring 33 2-MeO 11-145 4-F-Ph 4-Pyr ring 34 2-MeO 11-146 4-F-Ph 4-Pyr ring 35 2-MeO 11-147 4-F-Ph 4-Pyr ring 36 2-MeO 11-148 4-F-Ph 4-Pyr ring 37 2-MeO 11-149 4-F-Ph 4-Pyr ring 1 2-F 11- 150 4-F-Ph 4-Pyr ring 2 2-F 11-151 4-F-Ph 4-Pyr ring 3 2-F 11-152 4-F-Ph 4-Pyr ring 4 2-F 11-153 4 -F-Ph 4-Pyr ring 5 2-F 11-154 4-F-Ph 4-Pyr ring 6 2-F 11-155 4-F-Ph 4-Pyr ring 7 2-F 11-156 4-F -Ph 4-Pyr ring 8 2-F 11-157 4-F-Ph 4-Pyr ring 9 2-F 11-158 4-F-Ph 4-Pyr ring 10 2-F 11-159 4-F-Ph 4-Pyr ring 11 2-F 11-160 4-F-Ph 4-Pyr ring 12 2-F 11-162 4-F-Ph 4-Pyr ring 14 2-F 11-163 4-F-Ph 4- Pyr ring 15 2-F 11-164 4-F-Ph 4-Pyr ring 16 2-F 11-165 4-F-Ph 4-Pyr ring 17 2-F 11-166 4-F-Ph 4-Pyr ring 18 2-F 11-167 4-F-Ph 4-Pyr ring 19 2-F 11-168 4-F-Ph 4-Pyr ring 20 2-F 11-169 4-F-Ph 4-Pyr ring 21 2-F 11-170 4-F-Ph 4- Pyr ring 22 2-F 11-171 4-F-Ph 4-Pyr ring 23 2-F 11-172 4-F-Ph 4-Pyr ring 24 2-F 11-173 4-F-Ph 4-Pyr ring 25 2-F 11-174 4-F-Ph 4-Pyr ring 26 2-F 11-175 4-F-Ph 4-Pyr ring 27 2-F 11-176 4-F-Ph 4-Pyr ring 28 2 -F 11-177 4-F-Ph 4-Pyr ring 29 2-F 11-178 4-F-Ph 4-Pyr ring 30 2-F 11-179 4-F-Ph 4-Pyr ring 31 2-F 11-180 4-F-Ph 4-Pyr ring 32 2-F 11-181 4-F-Ph 4-Pyr ring 33 2-F 11-182 4-F-Ph 4-Pyr ring 34 2-F 11- 183 4-F-Ph 4-Pyr ring 35 2-F 11-184 4-F-Ph 4-Pyr ring 36 2-F 11-185 4-F-Ph 4-Pyr ring 37 2-F 11-186 4 -F-Ph 4-Pyr ring 1 2-Cl 11-187 4-F-Ph 4-Pyr ring 2 2-Cl 11-188 4-F-Ph 4-Pyr ring 3 2-Cl 11-189 4-F -Ph 4-Pyr ring 4 2-Cl 11-191 4-F-Ph 4-Pyr ring 6 2-Cl 11-192 4-F-Ph 4-Pyr ring 7 2-Cl 11-193 4-F-Ph 4-Pyr ring 8 2-Cl 11-194 4-F-Ph 4-Pyr ring 9 2-Cl 11-195 4-F-Ph 4-Pyr ring 10 2-Cl 11-196 4-F-Ph 4- Pyr ring 11 2-Cl 11-197 4-F-Ph 4-Pyr ring 12 2-Cl 11-198 4-F-Ph 4-Pyr ring 13 2-Cl 11-199 4-F-Ph 4-Pyr ring 14 2-Cl 11-200 4-F-Ph 4-Pyr Ring 15 2-Cl 11-201 4-F-Ph 4-Pyr ring 16 2-Cl 11-202 4-F-Ph 4-Pyr ring 17 2-Cl 11-203 4-F-Ph 4-Pyr ring 18 2-Cl 11- 204 4-F-Ph 4-Pyr ring 19 2-Cl 11-205 4-F-Ph 4-Pyr ring 20 2-Cl 11-206 4-F-Ph 4-Pyr ring 21 2-Cl 11-207 4 -F-Ph 4-Pyr ring 22 2-Cl 11-208 4-F-Ph 4-Pyr ring 23 2-Cl 11-209 4-F-Ph 4-Pyr ring 24 2-Cl 11-210 4-F -Ph 4-Pyr ring 25 2-Cl 11-211 4-F-Ph 4-Pyr ring 26 2-Cl 11-212 4-F-Ph 4-Pyr ring 27 2-Cl 11-213 4-F-Ph 4-Pyr ring 28 2-Cl 11-214 4-F-Ph 4-Pyr ring 29 2-Cl 11-215 4-F-Ph 4-Pyr ring 30 2-Cl 11-216 4-F-Ph 4- Pyr ring 31 2-Cl 11-217 4-F-Ph 4-Pyr ring 32 2-Cl 11-218 4-F-Ph 4-Pyr ring 33 2-Cl 11-219 4-F-Ph 4-Pyr ring 34 2-Cl 11-220 4-F-Ph 4-Pyr ring 35 2-Cl 11-221 4-F-Ph 4-Pyr ring 36 2-Cl 11-222 4-F-Ph 4-Pyr ring 37 2 -Cl 11-223 4-F-Ph 4-Pyr ring 1 2,2-diF 11-224 4-F-Ph 4-Pyr ring 2 2,2-diF 11-225 4-F-Ph 4-Pyr ring 3 2,2-diF 11-226 4-F-Ph 4-Pyr ring 4 2,2-diF 11-227 4-F-Ph 4-Pyr ring 5 2,2-diF 11-228 4-F-Ph 4-Pyr ring 6 2,2-diF 11-229 4-F-Ph 4-Pyr ring 7 2,2-diF 11-230 4-F-Ph 4-Pyr ring 8 2,2-diF 11-231 4 -F-Ph 4-Pyr ring 9 2,2-diF 11-232 4-FP h 4-Pyr ring 10 2,2-diF 11-233 4-F-Ph 4-Pyr ring 11 2,2-diF 11-234 4-F-Ph 4-Pyr ring 12 2,2-diF 11-235 4-F-Ph 4-Pyr ring 13 2,2-diF 11-236 4-F-Ph 4-Pyr ring 14 2,2-diF 11-237 4-F-Ph 4-Pyr ring 15 2,2- diF 11-238 4-F-Ph 4-Pyr ring 16 2,2-diF 11-239 4-F-Ph 4-Pyr ring 17 2,2-diF 11-240 4-F-Ph 4-Pyr ring 18 2,2-diF 11-241 4-F-Ph 4-Pyr ring 19 2,2-diF 11-242 4-F-Ph 4-Pyr ring 20 2,2-diF 11-243 4-F-Ph 4 -Pyr ring 21 2,2-diF 11-244 4-F-Ph 4-Pyr ring 22 2,2-diF 11-245 4-F-Ph 4-Pyr ring 23 2,2-diF 11-246 4- F-Ph 4-Pyr ring 24 2,2-diF 11-247 4-F-Ph 4-Pyr ring 25 2,2-diF 11-248 4-F-Ph 4-Pyr ring 26 2,2-diF 11 -249 4-F-Ph 4-Pyr ring 27 2,2-diF 11-250 4-F-Ph 4-Pyr ring 28 2,2-diF 11-251 4-F-Ph 4-Pyr ring 29 2, 2-diF 11-252 4-F-Ph 4-Pyr ring 30 2,2-diF 11-253 4-F-Ph 4-Pyr ring 31 2,2-diF 11-254 4-F-Ph 4-Pyr Ring 32 2,2-diF 11-255 4-F-Ph 4-Pyr Ring 33 2,2-diF 11-256 4-F-Ph 4-Pyr Ring 34 2,2-diF 11-257 4-F- Ph 4-Pyr ring 35 2,2-diF 11-258 4-F-Ph 4-Pyr ring 36 2,2-diF 11-259 4-F-Ph 4-Pyr ring 37 2,2-diF 11-260 4-F-Ph 4-Pyr ring 1 8-Me 11-261 4-F-Ph 4-Pyr ring 28-M e 11-262 4-F-Ph 4-Pyr ring 3 8-Me 11-263 4-F-Ph 4-Pyr ring 4 8-Me 11-264 4-F-Ph 4-Pyr ring 5 8-Me 11 -265 4-F-Ph 4-Pyr ring 6 8-Me 11-266 4-F-Ph 4-Pyr ring 7 8-Me 11-267 4-F-Ph 4-Pyr ring 8 8-Me 11-268 4-F-Ph 4-Pyr ring 9 8-Me 11-269 4-F-Ph 4-Pyr ring 10 8-Me 11-270 4-F-Ph 4-Pyr ring 11 8-Me 11-271 4- F-Ph 4-Pyr ring 12 8-Me 11-272 4-F-Ph 4-Pyr ring 13 8-Me 11-273 4-F-Ph 4-Pyr ring 14 8-Me 11-274 4-F- Ph 4-Pyr ring 15 8-Me 11-275 4-F-Ph 4-Pyr ring 16 8-Me 11-276 4-F-Ph 4-Pyr ring 17 8-Me 11-277 4-F-Ph 4 -Pyr Ring 18 8-Me 11-278 4-F-Ph 4-Pyr Ring 19 8-Me 11-279 4-F-Ph 4-Pyr Ring 20 8-Me 11-280 4-F-Ph 4-Pyr Ring 21 8-Me 11-281 4-F-Ph 4-Pyr Ring 22 8-Me 11-282 4-F-Ph 4-Pyr Ring 23 8-Me 11-283 4-F-Ph 4-Pyr Ring 24 8-Me 11-284 4-F-Ph 4-Pyr ring 25 8-Me 11-285 4-F-Ph 4-Pyr ring 26 8-Me 11-286 4-F-Ph 4-Pyr ring 27 8- Me 11-287 4-F-Ph 4-Pyr ring 28 8-Me 11-288 4-F-Ph 4-Pyr ring 29 8-Me 11-289 4-F-Ph 4-Pyr ring 30 8-Me 11 -290 4-F-Ph 4-Pyr ring 31 8-Me 11-291 4-F-Ph 4-Pyr ring 32 8-Me 11-292 4-F-Ph 4-Pyr ring 33 8-Me 11-293 4-F-Ph 4-Pyr ring 34 8-Me 11-294 4-F-Ph 4-Pyr ring 35 8-Me 11-295 4-F-Ph 4-Pyr ring 36 8-Me 11-296 4-F-Ph 4-Pyr ring 37 8-Me 11-297 4- F-Ph 2-NH _Two -4-Pym ring 1-11-298 4-F-Ph 2-NH _Two -4-Pym ring 2-11-299 4-F-Ph 2-NH _Two -4-Pym ring 3-11-300 4-F-Ph 2-NH _Two -4-Pym ring 4-11-301 4-F-Ph 2-NH _Two -4-Pym ring 5-11-302 4-F-Ph 2-NH _Two -4-Pym ring 6-11-303 4-F-Ph 2-NH _Two -4-Pym ring 7-11-304 4-F-Ph 2-NH _Two -4-Pym ring 8-11-305 4-F-Ph 2-NH _Two -4-Pym ring 9-11-306 4-F-Ph 2-NH _Two -4-Pym ring 10-11-307 4-F-Ph 2-NH _Two -4-Pym ring 11-11-308 4-F-Ph 2-NH _Two -4-Pym ring 12-11-309 4-F-Ph 2-NH _Two -4-Pym ring 13-11-310 4-F-Ph 2-NH _Two -4-Pym ring 14-11-311 4-F-Ph 2-NH _Two -4-Pym ring 15-11-312 4-F-Ph 2-NH _Two -4-Pym ring 16-11-313 4-F-Ph 2-NH _Two -4-Pym ring 17-11-314 4-F-Ph 2-NH _Two -4-Pym ring 18-11-315 4-F-Ph 2-NH _Two -4-Pym ring 19-11-316 4-F-Ph 2-NH _Two -4-Pym ring 20-11-317 4-F-Ph 2-NH _Two -4-Pym ring 21-11-318 4-F-Ph 2-NH _Two -4-Pym ring 22-11-319 4-F-Ph 2-NH _Two -4-Pym ring 23-11-320 4-F-Ph 2-NH _Two -4-Pym ring 24-11-321 4-F-Ph 2-NH _Two -4-Pym ring 25-11-322 4-F-Ph 2-NH _Two -4-Pym ring 26-11-323 4-F-Ph 2-NH _Two -4-Pym ring 27-11-324 4-F-Ph 2-NH _Two -4-Pym ring 28-11-325 4-F-Ph 2-NH _Two -4-Pym ring 29-11-326 4-F-Ph 2-NH _Two -4-Pym ring 30-11-327 4-F-Ph 2-NH _Two -4-Pym ring 31-11-328 4-F-Ph 2-NH _Two -4-Pym ring 32-11-329 4-F-Ph 2-NH _Two -4-Pym ring 33-11-330 4-F-Ph 2-NH _Two -4-Pym ring 34-11-331 4-F-Ph 2-NH _Two -4-Pym ring 35-11-332 4-F-Ph 2-NH _Two -4-Pym ring 36-11-333 4-F-Ph 2-NH _Two -4-Pym ring 37-11-334 4-F-Ph 2-NH _Two -4-Pym ring 1 2-Me 11-335 4-F-Ph 2-NH _Two -4-Pym ring 2 2-Me 11-336 4-F-Ph 2-NH _Two -4-Pym ring 3 2-Me 11-337 4-F-Ph 2-NH _Two -4-Pym ring 4 2-Me 11-338 4-F-Ph 2-NH _Two -4-Pym ring 5 2-Me 11-339 4-F-Ph 2-NH _Two -4-Pym ring 6 2-Me 11-340 4-F-Ph 2-NH _Two -4-Pym ring 7 2-Me 11-341 4-F-Ph 2-NH _Two -4-Pym ring 8 2-Me 11-342 4-F-Ph 2-NH _Two -4-Pym ring 9 2-Me 11-343 4-F-Ph 2-NH _Two -4-Pym ring 10 2-Me 11-344 4-F-Ph 2-NH _Two -4-Pym ring 11 2-Me 11-345 4-F-Ph 2-NH _Two -4-Pym ring 12 2-Me 11-346 4-F-Ph 2-NH _Two -4-Pym ring 13 2-Me 11-347 4-F-Ph 2-NH _Two -4-Pym ring 14 2-Me 11-348 4-F-Ph 2-NH _Two -4-Pym ring 15 2-Me 11-349 4-F-Ph 2-NH _Two -4-Pym ring 16 2-Me 11-350 4-F-Ph 2-NH _Two -4-Pym ring 17 2-Me 11-351 4-F-Ph 2-NH _Two -4-Pym ring 18 2-Me 11-352 4-F-Ph 2-NH _Two -4-Pym ring 19 2-Me 11-353 4-F-Ph 2-NH _Two -4-Pym ring 20 2-Me 11-354 4-F-Ph 2-NH _Two -4-Pym ring 21 2-Me 11-355 4-F-Ph 2-NH _Two -4-Pym ring 22 2-Me 11-356 4-F-Ph 2-NH _Two -4-Pym ring 23 2-Me 11-357 4-F-Ph 2-NH _Two -4-Pym ring 24 2-Me 11-358 4-F-Ph 2-NH _Two -4-Pym ring 25 2-Me 11-359 4-F-Ph 2-NH _Two -4-Pym ring 26 2-Me 11-360 4-F-Ph 2-NH _Two -4-Pym ring 27 2-Me 11-361 4-F-Ph 2-NH _Two -4-Pym ring 28 2-Me 11-362 4-F-Ph 2-NH _Two -4-Pym ring 29 2-Me 11-363 4-F-Ph 2-NH _Two -4-Pym ring 30 2-Me 11-365 4-F-Ph 2-NH _Two -4-Pym ring 32 2-Me 11-366 4-F-Ph 2-NH _Two -4-Pym ring 33 2-Me 11-367 4-F-Ph 2-NH _Two -4-Pym ring 34 2-Me 11-368 4-F-Ph 2-NH _Two -4-Pym ring 35 2-Me 11-369 4-F-Ph 2-NH _Two -4-Pym ring 36 2-Me 11-370 4-F-Ph 2-NH _Two -4-Pym ring 37 2-Me 11-371 4-F-Ph 2-NH _Two -4-Pym ring 1 2-OH 11-372 4-F-Ph 2-NH _Two -4-Pym ring 2 2-OH 11-373 4-F-Ph 2-NH _Two -4-Pym ring 3 2-OH 11-374 4-F-Ph 2-NH _Two -4-Pym ring 4 2-OH 11-375 4-F-Ph 2-NH _Two -4-Pym ring 5 2-OH 11-376 4-F-Ph 2-NH _Two -4-Pym ring 6 2-OH 11-377 4-F-Ph 2-NH _Two -4-Pym ring 7 2-OH 11-378 4-F-Ph 2-NH _Two -4-Pym ring 8 2-OH 11-379 4-F-Ph 2-NH _Two -4-Pym ring 9 2-OH 11-380 4-F-Ph 2-NH _Two -4-Pym ring 10 2-OH 11-381 4-F-Ph 2-NH _Two -4-Pym ring 11 2-OH 11-382 4-F-Ph 2-NH _Two -4-Pym ring 12 2-OH 11-383 4-F-Ph 2-NH _Two -4-Pym ring 13 2-OH 11-384 4-F-Ph 2-NH _Two -4-Pym ring 14 2-OH 11-385 4-F-Ph 2-NH _Two -4-Pym ring 15 2-OH 11-386 4-F-Ph 2-NH _Two -4-Pym ring 16 2-OH 11-387 4-F-Ph 2-NH _Two -4-Pym ring 17 2-OH 11-388 4-F-Ph 2-NH _Two -4-Pym ring 18 2-OH 11-389 4-F-Ph 2-NH _Two -4-Pym ring 19 2-OH 11-390 4-F-Ph 2-NH _Two -4-Pym ring 20 2-OH 11-391 4-F-Ph 2-NH _Two -4-Pym ring 21 2-OH 11-392 4-F-Ph 2-NH _Two -4-Pym ring 22 2-OH 11-394 4-F-Ph 2-NH _Two -4-Pym ring 24 2-OH 11-395 4-F-Ph 2-NH _Two -4-Pym ring 25 2-OH 11-396 4-F-Ph 2-NH _Two -4-Pym ring 26 2-OH 11-397 4-F-Ph 2-NH _Two -4-Pym ring 27 2-OH 11-398 4-F-Ph 2-NH _Two -4-Pym ring 28 2-OH 11-399 4-F-Ph 2-NH _Two -4-Pym ring 29 2-OH 11-400 4-F-Ph 2-NH _Two -4-Pym ring 30 2-OH 11-401 4-F-Ph 2-NH _Two -4-Pym ring 31 2-OH 11-402 4-F-Ph 2-NH _Two -4-Pym ring 32 2-OH 11-403 4-F-Ph 2-NH _Two -4-Pym ring 33 2-OH 11-404 4-F-Ph 2-NH _Two -4-Pym ring 34 2-OH 11-405 4-F-Ph 2-NH _Two -4-Pym ring 35 2-OH 11-406 4-F-Ph 2-NH _Two -4-Pym ring 36 2-OH 11-407 4-F-Ph 2-NH _Two -4-Pym ring 37 2-OH 11-408 4-F-Ph 2-NH _Two -4-Pym ring 1 2-MeO 11-409 4-F-Ph 2-NH _Two -4-Pym ring 2 2-MeO 11-410 4-F-Ph 2-NH _Two -4-Pym ring 3 2-MeO 11-411 4-F-Ph 2-NH _Two -4-Pym ring 4 2-MeO 11-412 4-F-Ph 2-NH _Two -4-Pym ring 5 2-MeO 11-413 4-F-Ph 2-NH _Two -4-Pym ring 6 2-MeO 11-414 4-F-Ph 2-NH _Two -4-Pym ring 7 2-MeO 11-415 4-F-Ph 2-NH _Two -4-Pym ring 8 2-MeO 11-416 4-F-Ph 2-NH _Two -4-Pym ring 9 2-MeO 11-417 4-F-Ph 2-NH _Two -4-Pym ring 10 2-MeO 11-418 4-F-Ph 2-NH _Two -4-Pym ring 11 2-MeO 11-419 4-F-Ph 2-NH _Two -4-Pym ring 12 2-MeO 11-420 4-F-Ph 2-NH _Two -4-Pym ring 13 2-MeO 11-421 4-F-Ph 2-NH _Two -4-Pym ring 14 2-MeO 11-422 4-F-Ph 2-NH _Two -4-Pym ring 15 2-MeO 11-423 4-F-Ph 2-NH _Two -4-Pym ring 16 2-MeO 11-424 4-F-Ph 2-NH _Two -4-Pym ring 17 2-MeO 11-425 4-F-Ph 2-NH _Two -4-Pym ring 18 2-MeO 11-426 4-F-Ph 2-NH _Two -4-Pym Ring 19 2-MeO 11-427 4-F-Ph 2-NH _Two -4-Pym ring 20 2-MeO 11-428 4-F-Ph 2-NH _Two -4-Pym ring 21 2-MeO 11-429 4-F-Ph 2-NH _Two -4-Pym ring 22 2-MeO 11-430 4-F-Ph 2-NH _Two -4-Pym ring 23 2-MeO 11-431 4-F-Ph 2-NH _Two -4-Pym ring 24 2-MeO 11-432 4-F-Ph 2-NH _Two -4-Pym ring 25 2-MeO 11-433 4-F-Ph 2-NH _Two -4-Pym ring 26 2-MeO 11-434 4-F-Ph 2-NH _Two -4-Pym ring 27 2-MeO 11-435 4-F-Ph 2-NH _Two -4-Pym ring 28 2-MeO 11-436 4-F-Ph 2-NH _Two -4-Pym ring 29 2-MeO 11-437 4-F-Ph 2-NH _Two -4-Pym ring 30 2-MeO 11-438 4-F-Ph 2-NH _Two -4-Pym ring 31 2-MeO 11-439 4-F-Ph 2-NH _Two -4-Pym ring 32 2-MeO 11-440 4-F-Ph 2-NH _Two -4-Pym ring 33 2-MeO 11-441 4-F-Ph 2-NH _Two -4-Pym ring 34 2-MeO 11-442 4-F-Ph 2-NH _Two -4-Pym ring 35 2-MeO 11-443 4-F-Ph 2-NH _Two -4-Pym ring 36 2-MeO 11-444 4-F-Ph 2-NH _Two -4-Pym ring 37 2-MeO 11-445 4-F-Ph 2-NH _Two -4-Pym ring 1 2-F 11-446 4-F-Ph 2-NH _Two -4-Pym ring 2 2-F 11-447 4-F-Ph 2-NH _Two -4-Pym ring 3 2-F 11-448 4-F-Ph 2-NH _Two -4-Pym ring 4 2-F 11-449 4-F-Ph 2-NH _Two -4-Pym ring 5 2-F 11-450 4-F-Ph 2-NH _Two -4-Pym ring 6 2-F 11-451 4-F-Ph 2-NH _Two -4-Pym ring 7 2-F 11-452 4-F-Ph 2-NH _Two -4-Pym ring 8 2-F 11-453 4-F-Ph 2-NH _Two -4-Pym ring 9 2-F 11-454 4-F-Ph 2-NH _Two -4-Pym ring 10 2-F 11-455 4-F-Ph 2-NH _Two -4-Pym ring 11 2-F 11-456 4-F-Ph 2-NH _Two -4-Pym ring 12 2-F 11-457 4-F-Ph 2-NH _Two -4-Pym ring 13 2-F 11-458 4-F-Ph 2-NH _Two -4-Pym ring 14 2-F 11-459 4-F-Ph 2-NH _Two -4-Pym Ring 15 2-F 11-460 4-F-Ph 2-NH _Two -4-Pym ring 16 2-F 11-461 4-F-Ph 2-NH _Two -4-Pym ring 17 2-F 11-462 4-F-Ph 2-NH _Two -4-Pym ring 18 2-F 11-463 4-F-Ph 2-NH _Two -4-Pym Ring 19 2-F 11-464 4-F-Ph 2-NH _Two -4-Pym ring 20 2-F 11-465 4-F-Ph 2-NH _Two -4-Pym ring 21 2-F 11-466 4-F-Ph 2-NH _Two -4-Pym ring 22 2-F 11-467 4-F-Ph 2-NH _Two -4-Pym ring 23 2-F 11-468 4-F-Ph 2-NH _Two -4-Pym ring 24 2-F 11-469 4-F-Ph 2-NH _Two -4-Pym ring 25 2-F 11-470 4-F-Ph 2-NH _Two -4-Pym ring 26 2-F 11-471 4-F-Ph 2-NH _Two -4-Pym ring 27 2-F 11-472 4-F-Ph 2-NH _Two -4-Pym ring 28 2-F 11-473 4-F-Ph 2-NH _Two -4-Pym ring 29 2-F 11-474 4-F-Ph 2-NH _Two -4-Pym ring 30 2-F 11-475 4-F-Ph 2-NH _Two -4-Pym ring 31 2-F 11-476 4-F-Ph 2-NH _Two -4-Pym ring 32 2-F 11-477 4-F-Ph 2-NH _Two -4-Pym ring 33 2-F 11-478 4-F-Ph 2-NH _Two -4-Pym ring 34 2-F 11-479 4-F-Ph 2-NH _Two -4-Pym ring 35 2-F 11-480 4-F-Ph 2-NH _Two -4-Pym ring 36 2-F 11-481 4-F-Ph 2-NH _Two -4-Pym ring 37 2-F 11-482 4-F-Ph 2-NH _Two -4-Pym ring 1 2-Cl 11-483 4-F-Ph 2-NH _Two -4-Pym ring 2 2-Cl 11-484 4-F-Ph 2-NH _Two -4-Pym ring 3 2-Cl 11-485 4-F-Ph 2-NH _Two -4-Pym ring 4 2-Cl 11-486 4-F-Ph 2-NH _Two -4-Pym ring 5 2-Cl 11-487 4-F-Ph 2-NH _Two -4-Pym ring 6 2-Cl 11-488 4-F-Ph 2-NH _Two -4-Pym ring 7 2-Cl 11-489 4-F-Ph 2-NH _Two -4-Pym ring 8 2-Cl 11-490 4-F-Ph 2-NH _Two -4-Pym ring 9 2-Cl 11-491 4-F-Ph 2-NH _Two -4-Pym Ring 10 2-Cl 11-492 4-F-Ph 2-NH _Two -4-Pym ring 11 2-Cl 11-493 4-F-Ph 2-NH _Two -4-Pym ring 12 2-Cl 11-494 4-F-Ph 2-NH _Two -4-Pym ring 13 2-Cl 11-495 4-F-Ph 2-NH _Two -4-Pym ring 14 2-Cl 11-496 4-F-Ph 2-NH _Two -4-Pym Ring 15 2-Cl 11-497 4-F-Ph 2-NH _Two -4-Pym ring 16 2-Cl 11-498 4-F-Ph 2-NH _Two -4-Pym ring 17 2-Cl 11-499 4-F-Ph 2-NH _Two -4-Pym Ring 18 2-Cl 11-500 4-F-Ph 2-NH _Two -4-Pym Ring 19 2-Cl 11-501 4-F-Ph 2-NH _Two -4-Pym ring 20 2-Cl 11-502 4-F-Ph 2-NH _Two -4-Pym Ring 21 2-Cl 11-503 4-F-Ph 2-NH _Two -4-Pym ring 22 2-Cl 11-504 4-F-Ph 2-NH _Two -4-Pym ring 23 2-Cl 11-505 4-F-Ph 2-NH _Two -4-Pym ring 24 2-Cl 11-506 4-F-Ph 2-NH _Two -4-Pym ring 25 2-Cl 11-507 4-F-Ph 2-NH _Two -4-Pym ring 26 2-Cl 11-508 4-F-Ph 2-NH _Two -4-Pym ring 27 2-Cl 11-510 4-F-Ph 2-NH _Two -4-Pym ring 29 2-Cl 11-511 4-F-Ph 2-NH _Two -4-Pym ring 30 2-Cl 11-512 4-F-Ph 2-NH _Two -4-Pym ring 31 2-Cl 11-513 4-F-Ph 2-NH _Two -4-Pym ring 32 2-Cl 11-514 4-F-Ph 2-NH _Two -4-Pym ring 33 2-Cl 11-515 4-F-Ph 2-NH _Two -4-Pym ring 34 2-Cl 11-516 4-F-Ph 2-NH _Two -4-Pym ring 35 2-Cl 11-517 4-F-Ph 2-NH _Two -4-Pym ring 36 2-Cl 11-518 4-F-Ph 2-NH _Two -4-Pym ring 37 2-Cl 11-519 4-F-Ph 2-NH _Two -4-Pym ring 1 2,2-diF 11-520 4-F-Ph 2-NH _Two -4-Pym ring 2 2,2-diF 11-521 4-F-Ph 2-NH _Two -4-Pym ring 3 2,2-diF 11-522 4-F-Ph 2-NH _Two -4-Pym ring 4 2,2-diF 11-523 4-F-Ph 2-NH _Two -4-Pym ring 5 2,2-diF 11-524 4-F-Ph 2-NH _Two -4-Pym ring 6 2,2-diF 11-525 4-F-Ph 2-NH _Two -4-Pym ring 7 2,2-diF 11-526 4-F-Ph 2-NH _Two -4-Pym ring 8 2,2-diF 11-527 4-F-Ph 2-NH _Two -4-Pym ring 9 2,2-diF 11-528 4-F-Ph 2-NH _Two -4-Pym ring 10 2,2-diF 11-529 4-F-Ph 2-NH _Two -4-Pym ring 11 2,2-diF 11-530 4-F-Ph 2-NH _Two -4-Pym ring 12 2,2-diF 11-531 4-F-Ph 2-NH _Two -4-Pym ring 13 2,2-diF 11-532 4-F-Ph 2-NH _Two -4-Pym ring 14 2,2-diF 11-533 4-F-Ph 2-NH _Two -4-Pym ring 15 2,2-diF 11-534 4-F-Ph 2-NH _Two -4-Pym ring 16 2,2-diF 11-535 4-F-Ph 2-NH _Two -4-Pym ring 17 2,2-diF 11-536 4-F-Ph 2-NH _Two -4-Pym ring 18 2,2-diF 11-537 4-F-Ph 2-NH _Two -4-Pym Ring 19 2,2-diF 11-538 4-F-Ph 2-NH _Two -4-Pym ring 20 2,2-diF 11-539 4-F-Ph 2-NH _Two -4-Pym ring 21 2,2-diF 11-540 4-F-Ph 2-NH _Two -4-Pym ring 22 2,2-diF 11-541 4-F-Ph 2-NH _Two -4-Pym ring 23 2,2-diF 11-542 4-F-Ph 2-NH _Two -4-Pym ring 24 2,2-diF 11-543 4-F-Ph 2-NH _Two -4-Pym ring 25 2,2-diF 11-544 4-F-Ph 2-NH _Two -4-Pym ring 26 2,2-diF 11-545 4-F-Ph 2-NH _Two -4-Pym ring 27 2,2-diF 11-546 4-F-Ph 2-NH _Two -4-Pym ring 28 2,2-diF 11-547 4-F-Ph 2-NH _Two -4-Pym ring 29 2,2-diF 11-548 4-F-Ph 2-NH _Two -4-Pym ring 30 2,2-diF 11-549 4-F-Ph 2-NH _Two -4-Pym ring 31 2,2-diF 11-550 4-F-Ph 2-NH _Two -4-Pym ring 32 2,2-diF 11-551 4-F-Ph 2-NH _Two -4-Pym ring 33 2,2-diF 11-552 4-F-Ph 2-NH _Two -4-Pym ring 34 2,2-diF 11-553 4-F-Ph 2-NH _Two -4-Pym ring 35 2,2-diF 11-554 4-F-Ph 2-NH _Two -4-Pym ring 36 2,2-diF 11-555 4-F-Ph 2-NH _Two -4-Pym ring 37 2,2-diF 11-556 4-F-Ph 2-NH _Two -4-Pym ring 1 8-Me 11-557 4-F-Ph 2-NH _Two -4-Pym ring 2 8-Me 11-558 4-F-Ph 2-NH _Two -4-Pym ring 3 8-Me 11-559 4-F-Ph 2-NH _Two -4-Pym ring 4 8-Me 11-560 4-F-Ph 2-NH _Two -4-Pym ring 5 8-Me 11-561 4-F-Ph 2-NH _Two -4-Pym ring 6 8-Me 11-562 4-F-Ph 2-NH _Two -4-Pym ring 7 8-Me 11-563 4-F-Ph 2-NH _Two -4-Pym ring 8 8-Me 11-564 4-F-Ph 2-NH _Two -4-Pym ring 9 8-Me 11-565 4-F-Ph 2-NH _Two -4-Pym ring 10 8-Me 11-566 4-F-Ph 2-NH _Two -4-Pym ring 11 8-Me 11-567 4-F-Ph 2-NH _Two -4-Pym ring 12 8-Me 11-568 4-F-Ph 2-NH _Two -4-Pym ring 13 8-Me 11-569 4-F-Ph 2-NH _Two -4-Pym ring 14 8-Me 11-570 4-F-Ph 2-NH _Two -4-Pym ring 15 8-Me 11-571 4-F-Ph 2-NH _Two -4-Pym ring 16 8-Me 11-572 4-F-Ph 2-NH _Two -4-Pym ring 17 8-Me 11-573 4-F-Ph 2-NH _Two -4-Pym ring 18 8-Me 11-574 4-F-Ph 2-NH _Two -4-Pym ring 19 8-Me 11-575 4-F-Ph 2-NH _Two -4-Pym ring 20 8-Me 11-576 4-F-Ph 2-NH _Two -4-Pym ring 21 8-Me 11-577 4-F-Ph 2-NH _Two -4-Pym ring 22 8-Me 11-578 4-F-Ph 2-NH _Two -4-Pym ring 23 8-Me 11-579 4-F-Ph 2-NH _Two -4-Pym ring 24 8-Me 11-580 4-F-Ph 2-NH _Two -4-Pym ring 25 8-Me 11-581 4-F-Ph 2-NH _Two -4-Pym ring 26 8-Me 11-582 4-F-Ph 2-NH _Two -4-Pym ring 27 8-Me 11-583 4-F-Ph 2-NH _Two -4-Pym ring 28 8-Me 11-584 4-F-Ph 2-NH _Two -4-Pym ring 29 8-Me 11-585 4-F-Ph 2-NH _Two -4-Pym ring 30 8-Me 11-586 4-F-Ph 2-NH _Two -4-Pym ring 31 8-Me 11-587 4-F-Ph 2-NH _Two -4-Pym ring 32 8-Me 11-588 4-F-Ph 2-NH _Two -4-Pym ring 33 8-Me 11-589 4-F-Ph 2-NH _Two -4-Pym ring 34 8-Me 11-590 4-F-Ph 2-NH _Two -4-Pym ring 35 8-Me 11-591 4-F-Ph 2-NH _Two -4-Pym ring 36 8-Me 11-592 4-F-Ph 2-NH _Two -4-Pym ring 37 8-Me 11-593 4-F-Ph 2-MeNH-4-Pym ring 1-11-594 4-F-Ph 2-MeNH-4-Pym ring 2-11-595 4- F-Ph 2-MeNH-4-Pym ring 3-11-596 4-F-Ph 2-MeNH-4-Pym ring 4-11-597 4-F-Ph 2-MeNH-4-Pym ring 5-11 -598 4-F-Ph 2-MeNH-4-Pym Ring 6-11-599 4-F-Ph 2-MeNH-4-Pym Ring 7-11-600 4-F-Ph 2-MeNH-4-Pym Ring 8-11-601 4-F-Ph 2-MeNH-4-Pym Ring 9-11-602 4-F-Ph 2-MeNH-4-Pym Ring 10-11-603 4-F-Ph 2-MeNH -4-Pym ring 11-11-604 4-F-Ph 2-MeNH-4-Pym ring 12-11-605 4-F-Ph 2-MeNH-4-Pym ring 13-11-606 4-F- Ph 2-MeNH-4-Pym Ring 14-11-607 4-F-Ph 2-MeNH-4-Pym Ring 15-11-608 4-F-Ph 2-MeNH-4-Pym Ring 16-11-609 4-F-Ph 2-MeNH-4-Pym Ring 17-11-610 4-F-Ph 2-MeNH-4-Pym Ring 18-11-611 4-F-Ph 2-MeNH-4-Pym Ring 19 -11-612 4-F-Ph 2-MeNH-4-Pym Ring 20-11-613 4-F-Ph 2-MeNH-4-Pym Ring 21-11-614 4-F-Ph 2-MeNH-4 -Pym Ring 22-11-615 4-F-Ph 2-MeNH-4-Pym Ring 23-11-616 4-F-Ph 2-MeNH-4-Pym Ring 24-11-617 4-F-Ph 2 -MeNH-4-Pym ring 25-11-618 4-F-Ph 2-MeNH-4-Pym ring 26-11-619 4-F-Ph 2-MeNH-4-Pym ring 27-11-620 4- F-Ph 2-MeNH-4-Pym Ring 28-11 -621 4-F-Ph 2-MeNH-4-Pym Ring 29-11-622 4-F-Ph 2-MeNH-4-Pym Ring 30-11-623 4-F-Ph 2-MeNH-4-Pym Ring 31-11-624 4-F-Ph 2-MeNH-4-Pym Ring 32-11-625 4-F-Ph 2-MeNH-4-Pym Ring 33-11-626 4-F-Ph 2-MeNH -4-Pym Ring 34-11-627 4-F-Ph 2-MeNH-4-Pym Ring 35-11-628 4-F-Ph 2-MeNH-4-Pym Ring 36-11-629 4-F- Ph 2-MeNH-4-Pym ring 37-11-630 4-F-Ph 2-MeNH-4-Pym ring 1 2-Me 11-631 4-F-Ph 2-MeNH-4-Pym ring 2 2- Me 11-632 4-F-Ph 2-MeNH-4-Pym ring 3 2-Me 11-633 4-F-Ph 2-MeNH-4-Pym ring 4 2-Me 11-634 4-F-Ph 2 -MeNH-4-Pym ring 5 2-Me 11-635 4-F-Ph 2-MeNH-4-Pym ring 6 2-Me 11-636 4-F-Ph 2-MeNH-4-Pym ring 7 2- Me 11-637 4-F-Ph 2-MeNH-4-Pym ring 8 2-Me 11-638 4-F-Ph 2-MeNH-4-Pym ring 9 2-Me 11-639 4-F-Ph 2 -MeNH-4-Pym ring 10 2-Me 11-640 4-F-Ph 2-MeNH-4-Pym ring 11 2-Me 11-641 4-F-Ph 2-MeNH-4-Pym ring 12 2- Me 11-642 4-F-Ph 2-MeNH-4-Pym Ring 13 2-Me 11-643 4-F-Ph 2-MeNH-4-Pym Ring 14 2-Me 11-644 4-F-Ph 2 -MeNH-4-Pym ring 15 2-Me 11-645 4-F-Ph 2-MeNH-4-Pym ring 16 2-Me 11-646 4-F-Ph 2-MeNH-4-Pym ring 17 2- Me 11-647 4-F-Ph 2-MeNH-4-Pym Ring 18 2-Me 11- 648 4-F-Ph 2-MeNH-4-Pym Ring 19 2-Me 11-649 4-F-Ph 2-MeNH-4-Pym Ring 20 2-Me 11-650 4-F-Ph 2-MeNH- 4-Pym ring 21 2-Me 11-651 4-F-Ph 2-MeNH-4-Pym ring 22 2-Me 11-652 4-F-Ph 2-MeNH-4-Pym ring 23 2-Me 11- 653 4-F-Ph 2-MeNH-4-Pym Ring 24 2-Me 11-654 4-F-Ph 2-MeNH-4-Pym Ring 25 2-Me 11-655 4-F-Ph 2-MeNH- 4-Pym ring 26 2-Me 11-656 4-F-Ph 2-MeNH-4-Pym ring 27 2-Me 11-657 4-F-Ph 2-MeNH-4-Pym ring 28 2-Me 11- 658 4-F-Ph 2-MeNH-4-Pym ring 29 2-Me 11-659 4-F-Ph 2-MeNH-4-Pym ring 30 2-Me 11-660 4-F-Ph 2-MeNH- 4-Pym ring 31 2-Me 11-661 4-F-Ph 2-MeNH-4-Pym ring 32 2-Me 11-662 4-F-Ph 2-MeNH-4-Pym ring 33 2-Me 11- 663 4-F-Ph 2-MeNH-4-Pym Ring 34 2-Me 11-664 4-F-Ph 2-MeNH-4-Pym Ring 35 2-Me 11-665 4-F-Ph 2-MeNH- 4-Pym ring 36 2-Me 11-666 4-F-Ph 2-MeNH-4-Pym ring 37 2-Me 11-667 4-F-Ph 2-MeNH-4-Pym ring 1 2-OH 11- 668 4-F-Ph 2-MeNH-4-Pym ring 2 2-OH 11-669 4-F-Ph 2-MeNH-4-Pym ring 3 2-OH 11-670 4-F-Ph 2-MeNH- 4-Pym ring 4 2-OH 11-671 4-F-Ph 2-MeNH-4-Pym ring 5 2-OH 11-672 4-F-Ph 2-MeNH-4-Pym ring 6 2-OH 11- 673 4-F-Ph 2-MeNH-4-Pym Ring 7 2-OH 11-674 4-F-Ph 2 -MeNH-4-Pym ring 8 2-OH 11-675 4-F-Ph 2-MeNH-4-Pym ring 9 2-OH 11-676 4-F-Ph 2-MeNH-4-Pym ring 10 2- OH 11-677 4-F-Ph 2-MeNH-4-Pym ring 11 2-OH 11-678 4-F-Ph 2-MeNH-4-Pym ring 12 2-OH 11-679 4-F-Ph 2 -MeNH-4-Pym ring 13 2-OH 11-680 4-F-Ph 2-MeNH-4-Pym ring 14 2-OH 11-681 4-F-Ph 2-MeNH-4-Pym ring 15 2- OH 11-682 4-F-Ph 2-MeNH-4-Pym Ring 16 2-OH 11-683 4-F-Ph 2-MeNH-4-Pym Ring 17 2-OH 11-684 4-F-Ph 2 -MeNH-4-Pym ring 18 2-OH 11-685 4-F-Ph 2-MeNH-4-Pym ring 19 2-OH 11-686 4-F-Ph 2-MeNH-4-Pym ring 20 2- OH 11-687 4-F-Ph 2-MeNH-4-Pym ring 21 2-OH 11-688 4-F-Ph 2-MeNH-4-Pym ring 22 2-OH 11-689 4-F-Ph 2 -MeNH-4-Pym ring 23 2-OH 11-690 4-F-Ph 2-MeNH-4-Pym ring 24 2-OH 11-691 4-F-Ph 2-MeNH-4-Pym ring 25 2- OH 11-692 4-F-Ph 2-MeNH-4-Pym ring 26 2-OH 11-693 4-F-Ph 2-MeNH-4-Pym ring 27 2-OH 11-694 4-F-Ph 2 -MeNH-4-Pym ring 28 2-OH 11-695 4-F-Ph 2-MeNH-4-Pym ring 29 2-OH 11-696 4-F-Ph 2-MeNH-4-Pym ring 30 2- OH 11-697 4-F-Ph 2-MeNH-4-Pym ring 31 2-OH 11-698 4-F-Ph 2-MeNH-4-Pym ring 32 2-OH 11-699 4-F-Ph 2 -MeNH-4-Pym Ring 33 2-OH 11-700 4-F-Ph 2-MeNH-4-Pym Ring 34 2-OH 11-701 4-F-Ph 2-MeNH-4-Pym Ring 35 2-OH 11-702 4-F-Ph 2-MeNH-4-Pym Ring 36 2-OH 11-703 4- F-Ph 2-MeNH-4-Pym Ring 37 2-OH 11-704 4-F-Ph 2-MeNH-4-Pym Ring 1 2-MeO 11-705 4-F-Ph 2-MeNH-4-Pym Ring 2 2-MeO 11-706 4-F-Ph 2-MeNH-4-Pym Ring 3 2-MeO 11-707 4-F-Ph 2-MeNH-4-Pym Ring 4 2-MeO 11-708 4- F-Ph 2-MeNH-4-Pym ring 5 2-MeO 11-709 4-F-Ph 2-MeNH-4-Pym ring 6 2-MeO 11-710 4-F-Ph 2-MeNH-4-Pym Ring 7 2-MeO 11-711 4-F-Ph 2-MeNH-4-Pym Ring 8 2-MeO 11-712 4-F-Ph 2-MeNH-4-Pym Ring 9 2-MeO 11-713 4- F-Ph 2-MeNH-4-Pym Ring 10 2-MeO 11-714 4-F-Ph 2-MeNH-4-Pym Ring 11 2-MeO 11-715 4-F-Ph 2-MeNH-4-Pym Ring 12 2-MeO 11-716 4-F-Ph 2-MeNH-4-Pym Ring 13 2-MeO 11-717 4-F-Ph 2-MeNH-4-Pym Ring 14 2-MeO 11-718 4- F-Ph 2-MeNH-4-Pym Ring 15 2-MeO 11-719 4-F-Ph 2-MeNH-4-Pym Ring 16 2-MeO 11-720 4-F-Ph 2-MeNH-4-Pym Ring 17 2-MeO 11-721 4-F-Ph 2-MeNH-4-Pym Ring 18 2-MeO 11-722 4-F-Ph 2-MeNH-4-Pym Ring 19 2-MeO 11-723 4- F-Ph 2-MeNH-4-Pym Ring 20 2-MeO 11-724 4-F-Ph 2-MeNH-4-Pym Ring 21 2-MeO 11-725 4-F-Ph 2-MeNH-4-Pym Ring 22 2-MeO 11-726 4-F-Ph 2-M eNH-4-Pym Ring 23 2-MeO 11-727 4-F-Ph 2-MeNH-4-Pym Ring 24 2-MeO 11-728 4-F-Ph 2-MeNH-4-Pym Ring 25 2-MeO 11-729 4-F-Ph 2-MeNH-4-Pym ring 26 2-MeO 11-730 4-F-Ph 2-MeNH-4-Pym ring 27 2-MeO 11-731 4-F-Ph 2- MeNH-4-Pym ring 28 2-MeO 11-732 4-F-Ph 2-MeNH-4-Pym ring 29 2-MeO 11-733 4-F-Ph 2-MeNH-4-Pym ring 30 2-MeO 11-734 4-F-Ph 2-MeNH-4-Pym Ring 31 2-MeO 11-735 4-F-Ph 2-MeNH-4-Pym Ring 32 2-MeO 11-736 4-F-Ph 2- MeNH-4-Pym ring 33 2-MeO 11-737 4-F-Ph 2-MeNH-4-Pym ring 34 2-MeO 11-738 4-F-Ph 2-MeNH-4-Pym ring 35 2-MeO 11-739 4-F-Ph 2-MeNH-4-Pym Ring 36 2-MeO 11-740 4-F-Ph 2-MeNH-4-Pym Ring 37 2-MeO 11-741 4-F-Ph 2- MeNH-4-Pym ring 1 2-F 11-742 4-F-Ph 2-MeNH-4-Pym ring 2 2-F 11-743 4-F-Ph 2-MeNH-4-Pym ring 3 2-F 11-744 4-F-Ph 2-MeNH-4-Pym ring 4 2-F 11-745 4-F-Ph 2-MeNH-4-Pym ring 5 2-F 11-746 4-F-Ph 2- MeNH-4-Pym ring 6 2-F 11-747 4-F-Ph 2-MeNH-4-Pym ring 7 2-F 11-748 4-F-Ph 2-MeNH-4-Pym ring 8 2-F 11-749 4-F-Ph 2-MeNH-4-Pym ring 9 2-F 11-750 4-F-Ph 2-MeNH-4-Pym ring 10 2-F 11-751 4-F-Ph 2- MeNH-4-Pym Ring 11 2-F 11-752 4-F-Ph 2-MeNH-4-Py m Ring 12 2-F 11-753 4-F-Ph 2-MeNH-4-Pym Ring 13 2-F 11-754 4-F-Ph 2-MeNH-4-Pym Ring 14 2-F 11-755 4 -F-Ph 2-MeNH-4-Pym Ring 15 2-F 11-756 4-F-Ph 2-MeNH-4-Pym Ring 16 2-F 11-757 4-F-Ph 2-MeNH-4- Pym ring 17 2-F 11-758 4-F-Ph 2-MeNH-4-Pym ring 18 2-F 11-759 4-F-Ph 2-MeNH-4-Pym ring 19 2-F 11-760 4 -F-Ph 2-MeNH-4-Pym ring 20 2-F 11-761 4-F-Ph 2-MeNH-4-Pym ring 21 2-F 11-762 4-F-Ph 2-MeNH-4- Pym ring 22 2-F 11-763 4-F-Ph 2-MeNH-4-Pym ring 23 2-F 11-764 4-F-Ph 2-MeNH-4-Pym ring 24 2-F 11-765 4 -F-Ph 2-MeNH-4-Pym ring 25 2-F 11-766 4-F-Ph 2-MeNH-4-Pym ring 26 2-F 11-767 4-F-Ph 2-MeNH-4- Pym ring 27 2-F 11-768 4-F-Ph 2-MeNH-4-Pym ring 28 2-F 11-769 4-F-Ph 2-MeNH-4-Pym ring 29 2-F 11-770 4 -F-Ph 2-MeNH-4-Pym ring 30 2-F 11-771 4-F-Ph 2-MeNH-4-Pym ring 31 2-F 11-772 4-F-Ph 2-MeNH-4- Pym ring 32 2-F 11-773 4-F-Ph 2-MeNH-4-Pym ring 33 2-F 11-774 4-F-Ph 2-MeNH-4-Pym ring 34 2-F 11-775 4 -F-Ph 2-MeNH-4-Pym Ring 35 2-F 11-776 4-F-Ph 2-MeNH-4-Pym Ring 36 2-F 11-777 4-F-Ph 2-MeNH-4- Pym ring 37 2-F 11-778 4-F-Ph 2-MeNH-4-Pym ring 1 2-Cl 11-779 4-F-Ph 2-MeNH-4-Py m Ring 2 2-Cl 11-780 4-F-Ph 2-MeNH-4-Pym Ring 3 2-Cl 11-781 4-F-Ph 2-MeNH-4-Pym Ring 4 2-Cl 11-782 4 -F-Ph 2-MeNH-4-Pym ring 5 2-Cl 11-783 4-F-Ph 2-MeNH-4-Pym ring 6 2-Cl 11-784 4-F-Ph 2-MeNH-4- Pym ring 7 2-Cl 11-785 4-F-Ph 2-MeNH-4-Pym ring 8 2-Cl 11-786 4-F-Ph 2-MeNH-4-Pym ring 9 2-Cl 11-787 4 -F-Ph 2-MeNH-4-Pym Ring 10 2-Cl 11-788 4-F-Ph 2-MeNH-4-Pym Ring 11 2-Cl 11-789 4-F-Ph 2-MeNH-4- Pym ring 12 2-Cl 11-790 4-F-Ph 2-MeNH-4-Pym ring 13 2-Cl 11-791 4-F-Ph 2-MeNH-4-Pym ring 14 2-Cl 11-792 4 -F-Ph 2-MeNH-4-Pym Ring 15 2-Cl 11-793 4-F-Ph 2-MeNH-4-Pym Ring 16 2-Cl 11-794 4-F-Ph 2-MeNH-4- Pym ring 17 2-Cl 11-795 4-F-Ph 2-MeNH-4-Pym ring 18 2-Cl 11-796 4-F-Ph 2-MeNH-4-Pym ring 19 2-Cl 11-797 4 -F-Ph 2-MeNH-4-Pym Ring 20 2-Cl 11-798 4-F-Ph 2-MeNH-4-Pym Ring 21 2-Cl 11-799 4-F-Ph 2-MeNH-4- Pym ring 22 2-Cl 11-800 4-F-Ph 2-MeNH-4-Pym ring 23 2-Cl 11-801 4-F-Ph 2-MeNH-4-Pym ring 24 2-Cl 11-802 4 -F-Ph 2-MeNH-4-Pym ring 25 2-Cl 11-803 4-F-Ph 2-MeNH-4-Pym ring 26 2-Cl 11-804 4-F-Ph 2-MeNH-4- Pym ring 27 2-Cl 11-805 4-F-Ph 2-MeNH-4-Pym ring 28 2-Cl 11-806 4-F-Ph 2-MeNH-4-Pym ring 29 2-Cl 11-807 4-F-Ph 2-MeNH-4-Pym ring 30 2-Cl 11-808 4-F-Ph 2- MeNH-4-Pym ring 31 2-Cl 11-809 4-F-Ph 2-MeNH-4-Pym ring 32 2-Cl 11-810 4-F-Ph 2-MeNH-4-Pym ring 33 2-Cl 11-811 4-F-Ph 2-MeNH-4-Pym Ring 34 2-Cl 11-812 4-F-Ph 2-MeNH-4-Pym Ring 35 2-Cl 11-813 4-F-Ph 2- MeNH-4-Pym ring 36 2-Cl 11-814 4-F-Ph 2-MeNH-4-Pym ring 37 2-Cl 11-815 4-F-Ph 2-MeNH-4-Pym ring 1 2,2 -diF 11-816 4-F-Ph 2-MeNH-4-Pym ring 2 2,2-diF 11-817 4-F-Ph 2-MeNH-4-Pym ring 3 2,2-diF 11-818 4 -F-Ph 2-MeNH-4-Pym ring 4 2,2-diF 11-819 4-F-Ph 2-MeNH-4-Pym ring 5 2,2-diF 11-820 4-F-Ph 2- MeNH-4-Pym ring 6 2,2-diF 11-821 4-F-Ph 2-MeNH-4-Pym ring 7 2,2-diF 11-822 4-F-Ph 2-MeNH-4-Pym ring 8 2,2-diF 11-823 4-F-Ph 2-MeNH-4-Pym ring 9 2,2-diF 11-824 4-F-Ph 2-MeNH-4-Pym ring 10 2,2-diF 11-825 4-F-Ph 2-MeNH-4-Pym ring 11 2,2-diF 11-826 4-F-Ph 2-MeNH-4-Pym ring 12 2,2-diF 11-827 4-F -Ph 2-MeNH-4-Pym ring 13 2,2-diF 11-828 4-F-Ph 2-MeNH-4-Pym ring 14 2,2-diF 11-829 4-F-Ph 2-MeNH- 4-Pym ring 15 2,2-diF 11-830 4-F-Ph 2-MeNH-4-Pym ring 16 2,2-diF 1 1-831 4-F-Ph 2-MeNH-4-Pym Ring 17 2,2-diF 11-832 4-F-Ph 2-MeNH-4-Pym Ring 18 2,2-diF 11-833 4-F -Ph 2-MeNH-4-Pym ring 19 2,2-diF 11-834 4-F-Ph 2-MeNH-4-Pym ring 20 2,2-diF 11-835 4-F-Ph 2-MeNH- 4-Pym ring 21 2,2-diF 11-836 4-F-Ph 2-MeNH-4-Pym ring 22 2,2-diF 11-837 4-F-Ph 2-MeNH-4-Pym ring 23 2 , 2-diF 11-838 4-F-Ph 2-MeNH-4-Pym ring 24 2,2-diF 11-839 4-F-Ph 2-MeNH-4-Pym ring 25 2,2-diF 11- 840 4-F-Ph 2-MeNH-4-Pym ring 26 2,2-diF 11-841 4-F-Ph 2-MeNH-4-Pym ring 27 2,2-diF 11-842 4-F-Ph 2-MeNH-4-Pym ring 28 2,2-diF 11-843 4-F-Ph 2-MeNH-4-Pym ring 29 2,2-diF 11-844 4-F-Ph 2-MeNH-4- Pym ring 30 2,2-diF 11-845 4-F-Ph 2-MeNH-4-Pym ring 31 2,2-diF 11-846 4-F-Ph 2-MeNH-4-Pym ring 32 2,2 -diF 11-847 4-F-Ph 2-MeNH-4-Pym ring 33 2,2-diF 11-848 4-F-Ph 2-MeNH-4-Pym ring 34 2,2-diF 11-849 4 -F-Ph 2-MeNH-4-Pym ring 35 2,2-diF 11-850 4-F-Ph 2-MeNH-4-Pym ring 36 2,2-diF 11-851 4-F-Ph 2- MeNH-4-Pym ring 37 2,2-diF 11-852 4-F-Ph 2-MeNH-4-Pym ring 1 8-Me 11-853 4-F-Ph 2-MeNH-4-Pym ring 2 8 -Me 11-854 4-F-Ph 2-MeNH-4-Pym Ring 3 8-Me 11-855 4-F-Ph 2-MeNH-4-Pym Ring 4 8-Me 11-856 4-F-Ph 2-MeNH-4-Pym Ring 5 8-Me 11-857 4-F-Ph 2-MeNH-4-Pym Ring 6 8-Me 11-858 4- F-Ph 2-MeNH-4-Pym ring 7 8-Me 11-859 4-F-Ph 2-MeNH-4-Pym ring 8 8-Me 11-860 4-F-Ph 2-MeNH-4-Pym Ring 9 8-Me 11-861 4-F-Ph 2-MeNH-4-Pym Ring 10 8-Me 11-862 4-F-Ph 2-MeNH-4-Pym Ring 11 8-Me 11-863 4- F-Ph 2-MeNH-4-Pym Ring 12 8-Me 11-864 4-F-Ph 2-MeNH-4-Pym Ring 13 8-Me 11-865 4-F-Ph 2-MeNH-4-Pym Ring 14 8-Me 11-866 4-F-Ph 2-MeNH-4-Pym Ring 15 8-Me 11-867 4-F-Ph 2-MeNH-4-Pym Ring 16 8-Me 11-868 4- F-Ph 2-MeNH-4-Pym Ring 17 8-Me 11-869 4-F-Ph 2-MeNH-4-Pym Ring 18 8-Me 11-870 4-F-Ph 2-MeNH-4-Pym Ring 19 8-Me 11-871 4-F-Ph 2-MeNH-4-Pym Ring 20 8-Me 11-872 4-F-Ph 2-MeNH-4-Pym Ring 21 8-Me 11-873 4- F-Ph 2-MeNH-4-Pym Ring 22 8-Me 11-874 4-F-Ph 2-MeNH-4-Pym Ring 23 8-Me 11-875 4-F-Ph 2-MeNH-4-Pym Ring 24 8-Me 11-876 4-F-Ph 2-MeNH-4-Pym Ring 25 8-Me 11-877 4-F-Ph 2-MeNH-4-Pym Ring 26 8-Me 11-878 4- F-Ph 2-MeNH-4-Pym Ring 27 8-Me 11-879 4-F-Ph 2-MeNH-4-Pym Ring 28 8-Me 11-880 4-F-Ph 2-MeNH-4-Pym Ring 29 8-Me 11-881 4-F-Ph 2-MeNH-4-Pym Ring 30 8-Me 11-882 4-F-Ph 2-MeNH-4-Pym Ring 31 8-Me 11-883 4-F-Ph 2-MeNH-4-Pym Ring 32 8-Me 11-884 4-F-Ph 2- MeNH-4-Pym ring 33 8-Me 11-885 4-F-Ph 2-MeNH-4-Pym ring 34 8-Me 11-886 4-F-Ph 2-MeNH-4-Pym ring 35 8-Me 11-887 4-F-Ph 2-MeNH-4-Pym Ring 36 8-Me 11-888 4-F-Ph 2-MeNH-4-Pym Ring 37 8-Me 11-889 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 1-11-890 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 2-11-891 4-F-Ph 2- (α -Me-BnNH) -4-Pym ring 3-11-892 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 4-11-893 4-F-Ph 2- (α-Me -BnNH) -4-Pym ring 5-11-894 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 6-11-895 4-F-Ph 2- (α-Me-BnNH ) -4-Pym ring 7-11-896 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 8-11-897 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 9-11-898 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 10-11-899 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 11-11-900 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 12-11-901 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 13-11-902 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 14-11-903 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 15- 11-904 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 16-11-905 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 17-11- 906 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 18-11-907 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 19-11-908 4 -F-Ph 2- (α-Me-BnNH) -4-Pym ring 20-11-909 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 21-11-910 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 22-11-911 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 23-11-912 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 24-11-913 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 25-11-914 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 26-11-915 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 27-11-916 4-F-Ph 2- (α -Me-BnNH) -4-Pym Ring 28-11-917 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 29-11-918 4-F-Ph 2- (α-Me -BnNH) -4-Pym Ring 30-11-919 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 31-11-920 4-F-Ph 2- (α-Me-BnNH ) -4-Pym Ring 32-11-921 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 33-11-922 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 34-11-923 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 35-11-924 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 36-11-925 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 37-11-926 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 1 2-Me 11-927 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 2 2-Me 11-928 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 3 2-Me 11-92 9 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 4 2-Me 11-930 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 5 2-Me 11-931 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 6 2-Me 11-932 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 7 2 -Me 11-933 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 8 2-Me 11-934 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 9 2-Me 11-935 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 10 2-Me 11-936 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 11 2-Me 11-937 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 12 2-Me 11-938 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 13 2-Me 11-939 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 14 2-Me 11-940 4-F-Ph 2- (α-Me-BnNH ) -4-Pym ring 15 2-Me 11-941 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 16 2-Me 11-942 4-F-Ph 2- (α-Me -BnNH) -4-Pym ring 17 2-Me 11-943 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 18 2-Me 11-944 4-F-Ph 2- (α -Me-BnNH) -4-Pym ring 19 2-Me 11-945 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 20 2-Me 11-946 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 21 2-Me 11-947 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 22 2-Me 11-948 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 23 2-Me 11-949 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 24 2-Me 11-950 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 2 5 2-Me 11-951 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 26 2-Me 11-952 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 27 2-Me 11-953 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 28 2-Me 11-954 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 29 2-Me 11-955 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 30 2-Me 11-956 4-F-Ph 2- (α-Me-BnNH ) -4-Pym ring 31 2-Me 11-957 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 32 2-Me 11-958 4-F-Ph 2- (α-Me -BnNH) -4-Pym ring 33 2-Me 11-959 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 34 2-Me 11-960 4-F-Ph 2- (α -Me-BnNH) -4-Pym ring 35 2-Me 11-961 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 36 2-Me 11-962 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 37 2-Me 11-963 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 1 2-OH 11-964 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 2 2-OH 11-965 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 3 2-OH 11-966 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 4 2-OH 11-967 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 5 2-OH 11-968 4 -F-Ph 2- (α-Me-BnNH) -4-Pym ring 6 2-OH 11-969 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 7 2-OH 11- 970 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 8 2-OH 11-971 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 9 2-OH 11-972 4-F-Ph 2- (α-Me-BnNH ) -4-Pym ring 10 2-OH 11-973 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 11 2-OH 11-974 4-F-Ph 2- (α-Me -BnNH) -4-Pym ring 12 2-OH 11-975 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 13 2-OH 11-976 4-F-Ph 2- (α -Me-BnNH) -4-Pym ring 14 2-OH 11-977 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 15 2-OH 11-978 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 16 2-OH 11-979 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 17 2-OH 11-980 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 18 2-OH 11-981 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 19 2-OH 11-982 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 20 2-OH 11-983 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 21 2-OH 11-984 4 -F-Ph 2- (α-Me-BnNH) -4-Pym ring 22 2-OH 11-985 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 23 2-OH 11- 986 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 24 2-OH 11-987 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 25 2-OH 11-988 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 26 2-OH 11-989 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 27 2 -OH 11-990 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 28 2-OH 11-991 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 29 2-OH 11-992 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 30 2-OH 11-993 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 31 2-OH 11-994 4-F-Ph 2 -(α-Me-BnNH) -4-Pym ring 32 2-OH 11-995 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 33 2-OH 11-996 4-F- Ph 2- (α-Me-BnNH) -4-Pym ring 34 2-OH 11-997 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 35 2-OH 11-998 4- F-Ph 2- (α-Me-BnNH) -4-Pym ring 36 2-OH 11-999 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 37 2-OH 11-1000 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 1 2-MeO 11-1001 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 2 2-MeO 11 -1002 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 3 2-MeO 11-1003 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 4 2- MeO 11-1004 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 5 2-MeO 11-1005 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 6 2-MeO 11-1006 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 7 2-MeO 11-1007 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 8 2-MeO 11-1008 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 9 2-MeO 11-1009 4-F-Ph 2- (α-Me-BnNH) -4 -Pym ring 10 2-MeO 11-1010 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 11 2-MeO 11-1011 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 12 2-MeO 11-1012 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 13 2-MeO 11-1013 4-F-Ph 2- (α-Me- (BnNH) -4-Pym ring 14 2-MeO 11-1014 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 15 2-MeO 11-1015 4-F-Ph 2- ( -Me-BnNH) -4-Pym ring 16 2-MeO 11-1016 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 17 2-MeO 11-1017 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 18 2-MeO 11-1018 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 19 2-MeO 11-1019 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 20 2-MeO 11-1020 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 21 2-MeO 11-1021 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 22 2-MeO 11-1022 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 23 2-MeO 11-1023 4 -F-Ph 2- (α-Me-BnNH) -4-Pym ring 24 2-MeO 11-1024 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 25 2-MeO 11- 1025 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 26 2-MeO 11-1026 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 27 2-MeO 11-1027 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 28 2-MeO 11-1028 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring29 2 -MeO 11-1029 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 30 2-MeO 11-1030 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 31 2-MeO 11-1031 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 32 2-MeO 11-1032 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 33 2-MeO 11-1033 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 34 2-MeO 11-1034 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 35 2-MeO 11-1035 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 36 2-MeO 11-1036 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 37 2-MeO 11-1037 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 1 2-F 11-1038 4 -F-Ph 2- (α-Me-BnNH) -4-Pym ring 2 2-F 11-1039 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 3 2-F 11- 1040 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 4 2-F 11-1041 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 5 2-F 11-1042 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 6 2-F 11-1043 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 7 2 -F 11-1044 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 8 2-F 11-1045 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 9 2-F 11-1046 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 10 2-F 11-1047 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 11 2-F 11-1048 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 12 2-F 11-1049 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 13 2-F 11-1050 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 14 2-F 11-1051 4-F-Ph 2- (α-Me-BnNH ) -4-Pym ring 15 2-F 11-1052 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 16 2-F 11-1053 4-F-Ph 2- (α-Me -BnNH) -4-Pym Ring 17 2-F 11-1054 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 18 2-F 11-1055 4-F-Ph 2- (α -Me-BnNH) -4-Pym ring 19 2-F 11-1056 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 20 2-F 11-1057 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 21 2 -F 11-1058 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 22 2-F 11-1059 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 23 2-F 11-1060 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 24 2-F 11-1061 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 25 2-F 11-1062 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 26 2-F 11-1063 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 27 2-F 11-1064 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 28 2-F 11-1065 4-F-Ph 2- (α-Me-BnNH ) -4-Pym ring 29 2-F 11-1066 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 30 2-F 11-1067 4-F-Ph 2- (α-Me -BnNH) -4-Pym Ring 31 2-F 11-1068 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 32 2-F 11-1069 4-F-Ph 2- (α -Me-BnNH) -4-Pym ring 33 2-F 11-1070 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 34 2-F 11-1071 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 35 2-F 11-1072 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 36 2-F 11-1073 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 37 2-F 11-1074 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 1 2-Cl 11-1075 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 2 2-Cl 11-1076 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 3 2-Cl 11-1077 4 -F-Ph 2- (α-Me-BnNH) -4-Pym ring 4 2-Cl 11-1078 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 5 2-Cl 11- 1079 4-F-Ph 2- (α-Me-Bn NH) -4-Pym ring 6 2-Cl 11-1080 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 7 2-Cl 11-1081 4-F-Ph 2- (α- Me-BnNH) -4-Pym ring 8 2-Cl 11-1082 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 9 2-Cl 11-1083 4-F-Ph 2- ( α-Me-BnNH) -4-Pym ring 10 2-Cl 11-1084 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 11 2-Cl 11-1085 4-F-Ph 2 -(α-Me-BnNH) -4-Pym ring 12 2-Cl 11-1086 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 13 2-Cl 11-1087 4-F- Ph 2- (α-Me-BnNH) -4-Pym ring 14 2-Cl 11-1088 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 15 2-Cl 11-1089 4- F-Ph 2- (α-Me-BnNH) -4-Pym ring 16 2-Cl 11-1090 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 17 2-Cl 11-1091 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 18 2-Cl 11-1092 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 19 2-Cl 11 -1093 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 20 2-Cl 11-1094 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 21 2- Cl 11-1095 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 22 2-Cl 11-1096 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 23 2-Cl 11-1097 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 24 2-Cl 11-1098 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 25 2-Cl 11-1099 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 26 2-Cl 11-1100 4-F-Ph 2- (α-Me-BnNH) -4 -Pym ring 27 2-Cl 11-1101 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 28 2-Cl 11-1102 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 29 2-Cl 11-1103 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 30 2-Cl 11-1104 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 31 2-Cl 11-1105 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 32 2-Cl 11-1106 4-F-Ph 2- (α-Me-BnNH ) -4-Pym ring 33 2-Cl 11-1107 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 34 2-Cl 11-1108 4-F-Ph 2- (α-Me -BnNH) -4-Pym ring 35 2-Cl 11-1109 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 36 2-Cl 11-1110 4-F-Ph 2- (α -Me-BnNH) -4-Pym ring 37 2-Cl 11-1111 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 1 2,2-diF 11-1112 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 2,2,2-diF 11-1113 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 3,2,2-diF 11- 1114 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 4 2,2-diF 11-1115 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 5 2 , 2-diF 11-1116 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 6 2,2-diF 11-1117 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 7 2,2-diF 11-1118 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 8 2,2-diF 11-1119 4-F-Ph 2- (α -Me-BnNH) -4-Pym ring 9 2,2-diF 11-1120 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 10 2,2-diF 11-1121 4-F -Ph 2- (α-M e-BnNH) -4-Pym ring 11 2,2-diF 11-1122 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 12 2,2-diF 11-1123 4-F- Ph 2- (α-Me-BnNH) -4-Pym ring 13 2,2-diF 11-1124 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 14 2,2-diF 11 -1125 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 15 2,2-diF 11-1126 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 16 2,2-diF 11-1127 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 17 2,2-diF 11-1128 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 18 2,2-diF 11-1129 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 19 2,2-diF 11-1130 4-F-Ph 2- ( α-Me-BnNH) -4-Pym ring 20 2,2-diF 11-1131 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 21 2,2-diF 11-1132 4- F-Ph 2- (α-Me-BnNH) -4-Pym ring 22 2,2-diF 11-1133 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 23 2,2- diF 11-1134 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 24 2,2-diF 11-1135 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 25 2,2-diF 11-1136 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 26 2,2-diF 11-1137 4-F-Ph 2- (α-Me- (BnNH) -4-Pym ring 27 2,2-diF 11-1138 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 28 2,2-diF 11-1139 4-F-Ph 2 -(α-Me-BnNH) -4-Pym ring 29 2,2-diF 11-1140 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 30 2,2-diF 11-1141 4-F-Ph 2- (α-M e-BnNH) -4-Pym ring 31 2,2-diF 11-1142 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 32 2,2-diF 11-1143 4-F- Ph 2- (α-Me-BnNH) -4-Pym ring 33 2,2-diF 11-1144 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 34 2,2-diF 11 -1145 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 35 2,2-diF 11-1146 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 36 2,2-diF 11-1147 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 37 2,2-diF 11-1148 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 1 8-Me 11-1149 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 28-Me 11-1150 4-F-Ph 2- (α-Me- (BnNH) -4-Pym ring 3 8-Me 11-1151 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 4 8-Me 11-1152 4-F-Ph 2- (α- Me-BnNH) -4-Pym ring 5 8-Me 11-1153 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 6 8-Me 11-1154 4-F-Ph 2- ( α-Me-BnNH) -4-Pym ring 7 8-Me 11-1155 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 8 8-Me 11-1156 4-F-Ph 2 -(α-Me-BnNH) -4-Pym ring 9 8-Me 11-1157 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 10 8-Me 11-1158 4-F- Ph 2- (α-Me-BnNH) -4-Pym ring 11 8-Me 11-1159 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 12 8-Me 11-1160 4- F-Ph 2- (α-Me-BnNH) -4-Pym ring 13 8-Me 11-1161 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 14 8-Me 11-1162 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 15 8-Me 11-1163 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 16 8-Me 11-1164 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 17 8-Me 11-1165 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 18 8-Me 11-1166 4 -F-Ph 2- (α-Me-BnNH) -4-Pym ring 19 8-Me 11-1167 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 20 8-Me 11- 1168 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 21 8-Me 11-1169 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 22 8-Me 11-1170 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 23 8-Me 11-1171 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 24 8 -Me 11-1172 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 25 8-Me 11-1173 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 26 8-Me 11-1174 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 27 8-Me 11-1175 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 28 8-Me 11-1176 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 29 8-Me 11-1177 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 30 8-Me 11-1178 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 31 8-Me 11-1179 4-F-Ph 2- (α-Me-BnNH ) -4-Pym ring 32 8-Me 11-1180 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 33 8-Me 11-1181 4-F-Ph 2- (α-Me -BnNH) -4-Pym ring 34 8-Me 11-1182 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 35 8-Me 11-1183 4-F-Ph 2- (α -Me-BnN H) -4-Pym ring 36 8-Me 11-1184 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 37 8-Me ------------- ----------------------------------------------

[0113]

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[0114]

[Table 12] Table 12 -------------------------------------------- --------------- Compound No.R ¹ R ^Two AR ^Five -------------------------------------------------- --------- 12-1 4-F-Ph 4-Pyr ring 1-12-2 4-F-Ph 4-Pyr ring 2-12-3 4-F-Ph 4-Pyr ring 3 -12-4 4-F-Ph 4-Pyr ring 4-12-5 4-F-Ph 4-Pyr ring 5-12-6 4-F-Ph 4-Pyr ring 6-12-7 4-F- Ph 4-Pyr ring 7-12-8 4-F-Ph 4-Pyr ring 8-12-9 4-F-Ph 4-Pyr ring 9-12-10 4-F-Ph 4-Pyr ring 10-12 -11 4-F-Ph 4-Pyr ring 11-12-12 4-F-Ph 4-Pyr ring 12-12-13 4-F-Ph 4-Pyr ring 13-12-14 4-F-Ph 4 -Pyr ring 14-12-15 4-F-Ph 4-Pyr ring 15-12-16 4-F-Ph 4-Pyr ring 16-12-17 4-F-Ph 4-Pyr ring 17-12-18 4-F-Ph 4-Pyr Ring 18-12-19 4-F-Ph 4-Pyr Ring 19-12-20 4-F-Ph 4-Pyr Ring 20-12-21 4-F-Ph 4-Pyr Ring 21-12-22 4-F-Ph 4-Pyr Ring 22-12-23 4-F-Ph 4-Pyr Ring 23-12-24 4-F-Ph 4-Pyr Ring 24-12-25 4- F-Ph 4-Pyr ring 25-12-26 4-F-Ph 4-Pyr ring 26-12-27 4-F-Ph 4-Pyr ring 27-12-28 4-F-Ph 4-Pyr ring 28 -12-29 4-F-Ph 4-Pyr ring 29-12-30 4-F-Ph 4-Pyr ring 30-12-31 4-F-Ph 4-Pyr ring 31-12-32 4-F- Ph 4-Pyr ring 32-12-33 4-F-Ph 4-Pyr ring 33-12-34 4-F-Ph 4-Pyr ring 34-12-35 4-F-Ph 4-Pyr ring 35-12 -3 6 4-F-Ph 4-Pyr ring 36-12-37 4-F-Ph 4-Pyr ring 37-12-38 4-F-Ph 4-Pyr ring 1 2-Me 12-39 4-F-Ph 4-Pyr ring 2 2-Me 12-40 4-F-Ph 4-Pyr ring 3 2-Me 12-41 4-F-Ph 4-Pyr ring 4 2-Me 12-42 4-F-Ph 4- Pyr ring 5 2-Me 12-43 4-F-Ph 4-Pyr ring 6 2-Me 12-44 4-F-Ph 4-Pyr ring 7 2-Me 12-45 4-F-Ph 4-Pyr ring 8 2-Me 12-46 4-F-Ph 4-Pyr ring 9 2-Me 12-47 4-F-Ph 4-Pyr ring 10 2-Me 12-48 4-F-Ph 4-Pyr ring 11 2 -Me 12-49 4-F-Ph 4-Pyr ring 12 2-Me 12-50 4-F-Ph 4-Pyr ring 13 2-Me 12-51 4-F-Ph 4-Pyr ring 14 2-Me 12-52 4-F-Ph 4-Pyr ring 15 2-Me 12-53 4-F-Ph 4-Pyr ring 16 2-Me 12-54 4-F-Ph 4-Pyr ring 17 2-Me 12- 55 4-F-Ph 4-Pyr ring 18 2-Me 12-56 4-F-Ph 4-Pyr ring 19 2-Me 12-57 4-F-Ph 4-Pyr ring 20 2-Me 12-58 4 -F-Ph 4-Pyr ring 21 2-Me 12-59 4-F-Ph 4-Pyr ring 22 2-Me 12-60 4-F-Ph 4-Pyr ring 23 2-Me 12-61 4-F -Ph 4-Pyr ring 24 2-Me 12-62 4-F-Ph 4-Pyr ring 25 2-Me 12-63 4-F-Ph 4-Pyr ring 26 2-Me 12-64 4-F-Ph 4-Pyr ring 27 2-Me 12-65 4-F-Ph 4-Pyr ring 28 2-Me 12-66 4-F-Ph 4-Pyr ring 29 2-Me 12-67 4-F-Ph 4- Pyr ring 30 2-Me 12-68 4-F-Ph 4-Pyr Ring 31 2-Me 12-69 4-F-Ph 4-Pyr 32 2-Me 12-70 4-F-Ph 4-Pyr ring 33 2-Me 12-71 4-F-Ph 4-Pyr ring 34 2-Me 12-72 4-F-Ph 4-Pyr ring 35 2 -Me 12-73 4-F-Ph 4-Pyr ring 36 2-Me 12-74 4-F-Ph 4-Pyr ring 37 2-Me 12-75 4-F-Ph 4-Pyr ring 1 2-OH 12-76 4-F-Ph 4-Pyr ring 2 2-OH 12-77 4-F-Ph 4-Pyr ring 3 2-OH 12-78 4-F-Ph 4-Pyr ring 4 2-OH 12- 79 4-F-Ph 4-Pyr ring 5 2-OH 12-80 4-F-Ph 4-Pyr ring 6 2-OH 12-81 4-F-Ph 4-Pyr ring 7 2-OH 12-82 4 -F-Ph 4-Pyr ring 8 2-OH 12-83 4-F-Ph 4-Pyr ring 9 2-OH 12-84 4-F-Ph 4-Pyr ring 10 2-OH 12-85 4-F -Ph 4-Pyr ring 11 2-OH 12-86 4-F-Ph 4-Pyr ring 12 2-OH 12-87 4-F-Ph 4-Pyr ring 13 2-OH 12-88 4-F-Ph 4-Pyr ring 14 2-OH 12-89 4-F-Ph 4-Pyr ring 15 2-OH 12-90 4-F-Ph 4-Pyr ring 16 2-OH 12-91 4-F-Ph 4- Pyr ring 17 2-OH 12-92 4-F-Ph 4-Pyr ring 18 2-OH 12-93 4-F-Ph 4-Pyr ring 19 2-OH 12-94 4-F-Ph 4-Pyr ring 20 2-OH 12-95 4-F-Ph 4-Pyr ring 21 2-OH 12-96 4-F-Ph 4-Pyr ring 22 2-OH 12-97 4-F-Ph 4-Pyr ring 232 -OH 12-98 4-F-Ph 4-Pyr ring 24 2-OH 12-99 4-F-Ph 4-Pyr ring 25 2-OH 12-100 4-F-Ph 4-Pyr ring 26 2-OH 12-101 4-F-Ph 4-Pyr ring 27 2-OH 12-102 4-F-Ph 4-Pyr ring 28 2- OH 12-103 4-F-Ph 4-Pyr ring 29 2-OH 12-104 4-F-Ph 4-Pyr ring 30 2-OH 12-105 4-F-Ph 4-Pyr ring 31 2-OH 12 -106 4-F-Ph 4-Pyr ring 32 2-OH 12-107 4-F-Ph 4-Pyr ring 33 2-OH 12-108 4-F-Ph 4-Pyr ring 34 2-OH 12-109 4-F-Ph 4-Pyr ring 35 2-OH 12-110 4-F-Ph 4-Pyr ring 36 2-OH 12-111 4-F-Ph 4-Pyr ring 37 2-OH 12-112 4- F-Ph 4-Pyr ring 1 2-MeO 12-113 4-F-Ph 4-Pyr ring 2 2-MeO 12-114 4-F-Ph 4-Pyr ring 3 2-MeO 12-115 4-F- Ph 4-Pyr ring 4 2-MeO 12-116 4-F-Ph 4-Pyr ring 5 2-MeO 12-117 4-F-Ph 4-Pyr ring 6 2-MeO 12-118 4-F-Ph 4 -Pyr ring 7 2-MeO 12-119 4-F-Ph 4-Pyr ring 8 2-MeO 12-120 4-F-Ph 4-Pyr ring 9 2-MeO 12-121 4-F-Ph 4-Pyr Ring 10 2-MeO 12-122 4-F-Ph 4-Pyr Ring 11 2-MeO 12-123 4-F-Ph 4-Pyr Ring 12 2-MeO 12-124 4-F-Ph 4-Pyr Ring 13 2-MeO 12-125 4-F-Ph 4-Pyr ring 14 2-MeO 12-126 4-F-Ph 4-Pyr ring 15 2-MeO 12-127 4-F-Ph 4-Pyr ring 16 2- MeO 12-128 4-F-Ph 4-Pyr ring 17 2-MeO 12-129 4-F-Ph 4-Pyr ring 18 2-MeO 12-130 4-F-Ph 4-Pyr ring 19 2-MeO 12 -131 4-F-Ph 4-Pyr ring 20 2-MeO 12-132 4-F-Ph 4-Pyr ring 21 2-MeO 12-133 4-F-Ph 4-Pyr ring 22 2-MeO 12-134 4-F-Ph 4-Pyr ring 23 2-MeO 12-135 4-F-Ph 4-Pyr ring 24 2-MeO 12-136 4-F-Ph 4-Pyr ring 25 2-MeO 12-137 4-F-Ph 4- Pyr ring 26 2-MeO 12-138 4-F-Ph 4-Pyr ring 27 2-MeO 12-139 4-F-Ph 4-Pyr ring 28 2-MeO 12-140 4-F-Ph 4-Pyr ring 29 2-MeO 12-141 4-F-Ph 4-Pyr ring 30 2-MeO 12-142 4-F-Ph 4-Pyr ring 31 2-MeO 12-143 4-F-Ph 4-Pyr ring 322 -MeO 12-144 4-F-Ph 4-Pyr ring 33 2-MeO 12-145 4-F-Ph 4-Pyr ring 34 2-MeO 12-146 4-F-Ph 4-Pyr ring 35 2-MeO 12-147 4-F-Ph 4-Pyr ring 36 2-MeO 12-148 4-F-Ph 4-Pyr ring 37 2-MeO 12-149 4-F-Ph 4-Pyr ring 1 2-F 12- 150 4-F-Ph 4-Pyr ring 2 2-F 12-151 4-F-Ph 4-Pyr ring 3 2-F 12-152 4-F-Ph 4-Pyr ring 4 2-F 12-153 4 -F-Ph 4-Pyr ring 5 2-F 12-154 4-F-Ph 4-Pyr ring 6 2-F 12-155 4-F-Ph 4-Pyr ring 7 2-F 12-156 4-F -Ph 4-Pyr ring 8 2-F 12-157 4-F-Ph 4-Pyr ring 9 2-F 12-158 4-F-Ph 4-Pyr ring 10 2-F 12-159 4-F-Ph 4-Pyr ring 11 2-F 12-160 4-F-Ph 4-Pyr ring 12 2-F 12-161 4-F-Ph 4-Pyr ring 13 2-F 12-162 4-F-Ph 4- Pyr ring 14 2-F 12-163 4-F-Ph 4-Pyr ring 15 2-F 12-164 4-F-Ph 4-Pyr ring 16 2-F 12-165 4-F-Ph 4-Pyr ring 17 2-F 12-166 4-F-Ph 4-Pyr Ring 1 8 2-F 12-167 4-F-Ph 4-Pyr ring 19 2-F 12-168 4-F-Ph 4-Pyr ring 20 2-F 12-169 4-F-Ph 4-Pyr ring 21 2 -F 12-170 4-F-Ph 4-Pyr ring 22 2-F 12-171 4-F-Ph 4-Pyr ring 23 2-F 12-172 4-F-Ph 4-Pyr ring 24 2-F 12-173 4-F-Ph 4-Pyr ring 25 2-F 12-174 4-F-Ph 4-Pyr ring 26 2-F 12-175 4-F-Ph 4-Pyr ring 27 2-F 12- 176 4-F-Ph 4-Pyr ring 28 2-F 12-177 4-F-Ph 4-Pyr ring 29 2-F 12-178 4-F-Ph 4-Pyr ring 30 2-F 12-179 4 -F-Ph 4-Pyr ring 31 2-F 12-180 4-F-Ph 4-Pyr ring 32 2-F 12-181 4-F-Ph 4-Pyr ring 33 2-F 12-182 4-F -Ph 4-Pyr ring 34 2-F 12-183 4-F-Ph 4-Pyr ring 35 2-F 12-184 4-F-Ph 4-Pyr ring 36 2-F 12-185 4-F-Ph 4-Pyr ring 37 2-F 12-186 4-F-Ph 4-Pyr ring 1 2-Cl 12-187 4-F-Ph 4-Pyr ring 2 2-Cl 12-188 4-F-Ph 4- Pyr ring 3 2-Cl 12-189 4-F-Ph 4-Pyr ring 4 2-Cl 12-190 4-F-Ph 4-Pyr ring 5 2-Cl 12-191 4-F-Ph 4-Pyr ring 6 2-Cl 12-192 4-F-Ph 4-Pyr ring 7 2-Cl 12-193 4-F-Ph 4-Pyr ring 8 2-Cl 12-194 4-F-Ph 4-Pyr ring 9 2 -Cl 12-195 4-F-Ph 4-Pyr ring 10 2-Cl 12-196 4-F-Ph 4-Pyr ring 11 2-Cl 12-197 4-F-Ph 4-Pyr ring 12 2-Cl 12-198 4-F-Ph 4-Pyr Ring 13 2-Cl 12-199 4-F-Ph 4-Pyr 14 2-Cl 12-200 4-F-Ph 4-Pyr ring 15 2-Cl 12-201 4-F-Ph 4-Pyr ring 16 2-Cl 12-202 4-F-Ph 4-Pyr ring 17 2 -Cl 12-203 4-F-Ph 4-Pyr ring 18 2-Cl 12-204 4-F-Ph 4-Pyr ring 19 2-Cl 12-205 4-F-Ph 4-Pyr ring 20 2-Cl 12-206 4-F-Ph 4-Pyr ring 21 2-Cl 12-207 4-F-Ph 4-Pyr ring 22 2-Cl 12-208 4-F-Ph 4-Pyr ring 23 2-Cl 12- 210 4-F-Ph 4-Pyr ring 25 2-Cl 12-211 4-F-Ph 4-Pyr ring 26 2-Cl 12-212 4-F-Ph 4-Pyr ring 27 2-Cl 12-213 4 -F-Ph 4-Pyr ring 28 2-Cl 12-214 4-F-Ph 4-Pyr ring 29 2-Cl 12-215 4-F-Ph 4-Pyr ring 30 2-Cl 12-216 4-F -Ph 4-Pyr ring 31 2-Cl 12-217 4-F-Ph 4-Pyr ring 32 2-Cl 12-218 4-F-Ph 4-Pyr ring 33 2-Cl 12-219 4-F-Ph 4-Pyr ring 34 2-Cl 12-220 4-F-Ph 4-Pyr ring 35 2-Cl 12-221 4-F-Ph 4-Pyr ring 36 2-Cl 12-222 4-F-Ph 4- Pyr ring 37 2-Cl 12-223 4-F-Ph 4-Pyr ring 1 2,2-diF 12-224 4-F-Ph 4-Pyr ring 2 2,2-diF 12-225 4-F-Ph 4-Pyr ring 3 2,2-diF 12-226 4-F-Ph 4-Pyr ring 4 2,2-diF 12-227 4-F-Ph 4-Pyr ring 5 2,2-diF 12-228 4 -F-Ph 4-Pyr ring 6 2,2-diF 12-229 4-F-Ph 4-Pyr ring 7 2,2-diF 12-230 4-F-Ph 4-Pyr ring 8 2,2-diF 12-231 4-F-Ph 4-Pyr ring 9 2,2-diF 12-232 4-F-Ph 4-Pyr ring 10 2,2-diF 12-233 4-F-Ph 4-Pyr ring 11 2,2-diF 12-234 4-F-Ph 4-Pyr ring 12 2,2-diF 12-235 4-F-Ph 4-Pyr ring 13 2,2-diF 12-236 4-F-Ph 4-Pyr ring 14 2,2-diF 12-237 4 -F-Ph 4-Pyr ring 15 2,2-diF 12-238 4-F-Ph 4-Pyr ring 16 2,2-diF 12-239 4-F-Ph 4-Pyr ring 17 2,2-diF 12-240 4-F-Ph 4-Pyr ring 18 2,2-diF 12-241 4-F-Ph 4-Pyr ring 19 2,2-diF 12-242 4-F-Ph 4-Pyr ring 20 2 , 2-diF 12-243 4-F-Ph 4-Pyr ring 21 2,2-diF 12-244 4-F-Ph 4-Pyr ring 22 2,2-diF 12-245 4-F-Ph 4- Pyr ring 23 2,2-diF 12-246 4-F-Ph 4-Pyr ring 24 2,2-diF 12-247 4-F-Ph 4-Pyr ring 25 2,2-diF 12-248 4-F -Ph 4-Pyr ring 26 2,2-diF 12-249 4-F-Ph 4-Pyr ring 27 2,2-diF 12-250 4-F-Ph 4-Pyr ring 28 2,2-diF 12- 251 4-F-Ph 4-Pyr ring 29 2,2-diF 12-252 4-F-Ph 4-Pyr ring 30 2,2-diF 12-253 4-F-Ph 4-Pyr ring 31 2,2 -diF 12-254 4-F-Ph 4-Pyr ring 32 2,2-diF 12-255 4-F-Ph 4-Pyr ring 33 2,2-diF 12-256 4-F-Ph 4-Pyr ring 34 2,2-diF 12-257 4-F-Ph 4-Pyr ring 35 2,2-diF 12-258 4-F-Ph 4-Pyr ring 36 2,2-diF 12-259 4-F-Ph 4-Pyr ring 37 2,2-diF 12-260 4-F-Ph 4-Pyr ring 1 8-Me 12-261 4-F-Ph 4-Pyr ring 2 8-Me 12-262 4-F-Ph 4-Pyr ring 3 8-Me 12-263 4-F-Ph 4-Pyr ring 4 8-Me 12-264 4- F-Ph 4-Pyr ring 5 8-Me 12-265 4-F-Ph 4-Pyr ring 6 8-Me 12-266 4-F-Ph 4-Pyr ring 7 8-Me 12-267 4-F- Ph 4-Pyr ring 8 8-Me 12-268 4-F-Ph 4-Pyr ring 9 8-Me 12-269 4-F-Ph 4-Pyr ring 10 8-Me 12-270 4-F-Ph 4 -Pyr Ring 11 8-Me 12-271 4-F-Ph 4-Pyr Ring 12 8-Me 12-272 4-F-Ph 4-Pyr Ring 13 8-Me 12-273 4-F-Ph 4-Pyr Ring 14 8-Me 12-274 4-F-Ph 4-Pyr Ring 15 8-Me 12-275 4-F-Ph 4-Pyr Ring 16 8-Me 12-276 4-F-Ph 4-Pyr Ring 17 8-Me 12-277 4-F-Ph 4-Pyr ring 18 8-Me 12-278 4-F-Ph 4-Pyr ring 19 8-Me 12-279 4-F-Ph 4-Pyr ring 20 8- Me 12-280 4-F-Ph 4-Pyr ring 21 8-Me 12-281 4-F-Ph 4-Pyr ring 22 8-Me 12-282 4-F-Ph 4-Pyr ring 23 8-Me 12 -283 4-F-Ph 4-Pyr ring 24 8-Me 12-284 4-F-Ph 4-Pyr ring 25 8-Me 12-285 4-F-Ph 4-Pyr ring 268-Me 12-286 4-F-Ph 4-Pyr ring 27 8-Me 12-287 4-F-Ph 4-Pyr ring 28 8-Me 12-288 4-F-Ph 4-Pyr ring 29 8-Me 12-289 4- F-Ph 4-Pyr ring 30 8-Me 12-290 4-F-Ph 4-Pyr ring 31 8-Me 12-291 4-F-Ph 4-Pyr ring 32 8-Me 12-292 4-F- Ph 4-Pyr ring 33 8-Me 12-293 4-F-Ph 4 -Pyr Ring 34 8-Me 12-294 4-F-Ph 4-Pyr Ring 35 8-Me 12-295 4-F-Ph 4-Pyr Ring 36 8-Me 12-296 4-F-Ph 4-Pyr Ring 37 8-Me 12-297 4-F-Ph 2-NH _Two -4-Pym ring 1-12-298 4-F-Ph 2-NH _Two -4-Pym ring 2-12-299 4-F-Ph 2-NH _Two -4-Pym ring 3-12-300 4-F-Ph 2-NH _Two -4-Pym ring 4-12-301 4-F-Ph 2-NH _Two -4-Pym ring 5-12-302 4-F-Ph 2-NH _Two -4-Pym ring 6-12-303 4-F-Ph 2-NH _Two -4-Pym ring 7-12-304 4-F-Ph 2-NH _Two -4-Pym ring 8-12-305 4-F-Ph 2-NH _Two -4-Pym ring 9-12-306 4-F-Ph 2-NH _Two -4-Pym ring 10-12-307 4-F-Ph 2-NH _Two -4-Pym ring 11-12-308 4-F-Ph 2-NH _Two -4-Pym ring 12-12-309 4-F-Ph 2-NH _Two -4-Pym ring 13-12-310 4-F-Ph 2-NH _Two -4-Pym ring 14-12-311 4-F-Ph 2-NH _Two -4-Pym ring 15-12-312 4-F-Ph 2-NH _Two -4-Pym ring 16-12-313 4-F-Ph 2-NH _Two -4-Pym ring 17-12-314 4-F-Ph 2-NH _Two -4-Pym ring 18-12-315 4-F-Ph 2-NH _Two -4-Pym Ring 19-12-316 4-F-Ph 2-NH _Two -4-Pym ring 20-12-317 4-F-Ph 2-NH _Two -4-Pym ring 21-12-318 4-F-Ph 2-NH _Two -4-Pym ring 22-12-319 4-F-Ph 2-NH _Two -4-Pym ring 23-12-320 4-F-Ph 2-NH _Two -4-Pym ring 24-12-321 4-F-Ph 2-NH _Two -4-Pym ring 25-12-322 4-F-Ph 2-NH _Two -4-Pym ring 26-12-323 4-F-Ph 2-NH _Two -4-Pym ring 27-12-324 4-F-Ph 2-NH _Two -4-Pym ring 28 -12-326 4-F-Ph 2-NH _Two -4-Pym ring 30-12-327 4-F-Ph 2-NH _Two -4-Pym ring 31-12-328 4-F-Ph 2-NH _Two -4-Pym ring 32-12-329 4-F-Ph 2-NH _Two -4-Pym ring 33-12-330 4-F-Ph 2-NH _Two -4-Pym ring 34-12-331 4-F-Ph 2-NH _Two -4-Pym ring 35-12-332 4-F-Ph 2-NH _Two -4-Pym ring 36-12-333 4-F-Ph 2-NH _Two -4-Pym ring 37-12-334 4-F-Ph 2-NH _Two -4-Pym ring 1 2-Me 12-335 4-F-Ph 2-NH _Two -4-Pym ring 2 2-Me 12-336 4-F-Ph 2-NH _Two -4-Pym ring 3 2-Me 12-337 4-F-Ph 2-NH _Two -4-Pym ring 4 2-Me 12-338 4-F-Ph 2-NH _Two -4-Pym ring 5 2-Me 12-339 4-F-Ph 2-NH _Two -4-Pym ring 6 2-Me 12-340 4-F-Ph 2-NH _Two -4-Pym ring 7 2-Me 12-341 4-F-Ph 2-NH _Two -4-Pym ring 8 2-Me 12-342 4-F-Ph 2-NH _Two -4-Pym ring 9 2-Me 12-343 4-F-Ph 2-NH _Two -4-Pym ring 10 2-Me 12-344 4-F-Ph 2-NH _Two -4-Pym ring 11 2-Me 12-345 4-F-Ph 2-NH _Two -4-Pym ring 12 2-Me 12-346 4-F-Ph 2-NH _Two -4-Pym ring 13 2-Me 12-347 4-F-Ph 2-NH _Two -4-Pym ring 14 2-Me 12-348 4-F-Ph 2-NH _Two -4-Pym ring 15 2-Me 12-349 4-F-Ph 2-NH _Two -4-Pym ring 16 2-Me 12-350 4-F-Ph 2-NH _Two -4-Pym ring 17 2-Me 12-351 4-F-Ph 2-NH _Two -4-Pym ring 18 2-Me 12-352 4-F-Ph 2-NH _Two -4-Pym ring 19 2-Me 12-353 4-F-Ph 2-NH _Two -4-Pym ring 20 2-Me 12-355 4-F-Ph 2-NH _Two -4-Pym ring 22 2-Me 12-356 4-F-Ph 2-NH _Two -4-Pym ring 23 2-Me 12-357 4-F-Ph 2-NH _Two -4-Pym ring 24 2-Me 12-358 4-F-Ph 2-NH _Two -4-Pym ring 25 2-Me 12-359 4-F-Ph 2-NH _Two -4-Pym ring 26 2-Me 12-360 4-F-Ph 2-NH _Two -4-Pym ring 27 2-Me 12-361 4-F-Ph 2-NH _Two -4-Pym ring 28 2-Me 12-362 4-F-Ph 2-NH _Two -4-Pym ring 29 2-Me 12-363 4-F-Ph 2-NH _Two -4-Pym ring 30 2-Me 12-364 4-F-Ph 2-NH _Two -4-Pym ring 31 2-Me 12-365 4-F-Ph 2-NH _Two -4-Pym ring 32 2-Me 12-366 4-F-Ph 2-NH _Two -4-Pym ring 33 2-Me 12-367 4-F-Ph 2-NH _Two -4-Pym ring 34 2-Me 12-368 4-F-Ph 2-NH _Two -4-Pym ring 35 2-Me 12-369 4-F-Ph 2-NH _Two -4-Pym ring 36 2-Me 12-370 4-F-Ph 2-NH _Two -4-Pym ring 37 2-Me 12-371 4-F-Ph 2-NH _Two -4-Pym ring 1 2-OH 12-372 4-F-Ph 2-NH _Two -4-Pym ring 2 2-OH 12-373 4-F-Ph 2-NH _Two -4-Pym ring 3 2-OH 12-374 4-F-Ph 2-NH _Two -4-Pym ring 4 2-OH 12-375 4-F-Ph 2-NH _Two -4-Pym ring 5 2-OH 12-376 4-F-Ph 2-NH _Two -4-Pym ring 6 2-OH 12-377 4-F-Ph 2-NH _Two -4-Pym ring 7 2-OH 12-378 4-F-Ph 2-NH _Two -4-Pym ring 8 2-OH 12-379 4-F-Ph 2-NH _Two -4-Pym ring 9 2-OH 12-380 4-F-Ph 2-NH _Two -4-Pym ring 10 2-OH 12-381 4-F-Ph 2-NH _Two -4-Pym ring 11 2-OH 12-382 4-F-Ph 2-NH _Two -4-Pym ring 12 2-OH 12-383 4-F-Ph 2-NH _Two -4-Pym ring 13 2-OH 12-384 4-F-Ph 2-NH _Two -4-Pym ring 14 2-OH 12-385 4-F-Ph 2-NH _Two -4-Pym ring 15 2-OH 12-386 4-F-Ph 2-NH _Two -4-Pym ring 16 2-OH 12-387 4-F-Ph 2-NH _Two -4-Pym ring 17 2-OH 12-388 4-F-Ph 2-NH _Two -4-Pym ring 18 2-OH 12-389 4-F-Ph 2-NH _Two -4-Pym ring 19 2-OH 12-390 4-F-Ph 2-NH _Two -4-Pym ring 20 2-OH 12-391 4-F-Ph 2-NH _Two -4-Pym ring 21 2-OH 12-392 4-F-Ph 2-NH _Two -4-Pym ring 22 2-OH 12-393 4-F-Ph 2-NH _Two -4-Pym ring 23 2-OH 12-394 4-F-Ph 2-NH _Two -4-Pym ring 24 2-OH 12-395 4-F-Ph 2-NH _Two -4-Pym ring 25 2-OH 12-396 4-F-Ph 2-NH _Two -4-Pym ring 26 2-OH 12-397 4-F-Ph 2-NH _Two -4-Pym ring 27 2-OH 12-398 4-F-Ph 2-NH _Two -4-Pym ring 28 2-OH 12-399 4-F-Ph 2-NH _Two -4-Pym ring 29 2-OH 12-400 4-F-Ph 2-NH _Two -4-Pym ring 30 2-OH 12-401 4-F-Ph 2-NH _Two -4-Pym ring 31 2-OH 12-402 4-F-Ph 2-NH _Two -4-Pym ring 32 2-OH 12-403 4-F-Ph 2-NH _Two -4-Pym ring 33 2-OH 12-404 4-F-Ph 2-NH _Two -4-Pym ring 34 2-OH 12-405 4-F-Ph 2-NH _Two -4-Pym ring 35 2-OH 12-406 4-F-Ph 2-NH _Two -4-Pym ring 36 2-OH 12-407 4-F-Ph 2-NH _Two -4-Pym ring 37 2-OH 12-408 4-F-Ph 2-NH _Two -4-Pym ring 1 2-MeO 12-409 4-F-Ph 2-NH _Two -4-Pym ring 2 2-MeO 12-410 4-F-Ph 2-NH _Two -4-Pym ring 3 2-MeO 12-411 4-F-Ph 2-NH _Two -4-Pym ring 4 2-MeO 12-412 4-F-Ph 2-NH _Two -4-Pym ring 5 2-MeO 12-413 4-F-Ph 2-NH _Two -4-Pym ring 6 2-MeO 12-414 4-F-Ph 2-NH _Two -4-Pym ring 7 2-MeO 12-415 4-F-Ph 2-NH _Two -4-Pym ring 8 2-MeO 12-416 4-F-Ph 2-NH _Two -4-Pym ring 9 2-MeO 12-417 4-F-Ph 2-NH _Two -4-Pym ring 10 2-MeO 12-418 4-F-Ph 2-NH _Two -4-Pym ring 11 2-MeO 12-419 4-F-Ph 2-NH _Two -4-Pym ring 12 2-MeO 12-420 4-F-Ph 2-NH _Two -4-Pym ring 13 2-MeO 12-421 4-F-Ph 2-NH _Two -4-Pym ring 14 2-MeO 12-422 4-F-Ph 2-NH _Two -4-Pym ring 15 2-MeO 12-423 4-F-Ph 2-NH _Two -4-Pym ring 16 2-MeO 12-424 4-F-Ph 2-NH _Two -4-Pym ring 17 2-MeO 12-425 4-F-Ph 2-NH _Two -4-Pym ring 18 2-MeO 12-426 4-F-Ph 2-NH _Two -4-Pym ring 19 2-MeO 12-427 4-F-Ph 2-NH _Two -4-Pym ring 20 2-MeO 12-428 4-F-Ph 2-NH _Two -4-Pym ring 21 2-MeO 12-429 4-F-Ph 2-NH _Two -4-Pym ring 22 2-MeO 12-430 4-F-Ph 2-NH _Two -4-Pym ring 23 2-MeO 12-431 4-F-Ph 2-NH _Two -4-Pym ring 24 2-MeO 12-432 4-F-Ph 2-NH _Two -4-Pym ring 25 2-MeO 12-433 4-F-Ph 2-NH _Two -4-Pym ring 26 2-MeO 12-434 4-F-Ph 2-NH _Two -4-Pym ring 27 2-MeO 12-435 4-F-Ph 2-NH _Two -4-Pym ring 28 2-MeO 12-436 4-F-Ph 2-NH _Two -4-Pym ring 29 2-MeO 12-437 4-F-Ph 2-NH _Two -4-Pym ring 30 2-MeO 12-438 4-F-Ph 2-NH _Two -4-Pym ring 31 2-MeO 12-439 4-F-Ph 2-NH _Two -4-Pym ring 32 2-MeO 12-440 4-F-Ph 2-NH _Two -4-Pym ring 33 2-MeO 12-441 4-F-Ph 2-NH _Two -4-Pym ring 34 2-MeO 12-442 4-F-Ph 2-NH _Two -4-Pym ring 35 2-MeO 12-443 4-F-Ph 2-NH _Two -4-Pym ring 36 2-MeO 12-444 4-F-Ph 2-NH _Two -4-Pym ring 37 2-MeO 12-445 4-F-Ph 2-NH _Two -4-Pym ring 1 2-F 12-446 4-F-Ph 2-NH _Two -4-Pym ring 2 2-F 12-447 4-F-Ph 2-NH _Two -4-Pym ring 3 2-F 12-448 4-F-Ph 2-NH _Two -4-Pym ring 4 2-F 12-449 4-F-Ph 2-NH _Two -4-Pym ring 5 2-F 12-450 4-F-Ph 2-NH _Two -4-Pym ring 6 2-F 12-451 4-F-Ph 2-NH _Two -4-Pym ring 7 2-F 12-452 4-F-Ph 2-NH _Two -4-Pym ring 8 2-F 12-453 4-F-Ph 2-NH _Two -4-Pym ring 9 2-F 12-454 4-F-Ph 2-NH _Two -4-Pym Ring 10 2-F 12-455 4-F-Ph 2-NH _Two -4-Pym ring 11 2-F 12-456 4-F-Ph 2-NH _Two -4-Pym ring 12 2-F 12-457 4-F-Ph 2-NH _Two -4-Pym ring 13 2-F 12-458 4-F-Ph 2-NH _Two -4-Pym ring 14 2-F 12-459 4-F-Ph 2-NH _Two -4-Pym Ring 15 2-F 12-460 4-F-Ph 2-NH _Two -4-Pym ring 16 2-F 12-461 4-F-Ph 2-NH _Two -4-Pym ring 17 2-F 12-462 4-F-Ph 2-NH _Two -4-Pym ring 18 2-F 12-463 4-F-Ph 2-NH _Two -4-Pym Ring 19 2-F 12-464 4-F-Ph 2-NH _Two -4-Pym ring 20 2-F 12-465 4-F-Ph 2-NH _Two -4-Pym ring 21 2-F 12-466 4-F-Ph 2-NH _Two -4-Pym ring 22 2-F 12-467 4-F-Ph 2-NH _Two -4-Pym ring 23 2-F 12-468 4-F-Ph 2-NH _Two -4-Pym ring 24 2-F 12-469 4-F-Ph 2-NH _Two -4-Pym ring 25 2-F 12-470 4-F-Ph 2-NH _Two -4-Pym ring 26 2-F 12-471 4-F-Ph 2-NH _Two -4-Pym ring 27 2-F 12-472 4-F-Ph 2-NH _Two -4-Pym ring 28 2-F 12-473 4-F-Ph 2-NH _Two -4-Pym ring 29 2-F 12-474 4-F-Ph 2-NH _Two -4-Pym Ring 30 2-F 12-475 4-F-Ph 2-NH _Two -4-Pym ring 31 2-F 12-476 4-F-Ph 2-NH _Two -4-Pym ring 32 2-F 12-477 4-F-Ph 2-NH _Two -4-Pym ring 33 2-F 12-478 4-F-Ph 2-NH _Two -4-Pym ring 34 2-F 12-479 4-F-Ph 2-NH _Two -4-Pym ring 35 2-F 12-480 4-F-Ph 2-NH _Two -4-Pym ring 36 2-F 12-481 4-F-Ph 2-NH _Two -4-Pym ring 37 2-F 12-482 4-F-Ph 2-NH _Two -4-Pym ring 1 2-Cl 12-483 4-F-Ph 2-NH _Two -4-Pym ring 2 2-Cl 12-484 4-F-Ph 2-NH _Two -4-Pym ring 3 2-Cl 12-485 4-F-Ph 2-NH _Two -4-Pym ring 4 2-Cl 12-486 4-F-Ph 2-NH _Two -4-Pym ring 5 2-Cl 12-487 4-F-Ph 2-NH _Two -4-Pym ring 6 2-Cl 12-488 4-F-Ph 2-NH _Two -4-Pym ring 7 2-Cl 12-489 4-F-Ph 2-NH _Two -4-Pym ring 8 2-Cl 12-490 4-F-Ph 2-NH _Two -4-Pym ring 9 2-Cl 12-491 4-F-Ph 2-NH _Two -4-Pym Ring 10 2-Cl 12-492 4-F-Ph 2-NH _Two -4-Pym ring 11 2-Cl 12-493 4-F-Ph 2-NH _Two -4-Pym ring 12 2-Cl 12-494 4-F-Ph 2-NH _Two -4-Pym Ring 13 2-Cl 12-495 4-F-Ph 2-NH _Two -4-Pym ring 14 2-Cl 12-496 4-F-Ph 2-NH _Two -4-Pym Ring 15 2-Cl 12-497 4-F-Ph 2-NH _Two -4-Pym Ring 16 2-Cl 12-498 4-F-Ph 2-NH _Two -4-Pym Ring 17 2-Cl 12-499 4-F-Ph 2-NH _Two -4-Pym Ring 18 2-Cl 12-500 4-F-Ph 2-NH _Two -4-Pym Ring 19 2-Cl 12-501 4-F-Ph 2-NH _Two -4-Pym ring 20 2-Cl 12-502 4-F-Ph 2-NH _Two -4-Pym Ring 21 2-Cl 12-503 4-F-Ph 2-NH _Two -4-Pym ring 22 2-Cl 12-504 4-F-Ph 2-NH _Two -4-Pym ring 23 2-Cl 12-505 4-F-Ph 2-NH _Two -4-Pym ring 24 2-Cl 12-506 4-F-Ph 2-NH _Two -4-Pym ring 25 2-Cl 12-507 4-F-Ph 2-NH _Two -4-Pym ring 26 2-Cl 12-508 4-F-Ph 2-NH _Two -4-Pym ring 27 2-Cl 12-509 4-F-Ph 2-NH _Two -4-Pym ring 28 2-Cl 12-510 4-F-Ph 2-NH _Two -4-Pym ring 29 2-Cl 12-511 4-F-Ph 2-NH _Two -4-Pym ring 30 2-Cl 12-512 4-F-Ph 2-NH _Two -4-Pym ring 31 2-Cl 12-513 4-F-Ph 2-NH _Two -4-Pym Ring 32 2-Cl 12-514 4-F-Ph 2-NH _Two -4-Pym ring 33 2-Cl 12-515 4-F-Ph 2-NH _Two -4-Pym ring 34 2-Cl 12-516 4-F-Ph 2-NH _Two -4-Pym Ring 35 2-Cl 12-517 4-F-Ph 2-NH _Two -4-Pym ring 36 2-Cl 12-518 4-F-Ph 2-NH _Two -4-Pym ring 37 2-Cl 12-519 4-F-Ph 2-NH _Two -4-Pym ring 1 2,2-diF 12-520 4-F-Ph 2-NH _Two -4-Pym ring 2 2,2-diF 12-521 4-F-Ph 2-NH _Two -4-Pym ring 3 2,2-diF 12-522 4-F-Ph 2-NH _Two -4-Pym ring 4 2,2-diF 12-523 4-F-Ph 2-NH _Two -4-Pym ring 5 2,2-diF 12-524 4-F-Ph 2-NH _Two -4-Pym ring 6 2,2-diF 12-525 4-F-Ph 2-NH _Two -4-Pym ring 7 2,2-diF 12-526 4-F-Ph 2-NH _Two -4-Pym ring 8 2,2-diF 12-527 4-F-Ph 2-NH _Two -4-Pym ring 9 2,2-diF 12-528 4-F-Ph 2-NH _Two -4-Pym ring 10 2,2-diF 12-529 4-F-Ph 2-NH _Two -4-Pym ring 11 2,2-diF 12-530 4-F-Ph 2-NH _Two -4-Pym ring 12 2,2-diF 12-531 4-F-Ph 2-NH _Two -4-Pym ring 13 2,2-diF 12-532 4-F-Ph 2-NH _Two -4-Pym ring 14 2,2-diF 12-533 4-F-Ph 2-NH _Two -4-Pym ring 15 2,2-diF 12-534 4-F-Ph 2-NH _Two -4-Pym ring 16 2,2-diF 12-535 4-F-Ph 2-NH _Two -4-Pym ring 17 2,2-diF 12-536 4-F-Ph 2-NH _Two -4-Pym ring 18 2,2-diF 12-537 4-F-Ph 2-NH _Two -4-Pym ring 19 2,2-diF 12-538 4-F-Ph 2-NH _Two -4-Pym ring 20 2,2-diF 12-539 4-F-Ph 2-NH _Two -4-Pym ring 21 2,2-diF 12-540 4-F-Ph 2-NH _Two -4-Pym ring 22 2,2-diF 12-541 4-F-Ph 2-NH _Two -4-Pym ring 23 2,2-diF 12-542 4-F-Ph 2-NH _Two -4-Pym ring 24 2,2-diF 12-543 4-F-Ph 2-NH _Two -4-Pym ring 25 2,2-diF 12-544 4-F-Ph 2-NH _Two -4-Pym ring 26 2,2-diF 12-545 4-F-Ph 2-NH _Two -4-Pym ring 27 2,2-diF 12-546 4-F-Ph 2-NH _Two -4-Pym ring 28 2,2-diF 12-547 4-F-Ph 2-NH _Two -4-Pym ring 29 2,2-diF 12-548 4-F-Ph 2-NH _Two -4-Pym ring 30 2,2-diF 12-549 4-F-Ph 2-NH _Two -4-Pym ring 31 2,2-diF 12-550 4-F-Ph 2-NH _Two -4-Pym ring 32 2,2-diF 12-551 4-F-Ph 2-NH _Two -4-Pym ring 33 2,2-diF 12-552 4-F-Ph 2-NH _Two -4-Pym ring 34 2,2-diF 12-553 4-F-Ph 2-NH _Two -4-Pym ring 35 2,2-diF 12-554 4-F-Ph 2-NH _Two -4-Pym ring 36 2,2-diF 12-555 4-F-Ph 2-NH _Two -4-Pym ring 37 2,2-diF 12-556 4-F-Ph 2-NH _Two -4-Pym ring 1 8-Me 12-557 4-F-Ph 2-NH _Two -4-Pym ring 2 8-Me 12-558 4-F-Ph 2-NH _Two -4-Pym ring 3 8-Me 12-559 4-F-Ph 2-NH _Two -4-Pym ring 4 8-Me 12-560 4-F-Ph 2-NH _Two -4-Pym ring 5 8-Me 12-561 4-F-Ph 2-NH _Two -4-Pym ring 6 8-Me 12-562 4-F-Ph 2-NH _Two -4-Pym ring 7 8-Me 12-563 4-F-Ph 2-NH _Two -4-Pym ring 8 8-Me 12-564 4-F-Ph 2-NH _Two -4-Pym ring 9 8-Me 12-565 4-F-Ph 2-NH _Two -4-Pym ring 10 8-Me 12-566 4-F-Ph 2-NH _Two -4-Pym ring 11 8-Me 12-567 4-F-Ph 2-NH _Two -4-Pym ring 12 8-Me 12-568 4-F-Ph 2-NH _Two -4-Pym ring 13 8-Me 12-569 4-F-Ph 2-NH _Two -4-Pym ring 14 8-Me 12-570 4-F-Ph 2-NH _Two -4-Pym ring 15 8-Me 12-571 4-F-Ph 2-NH _Two -4-Pym ring 16 8-Me 12-572 4-F-Ph 2-NH _Two -4-Pym ring 17 8-Me 12-573 4-F-Ph 2-NH _Two -4-Pym ring 18 8-Me 12-574 4-F-Ph 2-NH _Two -4-Pym ring 19 8-Me 12-575 4-F-Ph 2-NH _Two -4-Pym ring 20 8-Me 12-576 4-F-Ph 2-NH _Two -4-Pym ring 21 8-Me 12-577 4-F-Ph 2-NH _Two -4-Pym ring 22 8-Me 12-578 4-F-Ph 2-NH _Two -4-Pym ring 23 8-Me 12-579 4-F-Ph 2-NH _Two -4-Pym ring 24 8-Me 12-580 4-F-Ph 2-NH _Two -4-Pym ring 25 8-Me 12-581 4-F-Ph 2-NH _Two -4-Pym ring 26 8-Me 12-582 4-F-Ph 2-NH _Two -4-Pym ring 27 8-Me 12-583 4-F-Ph 2-NH _Two -4-Pym ring 28 8-Me 12-584 4-F-Ph 2-NH _Two -4-Pym ring 29 8-Me 12-585 4-F-Ph 2-NH _Two -4-Pym ring 30 8-Me 12-587 4-F-Ph 2-NH _Two -4-Pym ring 32 8-Me 12-588 4-F-Ph 2-NH _Two -4-Pym ring 33 8-Me 12-589 4-F-Ph 2-NH _Two -4-Pym ring 34 8-Me 12-590 4-F-Ph 2-NH _Two -4-Pym ring 35 8-Me 12-591 4-F-Ph 2-NH _Two -4-Pym ring 36 8-Me 12-592 4-F-Ph 2-NH _Two -4-Pym ring 37 8-Me 12-593 4-F-Ph 2-MeNH-4-Pym ring 1-12-594 4-F-Ph 2-MeNH-4-Pym ring 2-12-595 4- F-Ph 2-MeNH-4-Pym ring 3-12-596 4-F-Ph 2-MeNH-4-Pym ring 4-12-597 4-F-Ph 2-MeNH-4-Pym ring 5-12 -598 4-F-Ph 2-MeNH-4-Pym Ring 6-12-599 4-F-Ph 2-MeNH-4-Pym Ring 7-12-600 4-F-Ph 2-MeNH-4-Pym Ring 8-12-601 4-F-Ph 2-MeNH-4-Pym Ring 9-12-602 4-F-Ph 2-MeNH-4-Pym Ring 10-12-603 4-F-Ph 2-MeNH -4-Pym Ring 11-12-604 4-F-Ph 2-MeNH-4-Pym Ring 12-12-605 4-F-Ph 2-MeNH-4-Pym Ring 13-12-606 4-F- Ph 2-MeNH-4-Pym Ring 14-12-607 4-F-Ph 2-MeNH-4-Pym Ring 15-12-608 4-F-Ph 2-MeNH-4-Pym Ring 16-12-609 4-F-Ph 2-MeNH-4-Pym Ring 17-12-610 4-F-Ph 2-MeNH-4-Pym Ring 18-12-611 4-F-Ph 2-MeNH-4-Pym Ring 19 -12-612 4-F-Ph 2-MeNH-4-Pym Ring 20-12-613 4-F-Ph 2-MeNH-4-Pym Ring 21-12-614 4-F-Ph 2-MeNH-4 -Pym Ring 22-12-615 4-F-Ph 2-MeNH-4-Pym Ring 23-12-616 4-F-Ph 2-MeNH-4-Pym Ring 24-12-617 4-F-Ph 2 -MeNH-4-Pym ring 25-12-618 4-F-Ph 2-MeNH-4-Pym ring 26-12-619 4-F-Ph 2-MeNH-4-Pym ring 27-12-620 4- F-Ph 2-MeNH-4-Pym Ring 28-12 -621 4-F-Ph 2-MeNH-4-Pym Ring 29-12-622 4-F-Ph 2-MeNH-4-Pym Ring 30-12-623 4-F-Ph 2-MeNH-4-Pym Ring 31-12-624 4-F-Ph 2-MeNH-4-Pym Ring 32-12-625 4-F-Ph 2-MeNH-4-Pym Ring 33-12-626 4-F-Ph 2-MeNH -4-Pym Ring 34-12-627 4-F-Ph 2-MeNH-4-Pym Ring 35-12-628 4-F-Ph 2-MeNH-4-Pym Ring 36-12-629 4-F- Ph 2-MeNH-4-Pym ring 37-12-630 4-F-Ph 2-MeNH-4-Pym ring 1 2-Me 12-631 4-F-Ph 2-MeNH-4-Pym ring 2 2- Me 12-632 4-F-Ph 2-MeNH-4-Pym ring 3 2-Me 12-633 4-F-Ph 2-MeNH-4-Pym ring 4 2-Me 12-634 4-F-Ph 2 -MeNH-4-Pym ring 5 2-Me 12-635 4-F-Ph 2-MeNH-4-Pym ring 6 2-Me 12-636 4-F-Ph 2-MeNH-4-Pym ring 7 2- Me 12-637 4-F-Ph 2-MeNH-4-Pym ring 8 2-Me 12-638 4-F-Ph 2-MeNH-4-Pym ring 9 2-Me 12-639 4-F-Ph 2 -MeNH-4-Pym ring 10 2-Me 12-640 4-F-Ph 2-MeNH-4-Pym ring 11 2-Me 12-641 4-F-Ph 2-MeNH-4-Pym ring 12 2- Me 12-642 4-F-Ph 2-MeNH-4-Pym Ring 13 2-Me 12-643 4-F-Ph 2-MeNH-4-Pym Ring 14 2-Me 12-644 4-F-Ph 2 -MeNH-4-Pym ring 15 2-Me 12-645 4-F-Ph 2-MeNH-4-Pym ring 16 2-Me 12-646 4-F-Ph 2-MeNH-4-Pym ring 17 2- Me 12-647 4-F-Ph 2-MeNH-4-Pym Ring 18 2-Me 12- 648 4-F-Ph 2-MeNH-4-Pym Ring 19 2-Me 12-649 4-F-Ph 2-MeNH-4-Pym Ring 20 2-Me 12-650 4-F-Ph 2-MeNH- 4-Pym ring 21 2-Me 12-651 4-F-Ph 2-MeNH-4-Pym ring 22 2-Me 12-652 4-F-Ph 2-MeNH-4-Pym ring 23 2-Me 12- 653 4-F-Ph 2-MeNH-4-Pym Ring 24 2-Me 12-654 4-F-Ph 2-MeNH-4-Pym Ring 25 2-Me 12-655 4-F-Ph 2-MeNH- 4-Pym ring 26 2-Me 12-656 4-F-Ph 2-MeNH-4-Pym ring 27 2-Me 12-657 4-F-Ph 2-MeNH-4-Pym ring 28 2-Me 12- 658 4-F-Ph 2-MeNH-4-Pym ring 29 2-Me 12-659 4-F-Ph 2-MeNH-4-Pym ring 30 2-Me 12-660 4-F-Ph 2-MeNH- 4-Pym ring 31 2-Me 12-661 4-F-Ph 2-MeNH-4-Pym ring 32 2-Me 12-662 4-F-Ph 2-MeNH-4-Pym ring 33 2-Me 12- 663 4-F-Ph 2-MeNH-4-Pym Ring 34 2-Me 12-664 4-F-Ph 2-MeNH-4-Pym Ring 35 2-Me 12-665 4-F-Ph 2-MeNH- 4-Pym ring 36 2-Me 12-666 4-F-Ph 2-MeNH-4-Pym ring 37 2-Me 12-667 4-F-Ph 2-MeNH-4-Pym ring 1 2-OH 12- 668 4-F-Ph 2-MeNH-4-Pym ring 2 2-OH 12-669 4-F-Ph 2-MeNH-4-Pym ring 3 2-OH 12-670 4-F-Ph 2-MeNH- 4-Pym ring 4 2-OH 12-671 4-F-Ph 2-MeNH-4-Pym ring 5 2-OH 12-672 4-F-Ph 2-MeNH-4-Pym ring 6 2-OH 12- 673 4-F-Ph 2-MeNH-4-Pym Ring 7 2-OH 12-674 4-F-Ph 2 -MeNH-4-Pym ring 8 2-OH 12-675 4-F-Ph 2-MeNH-4-Pym ring 9 2-OH 12-676 4-F-Ph 2-MeNH-4-Pym ring 10 2- OH 12-677 4-F-Ph 2-MeNH-4-Pym ring 11 2-OH 12-678 4-F-Ph 2-MeNH-4-Pym ring 12 2-OH 12-679 4-F-Ph 2 -MeNH-4-Pym ring 13 2-OH 12-680 4-F-Ph 2-MeNH-4-Pym ring 14 2-OH 12-681 4-F-Ph 2-MeNH-4-Pym ring 15 2- OH 12-682 4-F-Ph 2-MeNH-4-Pym Ring 16 2-OH 12-683 4-F-Ph 2-MeNH-4-Pym Ring 17 2-OH 12-684 4-F-Ph 2 -MeNH-4-Pym ring 18 2-OH 12-685 4-F-Ph 2-MeNH-4-Pym ring 19 2-OH 12-686 4-F-Ph 2-MeNH-4-Pym ring 20 2- OH 12-687 4-F-Ph 2-MeNH-4-Pym ring 21 2-OH 12-688 4-F-Ph 2-MeNH-4-Pym ring 22 2-OH 12-689 4-F-Ph 2 -MeNH-4-Pym ring 23 2-OH 12-690 4-F-Ph 2-MeNH-4-Pym ring 24 2-OH 12-691 4-F-Ph 2-MeNH-4-Pym ring 25 2- OH 12-692 4-F-Ph 2-MeNH-4-Pym ring 26 2-OH 12-693 4-F-Ph 2-MeNH-4-Pym ring 27 2-OH 12-694 4-F-Ph 2 -MeNH-4-Pym ring 28 2-OH 12-695 4-F-Ph 2-MeNH-4-Pym ring 29 2-OH 12-696 4-F-Ph 2-MeNH-4-Pym ring 30 2- OH 12-697 4-F-Ph 2-MeNH-4-Pym ring 31 2-OH 12-698 4-F-Ph 2-MeNH-4-Pym ring 32 2-OH 12-699 4-F-Ph 2 -MeNH-4-Pym Ring 33 2-OH 12-700 4-F-Ph 2-MeNH-4-Pym Ring 34 2-OH 12-701 4-F-Ph 2-MeNH-4-Pym Ring 35 2-OH 12-702 4-F-Ph 2-MeNH-4-Pym Ring 36 2-OH 12-703 4- F-Ph 2-MeNH-4-Pym Ring 37 2-OH 12-704 4-F-Ph 2-MeNH-4-Pym Ring 1 2-MeO 12-705 4-F-Ph 2-MeNH-4-Pym Ring 2 2-MeO 12-706 4-F-Ph 2-MeNH-4-Pym Ring 3 2-MeO 12-707 4-F-Ph 2-MeNH-4-Pym Ring 4 2-MeO 12-708 4- F-Ph 2-MeNH-4-Pym ring 5 2-MeO 12-709 4-F-Ph 2-MeNH-4-Pym ring 6 2-MeO 12-710 4-F-Ph 2-MeNH-4-Pym Ring 7 2-MeO 12-711 4-F-Ph 2-MeNH-4-Pym Ring 8 2-MeO 12-712 4-F-Ph 2-MeNH-4-Pym Ring 9 2-MeO 12-713 4- F-Ph 2-MeNH-4-Pym Ring 10 2-MeO 12-714 4-F-Ph 2-MeNH-4-Pym Ring 11 2-MeO 12-715 4-F-Ph 2-MeNH-4-Pym Ring 12 2-MeO 12-716 4-F-Ph 2-MeNH-4-Pym Ring 13 2-MeO 12-717 4-F-Ph 2-MeNH-4-Pym Ring 14 2-MeO 12-718 4- F-Ph 2-MeNH-4-Pym Ring 15 2-MeO 12-719 4-F-Ph 2-MeNH-4-Pym Ring 16 2-MeO 12-720 4-F-Ph 2-MeNH-4-Pym Ring 17 2-MeO 12-721 4-F-Ph 2-MeNH-4-Pym Ring 18 2-MeO 12-722 4-F-Ph 2-MeNH-4-Pym Ring 19 2-MeO 12-723 4- F-Ph 2-MeNH-4-Pym Ring 20 2-MeO 12-724 4-F-Ph 2-MeNH-4-Pym Ring 21 2-MeO 12-725 4-F-Ph 2-MeNH-4-Pym Ring 22 2-MeO 12-726 4-F-Ph 2-M eNH-4-Pym Ring 23 2-MeO 12-727 4-F-Ph 2-MeNH-4-Pym Ring 24 2-MeO 12-728 4-F-Ph 2-MeNH-4-Pym Ring 25 2-MeO 12-729 4-F-Ph 2-MeNH-4-Pym Ring 26 2-MeO 12-730 4-F-Ph 2-MeNH-4-Pym Ring 27 2-MeO 12-731 4-F-Ph 2- MeNH-4-Pym ring 28 2-MeO 12-732 4-F-Ph 2-MeNH-4-Pym ring 29 2-MeO 12-733 4-F-Ph 2-MeNH-4-Pym ring 30 2-MeO 12-734 4-F-Ph 2-MeNH-4-Pym Ring 31 2-MeO 12-735 4-F-Ph 2-MeNH-4-Pym Ring 32 2-MeO 12-736 4-F-Ph 2- MeNH-4-Pym ring 33 2-MeO 12-737 4-F-Ph 2-MeNH-4-Pym ring 34 2-MeO 12-738 4-F-Ph 2-MeNH-4-Pym ring 35 2-MeO 12-739 4-F-Ph 2-MeNH-4-Pym Ring 36 2-MeO 12-740 4-F-Ph 2-MeNH-4-Pym Ring 37 2-MeO 12-741 4-F-Ph 2- MeNH-4-Pym ring 1 2-F 12-742 4-F-Ph 2-MeNH-4-Pym ring 2 2-F 12-743 4-F-Ph 2-MeNH-4-Pym ring 3 2-F 12-744 4-F-Ph 2-MeNH-4-Pym ring 4 2-F 12-745 4-F-Ph 2-MeNH-4-Pym ring 5 2-F 12-746 4-F-Ph 2- MeNH-4-Pym ring 6 2-F 12-747 4-F-Ph 2-MeNH-4-Pym ring 7 2-F 12-748 4-F-Ph 2-MeNH-4-Pym ring 8 2-F 12-749 4-F-Ph 2-MeNH-4-Pym ring 9 2-F 12-750 4-F-Ph 2-MeNH-4-Pym ring 10 2-F 12-751 4-F-Ph 2- MeNH-4-Pym Ring 11 2-F 12-752 4-F-Ph 2-MeNH-4-Py m Ring 12 2-F 12-753 4-F-Ph 2-MeNH-4-Pym Ring 13 2-F 12-754 4-F-Ph 2-MeNH-4-Pym Ring 14 2-F 12-755 4 -F-Ph 2-MeNH-4-Pym Ring 15 2-F 12-756 4-F-Ph 2-MeNH-4-Pym Ring 16 2-F 12-757 4-F-Ph 2-MeNH-4- Pym ring 17 2-F 12-758 4-F-Ph 2-MeNH-4-Pym ring 18 2-F 12-759 4-F-Ph 2-MeNH-4-Pym ring 19 2-F 12-760 4 -F-Ph 2-MeNH-4-Pym ring 20 2-F 12-761 4-F-Ph 2-MeNH-4-Pym ring 21 2-F 12-762 4-F-Ph 2-MeNH-4- Pym ring 22 2-F 12-763 4-F-Ph 2-MeNH-4-Pym ring 23 2-F 12-764 4-F-Ph 2-MeNH-4-Pym ring 24 2-F 12-765 4 -F-Ph 2-MeNH-4-Pym Ring 25 2-F 12-766 4-F-Ph 2-MeNH-4-Pym Ring 26 2-F 12-767 4-F-Ph 2-MeNH-4- Pym ring 27 2-F 12-768 4-F-Ph 2-MeNH-4-Pym ring 28 2-F 12-769 4-F-Ph 2-MeNH-4-Pym ring 29 2-F 12-770 4 -F-Ph 2-MeNH-4-Pym ring 30 2-F 12-771 4-F-Ph 2-MeNH-4-Pym ring 31 2-F 12-772 4-F-Ph 2-MeNH-4- Pym ring 32 2-F 12-773 4-F-Ph 2-MeNH-4-Pym ring 33 2-F 12-774 4-F-Ph 2-MeNH-4-Pym ring 34 2-F 12-775 4 -F-Ph 2-MeNH-4-Pym Ring 35 2-F 12-776 4-F-Ph 2-MeNH-4-Pym Ring 36 2-F 12-777 4-F-Ph 2-MeNH-4- Pym ring 37 2-F 12-778 4-F-Ph 2-MeNH-4-Pym ring 1 2-Cl 12-779 4-F-Ph 2-MeNH-4-Py m Ring 2 2-Cl 12-780 4-F-Ph 2-MeNH-4-Pym Ring 3 2-Cl 12-781 4-F-Ph 2-MeNH-4-Pym Ring 4 2-Cl 12-782 4 -F-Ph 2-MeNH-4-Pym ring 5 2-Cl 12-783 4-F-Ph 2-MeNH-4-Pym ring 6 2-Cl 12-784 4-F-Ph 2-MeNH-4- Pym ring 7 2-Cl 12-785 4-F-Ph 2-MeNH-4-Pym ring 8 2-Cl 12-786 4-F-Ph 2-MeNH-4-Pym ring 9 2-Cl 12-787 4 -F-Ph 2-MeNH-4-Pym ring 10 2-Cl 12-788 4-F-Ph 2-MeNH-4-Pym ring 11 2-Cl 12-789 4-F-Ph 2-MeNH-4- Pym ring 12 2-Cl 12-790 4-F-Ph 2-MeNH-4-Pym ring 13 2-Cl 12-791 4-F-Ph 2-MeNH-4-Pym ring 14 2-Cl 12-792 4 -F-Ph 2-MeNH-4-Pym Ring 15 2-Cl 12-793 4-F-Ph 2-MeNH-4-Pym Ring 16 2-Cl 12-794 4-F-Ph 2-MeNH-4- Pym ring 17 2-Cl 12-795 4-F-Ph 2-MeNH-4-Pym ring 18 2-Cl 12-796 4-F-Ph 2-MeNH-4-Pym ring 19 2-Cl 12-797 4 -F-Ph 2-MeNH-4-Pym Ring 20 2-Cl 12-798 4-F-Ph 2-MeNH-4-Pym Ring 21 2-Cl 12-799 4-F-Ph 2-MeNH-4- Pym ring 22 2-Cl 12-800 4-F-Ph 2-MeNH-4-Pym ring 23 2-Cl 12-801 4-F-Ph 2-MeNH-4-Pym ring 24 2-Cl 12-802 4 -F-Ph 2-MeNH-4-Pym ring 25 2-Cl 12-803 4-F-Ph 2-MeNH-4-Pym ring 26 2-Cl 12-804 4-F-Ph 2-MeNH-4- Pym ring 27 2-Cl 12-805 4-F-Ph 2-MeNH-4-Pym ring 28 2-Cl 12-806 4-F-Ph 2-MeNH-4-Pym Ring 29 2-Cl 12-807 4-F-Ph 2-MeNH-4-Pym Ring 30 2-Cl 12-808 4-F-Ph 2- MeNH-4-Pym ring 31 2-Cl 12-809 4-F-Ph 2-MeNH-4-Pym ring 32 2-Cl 12-810 4-F-Ph 2-MeNH-4-Pym ring 33 2-Cl 12-811 4-F-Ph 2-MeNH-4-Pym Ring 34 2-Cl 12-812 4-F-Ph 2-MeNH-4-Pym Ring 35 2-Cl 12-813 4-F-Ph 2- MeNH-4-Pym ring 36 2-Cl 12-814 4-F-Ph 2-MeNH-4-Pym ring 37 2-Cl 12-815 4-F-Ph 2-MeNH-4-Pym ring 1 2,2 -diF 12-816 4-F-Ph 2-MeNH-4-Pym ring 2 2,2-diF 12-817 4-F-Ph 2-MeNH-4-Pym ring 3 2,2-diF 12-818 4 -F-Ph 2-MeNH-4-Pym ring 4 2,2-diF 12-819 4-F-Ph 2-MeNH-4-Pym ring 5 2,2-diF 12-820 4-F-Ph 2- MeNH-4-Pym ring 6 2,2-diF 12-821 4-F-Ph 2-MeNH-4-Pym ring 7 2,2-diF 12-822 4-F-Ph 2-MeNH-4-Pym ring 8 2,2-diF 12-823 4-F-Ph 2-MeNH-4-Pym ring 9 2,2-diF 12-824 4-F-Ph 2-MeNH-4-Pym ring 10 2,2-diF 12-825 4-F-Ph 2-MeNH-4-Pym Ring 11 2,2-diF 12-826 4-F-Ph 2-MeNH-4-Pym Ring 12 2,2-diF 12-827 4-F -Ph 2-MeNH-4-Pym ring 13 2,2-diF 12-828 4-F-Ph 2-MeNH-4-Pym ring 14 2,2-diF 12-829 4-F-Ph 2-MeNH- 4-Pym ring 15 2,2-diF 12-830 4-F-Ph 2-MeNH-4-Pym ring 16 2,2-diF 1 2-831 4-F-Ph 2-MeNH-4-Pym Ring 17 2,2-diF 12-832 4-F-Ph 2-MeNH-4-Pym Ring 18 2,2-diF 12-833 4-F -Ph 2-MeNH-4-Pym ring 19 2,2-diF 12-834 4-F-Ph 2-MeNH-4-Pym ring 20 2,2-diF 12-835 4-F-Ph 2-MeNH- 4-Pym ring 21 2,2-diF 12-836 4-F-Ph 2-MeNH-4-Pym ring 22 2,2-diF 12-837 4-F-Ph 2-MeNH-4-Pym ring 23 2 , 2-diF 12-838 4-F-Ph 2-MeNH-4-Pym ring 24 2,2-diF 12-839 4-F-Ph 2-MeNH-4-Pym ring 25 2,2-diF 12- 840 4-F-Ph 2-MeNH-4-Pym ring 26 2,2-diF 12-841 4-F-Ph 2-MeNH-4-Pym ring 27 2,2-diF 12-842 4-F-Ph 2-MeNH-4-Pym ring 28 2,2-diF 12-843 4-F-Ph 2-MeNH-4-Pym ring 29 2,2-diF 12-844 4-F-Ph 2-MeNH-4- Pym ring 30 2,2-diF 12-845 4-F-Ph 2-MeNH-4-Pym ring 31 2,2-diF 12-846 4-F-Ph 2-MeNH-4-Pym ring 32 2,2 -diF 12-847 4-F-Ph 2-MeNH-4-Pym ring 33 2,2-diF 12-848 4-F-Ph 2-MeNH-4-Pym ring 34 2,2-diF 12-849 4 -F-Ph 2-MeNH-4-Pym ring 35 2,2-diF 12-850 4-F-Ph 2-MeNH-4-Pym ring 36 2,2-diF 12-851 4-F-Ph 2- MeNH-4-Pym ring 37 2,2-diF 12-852 4-F-Ph 2-MeNH-4-Pym ring 1 8-Me 12-853 4-F-Ph 2-MeNH-4-Pym ring 2 8 -Me 12-854 4-F-Ph 2-MeNH-4-Pym Ring 3 8-Me 12-855 4-F-Ph 2-MeNH-4-Pym Ring 4 8-Me 12-856 4-F-Ph 2-MeNH-4-Pym Ring 5 8-Me 12-857 4-F-Ph 2-MeNH-4-Pym Ring 6 8-Me 12-858 4- F-Ph 2-MeNH-4-Pym ring 7 8-Me 12-859 4-F-Ph 2-MeNH-4-Pym ring 8 8-Me 12-860 4-F-Ph 2-MeNH-4-Pym Ring 9 8-Me 12-861 4-F-Ph 2-MeNH-4-Pym Ring 10 8-Me 12-862 4-F-Ph 2-MeNH-4-Pym Ring 11 8-Me 12-863 4- F-Ph 2-MeNH-4-Pym Ring 12 8-Me 12-864 4-F-Ph 2-MeNH-4-Pym Ring 13 8-Me 12-865 4-F-Ph 2-MeNH-4-Pym Ring 14 8-Me 12-866 4-F-Ph 2-MeNH-4-Pym Ring 15 8-Me 12-867 4-F-Ph 2-MeNH-4-Pym Ring 16 8-Me 12-868 4- F-Ph 2-MeNH-4-Pym Ring 17 8-Me 12-869 4-F-Ph 2-MeNH-4-Pym Ring 18 8-Me 12-870 4-F-Ph 2-MeNH-4-Pym Ring 19 8-Me 12-871 4-F-Ph 2-MeNH-4-Pym Ring 20 8-Me 12-872 4-F-Ph 2-MeNH-4-Pym Ring 21 8-Me 12-873 4- F-Ph 2-MeNH-4-Pym Ring 22 8-Me 12-874 4-F-Ph 2-MeNH-4-Pym Ring 23 8-Me 12-875 4-F-Ph 2-MeNH-4-Pym Ring 24 8-Me 12-876 4-F-Ph 2-MeNH-4-Pym Ring 25 8-Me 12-877 4-F-Ph 2-MeNH-4-Pym Ring 26 8-Me 12-878 4- F-Ph 2-MeNH-4-Pym Ring 27 8-Me 12-879 4-F-Ph 2-MeNH-4-Pym Ring 28 8-Me 12-880 4-F-Ph 2-MeNH-4-Pym Ring 29 8-Me 12-881 4-F-Ph 2-MeNH-4-Pym Ring 30 8-Me 12-882 4-F-Ph 2-MeNH-4-Pym Ring 31 8-Me 12-883 4-F-Ph 2-MeNH-4-Pym Ring 32 8-Me 12-884 4-F-Ph 2- MeNH-4-Pym ring 33 8-Me 12-885 4-F-Ph 2-MeNH-4-Pym ring 34 8-Me 12-886 4-F-Ph 2-MeNH-4-Pym ring 35 8-Me 12-887 4-F-Ph 2-MeNH-4-Pym Ring 36 8-Me 12-888 4-F-Ph 2-MeNH-4-Pym Ring 37 8-Me 12-889 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 1-12-890 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 2-12-891 4-F-Ph 2- (α -Me-BnNH) -4-Pym ring 3-12-892 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 4-12-893 4-F-Ph 2- (α-Me -BnNH) -4-Pym ring 5-12-894 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 6-12-895 4-F-Ph 2- (α-Me-BnNH ) -4-Pym ring 7-12-896 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 8-12-897 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 9-12-898 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 10-12-899 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 11-12-900 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 12-12-901 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 13-12-902 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 14-12-903 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 15- 12-904 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 16-12-905 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 17-12- 906 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 18-12-907 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 19-12-908 4 -F-Ph 2- (α-Me-BnNH) -4-Pym ring 20-12-909 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 21-12-910 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 22-12-911 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 23-12-912 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 24-12-913 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 25-12-914 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 26-12-915 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 27-12-916 4-F-Ph 2- (α -Me-BnNH) -4-Pym Ring 28-12-917 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 29-12-918 4-F-Ph 2- (α-Me -BnNH) -4-Pym Ring 30-12-919 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 31-12-920 4-F-Ph 2- (α-Me-BnNH ) -4-Pym Ring 32-12-921 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 33-12-922 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 34-12-923 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 35-12-924 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 36-12-925 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 37-12-926 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 1 2-Me 12-927 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 2 2-Me 12-928 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 3 2-Me 12-92 9 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 4 2-Me 12-930 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 5 2-Me 12-931 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 6 2-Me 12-932 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 7 2 -Me 12-933 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 8 2-Me 12-934 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 9 2-Me 12-935 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 10 2-Me 12-936 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 11 2-Me 12-937 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 12 2-Me 12-938 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 13 2-Me 12-939 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 14 2-Me 12-940 4-F-Ph 2- (α-Me-BnNH ) -4-Pym ring 15 2-Me 12-941 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 16 2-Me 12-942 4-F-Ph 2- (α-Me -BnNH) -4-Pym ring 17 2-Me 12-943 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 18 2-Me 12-944 4-F-Ph 2- (α -Me-BnNH) -4-Pym ring 19 2-Me 12-945 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 20 2-Me 12-946 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 21 2-Me 12-947 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 22 2-Me 12-948 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 23 2-Me 12-949 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 24 2-Me 12-950 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 2 5 2-Me 12-951 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 26 2-Me 12-952 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 27 2-Me 12-953 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 28 2-Me 12-954 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 29 2-Me 12-955 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 30 2-Me 12-956 4-F-Ph 2- (α-Me-BnNH ) -4-Pym ring 31 2-Me 12-957 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 32 2-Me 12-958 4-F-Ph 2- (α-Me -BnNH) -4-Pym Ring 33 2-Me 12-959 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 34 2-Me 12-960 4-F-Ph 2- (α -Me-BnNH) -4-Pym ring 35 2-Me 12-961 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 36 2-Me 12-962 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 37 2-Me 12-963 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 1 2-OH 12-964 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 2 2-OH 12-965 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 3 2-OH 12-966 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 4 2-OH 12-967 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 5 2-OH 12-968 4 -F-Ph 2- (α-Me-BnNH) -4-Pym ring 6 2-OH 12-969 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 7 2-OH 12- 970 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 8 2-OH 12-971 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 9 2-OH 12-972 4-F-Ph 2- (α-Me-BnNH ) -4-Pym ring 10 2-OH 12-973 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 11 2-OH 12-974 4-F-Ph 2- (α-Me -BnNH) -4-Pym ring 12 2-OH 12-975 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 13 2-OH 12-976 4-F-Ph 2- (α -Me-BnNH) -4-Pym ring 14 2-OH 12-977 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 15 2-OH 12-978 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 16 2-OH 12-979 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 17 2-OH 12-980 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 18 2-OH 12-981 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 19 2-OH 12-982 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 20 2-OH 12-983 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 21 2-OH 12-984 4 -F-Ph 2- (α-Me-BnNH) -4-Pym ring 22 2-OH 12-985 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 23 2-OH 12- 986 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 24 2-OH 12-987 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 25 2-OH 12-988 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 26 2-OH 12-989 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 27 2 -OH 12-990 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 28 2-OH 12-991 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 29 2-OH 12-992 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 30 2-OH 12-993 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 31 2-OH 12-994 4-F-Ph 2 -(α-Me-BnNH) -4-Pym ring 32 2-OH 12-995 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 33 2-OH 12-996 4-F- Ph 2- (α-Me-BnNH) -4-Pym ring 34 2-OH 12-997 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 35 2-OH 12-998 4- F-Ph 2- (α-Me-BnNH) -4-Pym ring 36 2-OH 12-999 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 37 2-OH 12-1000 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 1 2-MeO 12-1001 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 2 2-MeO 12 -1002 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 3 2-MeO 12-1003 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 4 2- MeO 12-1004 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 5 2-MeO 12-1005 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 6 2-MeO 12-1006 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 7 2-MeO 12-1007 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 8 2-MeO 12-1008 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 9 2-MeO 12-1009 4-F-Ph 2- (α-Me-BnNH) -4 -Pym ring 10 2-MeO 12-1010 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 11 2-MeO 12-1011 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 12 2-MeO 12-1012 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 13 2-MeO 12-1013 4-F-Ph 2- (α-Me- (BnNH) -4-Pym ring 14 2-MeO 12-1014 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 15 2-MeO 12-1015 4-F-Ph 2- ( -Me-BnNH) -4-Pym ring 16 2-MeO 12-1016 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 17 2-MeO 12-1017 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 18 2-MeO 12-1018 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 19 2-MeO 12-1019 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 20 2-MeO 12-1020 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 21 2-MeO 12-1021 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 22 2-MeO 12-1022 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 23 2-MeO 12-1023 4 -F-Ph 2- (α-Me-BnNH) -4-Pym ring 24 2-MeO 12-1024 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 25 2-MeO 12- 1025 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 26 2-MeO 12-1026 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 27 2-MeO 12-1027 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 28 2-MeO 12-1028 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring29 2 -MeO 12-1029 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 30 2-MeO 12-1030 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 31 2-MeO 12-1031 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 32 2-MeO 12-1032 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 33 2-MeO 12-1033 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 34 2-MeO 12-1034 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 35 2-MeO 12-1035 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 36 2-MeO 12-1036 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 37 2-MeO 12-1037 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 1 2-F 12-1038 4 -F-Ph 2- (α-Me-BnNH) -4-Pym ring 2 2-F 12-1039 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 3 2-F 12- 1040 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 4 2-F 12-1041 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 5 2-F 12-1042 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 6 2-F 12-1043 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 7 2 -F 12-1044 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 8 2-F 12-1045 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 9 2-F 12-1046 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 10 2-F 12-1047 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 11 2-F 12-1048 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 12 2-F 12-1049 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 13 2-F 12-1051 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 15 2-F 12-1052 4-F-Ph 2- (α-Me-BnNH ) -4-Pym ring 16 2-F 12-1053 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 17 2-F 12-1054 4-F-Ph 2- (α-Me -BnNH) -4-Pym Ring 18 2-F 12-1055 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 19 2-F 12-1056 4-F-Ph 2- (α -Me-BnNH) -4-Pym ring 20 2-F 12-1057 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 21 2-F 12-1058 4-F-Ph 2- (α-Me-BnNH) -4-P ym ring 22 2-F 12-1059 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 23 2-F 12-1060 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 24 2-F 12-1061 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 25 2-F 12-1062 4-F-Ph 2- (α-Me-BnNH ) -4-Pym ring 26 2-F 12-1063 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 27 2-F 12-1064 4-F-Ph 2- (α-Me -BnNH) -4-Pym Ring 28 2-F 12-1065 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 29 2-F 12-1066 4-F-Ph 2- (α -Me-BnNH) -4-Pym ring 30 2-F 12-1067 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 31 2-F 12-1068 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 32 2-F 12-1069 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 33 2-F 12-1070 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 34 2-F 12-1071 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 35 2-F 12-1072 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 36 2-F 12-1073 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 37 2-F 12-1074 4 -F-Ph 2- (α-Me-BnNH) -4-Pym ring 1 2-Cl 12-1075 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 2 2-Cl 12- 1076 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 3 2-Cl 12-1077 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 4 2-Cl 12-1078 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 5 2-Cl 12-1079 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 6 2 -Cl 12-1080 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 7 2-Cl 12-1081 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 8 2-Cl 12-1082 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 9 2-Cl 12-1083 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 10 2-Cl 12-1084 4 -F-Ph 2- (α-Me-BnNH) -4-Pym ring 11 2-Cl 12-1085 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 12 2-Cl 12- 1086 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 13 2-Cl 12-1087 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 14 2-Cl 12-1088 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 15 2-Cl 12-1089 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 16 2 -Cl 12-1090 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 17 2-Cl 12-1091 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 18 2-Cl 12-1092 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 19 2-Cl 12-1093 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 20 2-Cl 12-1094 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 21 2-Cl 12-1095 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 22 2-Cl 12-1096 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 23 2-Cl 12-1097 4-F-Ph 2- (α-Me-BnNH ) -4-Pym ring 24 2-Cl 12-1098 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 25 2-Cl 12-1099 4-F-Ph 2- (α-Me -BnNH) -4-Pym ring 26 2-Cl 12-1100 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 27 2-Cl 12-1101 4-F-Ph 2- (α -Me-BnNH ) -4-Pym ring 28 2-Cl 12-1102 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 29 2-Cl 12-1103 4-F-Ph 2- (α-Me -BnNH) -4-Pym ring 30 2-Cl 12-1104 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 31 2-Cl 12-1105 4-F-Ph 2- (α -Me-BnNH) -4-Pym ring 32 2-Cl 12-1106 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 33 2-Cl 12-1107 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 34 2-Cl 12-1109 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 36 2-Cl 12-1110 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 37 2-Cl 12-1111 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 1 2,2-diF 12-1112 4 -F-Ph 2- (α-Me-BnNH) -4-Pym ring 2 2,2-diF 12-1113 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 3 2,2 -diF 12-1114 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 4,2,2-diF 12-1115 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 5 2,2-diF 12-1116 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 6 2,2-diF 12-1117 4-F-Ph 2- (α-Me -BnNH) -4-Pym ring 7 2,2-diF 12-1118 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 8 2,2-diF 12-1119 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 9 2,2-diF 12-1120 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 10 2,2-diF 12- 1121 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 11 2,2-diF 12-1122 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 12 2 , 2-diF 12-1123 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 13 2,2-diF 12-1124 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 14 2,2-diF 12-1125 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 15 2,2-diF 12-1126 4-F-Ph 2- (α -Me-BnNH) -4-Pym ring 16 2,2-diF 12-1127 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 17 2,2-diF 12-1128 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 18 2,2-diF 12-1129 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 19 2,2-diF 12-1130 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 20 2,2-diF 12-1131 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 21 2,2-diF 12-1132 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 22 2,2-diF 12-1133 4-F-Ph 2- (α-Me-BnNH) ) -4-Pym ring 23 2,2-diF 12-1134 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 24 2,2-diF 12-1135 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 25 2,2-diF 12-1136 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 26 2,2-di
F 12-1138 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 28 2,2-diF 12-1139 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 29 2,2-diF 12-1140 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 30 2,2-diF 12-1141 4-F-Ph 2- (α-Me- (BnNH) -4-Pym ring 31 2,2-diF 12-1142 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 32 2,2-diF 12-1143 4-F-Ph 2 -(α-Me-BnNH) -4-Pym ring 33 2,2-diF 12-1144 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 34 2,2-diF 12-1145 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 35 2,2-diF 12-1146 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 36 2, 2-diF 12-1147 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 37 2,2-diF 12-1148 4-F-Ph 2- (α-Me-BnNH) -4 -Pym ring 1 8-Me 12-1149 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 28-Me 12-1150 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 3 8-Me 12-1151 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 4 8-Me 12-1152 4-F-Ph 2- (α-Me- (BnNH) -4-Pym ring 5 8-Me 12-1153 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 6 8-Me 12-1154 4-F-Ph 2- (α- Me-BnNH) -4-Pym ring 7 8-Me 12-1155 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 8 8-Me 12-1156 4-F-Ph 2- ( α-Me-BnNH) -4-Pym ring 9 8-Me 12-1157 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 10 8-Me 12-1158 4-F-Ph 2 -(α-Me-Bn NH) -4-Pym ring 11 8-Me 12-1159 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 12 8-Me 12-1160 4-F-Ph 2- (α- Me-BnNH) -4-Pym ring 13 8-Me 12-1161 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 14 8-Me 12-1162 4-F-Ph 2- ( α-Me-BnNH) -4-Pym ring 15 8-Me 12-1163 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 16 8-Me 12-1164 4-F-Ph 2 -(α-Me-BnNH) -4-Pym ring 17 8-Me 12-1165 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 18 8-Me 12-1166 4-F- Ph 2- (α-Me-BnNH) -4-Pym ring 19 8-Me 12-1167 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 20 8-Me 12-1168 4- F-Ph 2- (α-Me-BnNH) -4-Pym ring 21 8-Me 12-1169 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 22 8-Me 12-1170 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 23 8-Me 12-1171 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 24 8-Me 12 -1172 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 25 8-Me 12-1173 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 26 8- Me 12-1174 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 27 8-Me 12-1175 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 28 8-Me 12-1176 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 29 8-Me 12-1177 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 30 8-Me 12-1178 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 31 8-Me 12-1179 4-F-Ph 2- (α-Me-BnNH) -4 -Pym ring 32 8-Me 12-1180 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 33 8-Me 12-1181 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 34 8-Me 12-1182 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 35 8-Me 12-1183 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 36 8-Me 12-1184 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 37 8-Me ---------------- -------------------------------------------

[0115]

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[0116]

[Table 13] Table 13 -------------------------------------------- --------------- Compound No.R ¹ R ^Two AR ^Five -------------------------------------------------- --------- 13-1 4-F-Ph 4-Pyr ring 1-13-2 4-F-Ph 4-Pyr ring 2-13-3 4-F-Ph 4-Pyr ring 3 -13-4 4-F-Ph 4-Pyr ring 4-13-5 4-F-Ph 4-Pyr ring 5-13-6 4-F-Ph 4-Pyr ring 6-13-7 4-F- Ph 4-Pyr ring 7-13-8 4-F-Ph 4-Pyr ring 8-13-9 4-F-Ph 4-Pyr ring 9-13-10 4-F-Ph 4-Pyr ring 10-13 -11 4-F-Ph 4-Pyr ring 11-13-12 4-F-Ph 4-Pyr ring 12-13-13 4-F-Ph 4-Pyr ring 13-13-14 4-F-Ph 4 -Pyr ring 14-13-15 4-F-Ph 4-Pyr ring 15-13-16 4-F-Ph 4-Pyr ring 16-13-17 4-F-Ph 4-Pyr ring 17-13-18 4-F-Ph 4-Pyr Ring 18-13-19 4-F-Ph 4-Pyr Ring 19-13-20 4-F-Ph 4-Pyr Ring 20-13-21 4-F-Ph 4-Pyr Ring 21-13-22 4-F-Ph 4-Pyr Ring 22-13-23 4-F-Ph 4-Pyr Ring 23-13-24 4-F-Ph 4-Pyr Ring 24-13-25 4- F-Ph 4-Pyr ring 25-13-26 4-F-Ph 4-Pyr ring 26-13-27 4-F-Ph 4-Pyr ring 27-13-28 4-F-Ph 4-Pyr ring 28 -13-29 4-F-Ph 4-Pyr ring 29-13-30 4-F-Ph 4-Pyr ring 30-13-31 4-F-Ph 4-Pyr ring 31-13-32 4-F- Ph 4-Pyr ring 32-13-33 4-F-Ph 4-Pyr ring 33-13-34 4-F-Ph 4-Pyr ring 34-13-35 4-F-Ph 4-Pyr ring 35-13 -3 6 4-F-Ph 4-Pyr ring 36-13-37 4-F-Ph 4-Pyr ring 37-13-38 4-F-Ph 4-Pyr ring 1 2-Me 13-39 4-F-Ph 4-Pyr ring 2 2-Me 13-40 4-F-Ph 4-Pyr ring 3 2-Me 13-41 4-F-Ph 4-Pyr ring 4 2-Me 13-42 4-F-Ph 4- Pyr ring 5 2-Me 13-43 4-F-Ph 4-Pyr ring 6 2-Me 13-44 4-F-Ph 4-Pyr ring 7 2-Me 13-45 4-F-Ph 4-Pyr ring 8 2-Me 13-46 4-F-Ph 4-Pyr ring 9 2-Me 13-47 4-F-Ph 4-Pyr ring 10 2-Me 13-48 4-F-Ph 4-Pyr ring 11 2 -Me 13-49 4-F-Ph 4-Pyr ring 12 2-Me 13-50 4-F-Ph 4-Pyr ring 13 2-Me 13-51 4-F-Ph 4-Pyr ring 14 2-Me 13-52 4-F-Ph 4-Pyr ring 15 2-Me 13-53 4-F-Ph 4-Pyr ring 16 2-Me 13-54 4-F-Ph 4-Pyr ring 17 2-Me 13- 55 4-F-Ph 4-Pyr ring 18 2-Me 13-56 4-F-Ph 4-Pyr ring 19 2-Me 13-57 4-F-Ph 4-Pyr ring 20 2-Me 13-58 4 -F-Ph 4-Pyr ring 21 2-Me 13-59 4-F-Ph 4-Pyr ring 22 2-Me 13-60 4-F-Ph 4-Pyr ring 23 2-Me 13-61 4-F -Ph 4-Pyr ring 24 2-Me 13-62 4-F-Ph 4-Pyr ring 25 2-Me 13-63 4-F-Ph 4-Pyr ring 26 2-Me 13-64 4-F-Ph 4-Pyr ring 27 2-Me 13-65 4-F-Ph 4-Pyr ring 28 2-Me 13-66 4-F-Ph 4-Pyr ring 29 2-Me 13-67 4-F-Ph 4- Pyr ring 30 2-Me 13-68 4-F-Ph 4-Pyr ring 31 2-Me 13-69 4-F-Ph 4-Pyr 32 2-Me 13-70 4-F-Ph 4-Pyr ring 33 2-Me 13-71 4-F-Ph 4-Pyr ring 34 2-Me 13-72 4-F-Ph 4-Pyr ring 35 2 -Me 13-73 4-F-Ph 4-Pyr ring 36 2-Me 13-74 4-F-Ph 4-Pyr ring 37 2-Me 13-75 4-F-Ph 4-Pyr ring 1 2-OH 13-76 4-F-Ph 4-Pyr ring 2 2-OH 13-77 4-F-Ph 4-Pyr ring 3 2-OH 13-78 4-F-Ph 4-Pyr ring 4 2-OH 13- 79 4-F-Ph 4-Pyr ring 5 2-OH 13-80 4-F-Ph 4-Pyr ring 6 2-OH 13-81 4-F-Ph 4-Pyr ring 7 2-OH 13-82 4 -F-Ph 4-Pyr ring 8 2-OH 13-83 4-F-Ph 4-Pyr ring 9 2-OH 13-84 4-F-Ph 4-Pyr ring 10 2-OH 13-85 4-F -Ph 4-Pyr ring 11 2-OH 13-86 4-F-Ph 4-Pyr ring 12 2-OH 13-87 4-F-Ph 4-Pyr ring 13 2-OH 13-88 4-F-Ph 4-Pyr ring 14 2-OH 13-89 4-F-Ph 4-Pyr ring 15 2-OH 13-90 4-F-Ph 4-Pyr ring 16 2-OH 13-91 4-F-Ph 4- Pyr ring 17 2-OH 13-92 4-F-Ph 4-Pyr ring 18 2-OH 13-93 4-F-Ph 4-Pyr ring 19 2-OH 13-94 4-F-Ph 4-Pyr ring 20 2-OH 13-95 4-F-Ph 4-Pyr ring 21 2-OH 13-96 4-F-Ph 4-Pyr ring 22 2-OH 13-97 4-F-Ph 4-Pyr ring 232 -OH 13-98 4-F-Ph 4-Pyr ring 24 2-OH 13-99 4-F-Ph 4-Pyr ring 25 2-OH 13-100 4-F-Ph 4-Pyr ring 26 2-OH 13-101 4-F-Ph 4-Pyr ring 27 2-OH 13-102 4-F-Ph 4-Pyr ring 28 2- OH 13-103 4-F-Ph 4-Pyr ring 29 2-OH 13-104 4-F-Ph 4-Pyr ring 30 2-OH 13-105 4-F-Ph 4-Pyr ring 31 2-OH 13 -106 4-F-Ph 4-Pyr ring 32 2-OH 13-107 4-F-Ph 4-Pyr ring 33 2-OH 13-108 4-F-Ph 4-Pyr ring 34 2-OH 13-109 4-F-Ph 4-Pyr ring 35 2-OH 13-110 4-F-Ph 4-Pyr ring 36 2-OH 13-111 4-F-Ph 4-Pyr ring 37 2-OH 13-112 4- F-Ph 4-Pyr ring 1 2-MeO 13-113 4-F-Ph 4-Pyr ring 2 2-MeO 13-114 4-F-Ph 4-Pyr ring 3 2-MeO 13-115 4-F- Ph 4-Pyr ring 4 2-MeO 13-116 4-F-Ph 4-Pyr ring 5 2-MeO 13-117 4-F-Ph 4-Pyr ring 6 2-MeO 13-118 4-F-Ph 4 -Pyr ring 7 2-MeO 13-119 4-F-Ph 4-Pyr ring 8 2-MeO 13-120 4-F-Ph 4-Pyr ring 9 2-MeO 13-121 4-F-Ph 4-Pyr Ring 10 2-MeO 13-122 4-F-Ph 4-Pyr Ring 11 2-MeO 13-123 4-F-Ph 4-Pyr Ring 12 2-MeO 13-124 4-F-Ph 4-Pyr Ring 13 2-MeO 13-125 4-F-Ph 4-Pyr ring 14 2-MeO 13-126 4-F-Ph 4-Pyr ring 15 2-MeO 13-127 4-F-Ph 4-Pyr ring 16 2- MeO 13-128 4-F-Ph 4-Pyr ring 17 2-MeO 13-129 4-F-Ph 4-Pyr ring 18 2-MeO 13-130 4-F-Ph 4-Pyr ring 19 2-MeO 13 -131 4-F-Ph 4-Pyr ring 20 2-MeO 13-132 4-F-Ph 4-Pyr ring 21 2-MeO 13-133 4-F-Ph 4-Pyr ring 22 2-MeO 13-134 4-F-Ph 4-Pyr ring 23 2-MeO 13-135 4-F-Ph 4-Pyr ring 24 2-MeO 13-136 4-F-Ph 4-Pyr ring 25 2-MeO 13-137 4-F-Ph 4- Pyr ring 26 2-MeO 13-138 4-F-Ph 4-Pyr ring 27 2-MeO 13-139 4-F-Ph 4-Pyr ring 28 2-MeO 13-140 4-F-Ph 4-Pyr ring 29 2-MeO 13-141 4-F-Ph 4-Pyr ring 30 2-MeO 13-142 4-F-Ph 4-Pyr ring 31 2-MeO 13-143 4-F-Ph 4-Pyr ring 322 -MeO 13-144 4-F-Ph 4-Pyr ring 33 2-MeO 13-145 4-F-Ph 4-Pyr ring 34 2-MeO 13-146 4-F-Ph 4-Pyr ring 35 2-MeO 13-147 4-F-Ph 4-Pyr ring 36 2-MeO 13-148 4-F-Ph 4-Pyr ring 37 2-MeO 13-149 4-F-Ph 4-Pyr ring 1 2-F 13- 150 4-F-Ph 4-Pyr ring 2 2-F 13-151 4-F-Ph 4-Pyr ring 3 2-F 13-152 4-F-Ph 4-Pyr ring 4 2-F 13-153 4 -F-Ph 4-Pyr ring 5 2-F 13-154 4-F-Ph 4-Pyr ring 6 2-F 13-155 4-F-Ph 4-Pyr ring 7 2-F 13-156 4-F -Ph 4-Pyr ring 8 2-F 13-157 4-F-Ph 4-Pyr ring 9 2-F 13-158 4-F-Ph 4-Pyr ring 10 2-F 13-159 4-F-Ph 4-Pyr ring 11 2-F 13-160 4-F-Ph 4-Pyr ring 12 2-F 13-161 4-F-Ph 4-Pyr ring 13 2-F 13-162 4-F-Ph 4- Pyr ring 14 2-F 13-163 4-F-Ph 4-Pyr ring 15 2-F 13-164 4-F-Ph 4-Pyr ring 16 2-F 13-165 4-F-Ph 4-Pyr ring 17 2-F 13-166 4-F-Ph 4-Pyr Ring 1 8 2-F 13-167 4-F-Ph 4-Pyr ring 19 2-F 13-168 4-F-Ph 4-Pyr ring 20 2-F 13-169 4-F-Ph 4-Pyr ring 21 2 -F 13-170 4-F-Ph 4-Pyr ring 22 2-F 13-171 4-F-Ph 4-Pyr ring 23 2-F 13-172 4-F-Ph 4-Pyr ring 24 2-F 13-173 4-F-Ph 4-Pyr ring 25 2-F 13-174 4-F-Ph 4-Pyr ring 26 2-F 13-175 4-F-Ph 4-Pyr ring 27 2-F 13- 176 4-F-Ph 4-Pyr ring 28 2-F 13-177 4-F-Ph 4-Pyr ring 29 2-F 13-178 4-F-Ph 4-Pyr ring 30 2-F 13-179 4 -F-Ph 4-Pyr ring 31 2-F 13-180 4-F-Ph 4-Pyr ring 32 2-F 13-181 4-F-Ph 4-Pyr ring 33 2-F 13-182 4-F -Ph 4-Pyr ring 34 2-F 13-183 4-F-Ph 4-Pyr ring 35 2-F 13-184 4-F-Ph 4-Pyr ring 36 2-F 13-185 4-F-Ph 4-Pyr ring 37 2-F 13-186 4-F-Ph 4-Pyr ring 1 2-Cl 13-187 4-F-Ph 4-Pyr ring 2 2-Cl 13-188 4-F-Ph 4- Pyr ring 3 2-Cl 13-189 4-F-Ph 4-Pyr ring 4 2-Cl 13-190 4-F-Ph 4-Pyr ring 5 2-Cl 13-191 4-F-Ph 4-Pyr ring 6 2-Cl 13-192 4-F-Ph 4-Pyr ring 7 2-Cl 13-193 4-F-Ph 4-Pyr ring 8 2-Cl 13-194 4-F-Ph 4-Pyr ring 9 2 -Cl 13-195 4-F-Ph 4-Pyr ring 10 2-Cl 13-196 4-F-Ph 4-Pyr ring 11 2-Cl 13-197 4-F-Ph 4-Pyr ring 12 2-Cl 13-198 4-F-Ph 4-Pyr Ring 13 2-Cl 13-199 4-F-Ph 4-Pyr 14 2-Cl 13-200 4-F-Ph 4-Pyr ring 15 2-Cl 13-201 4-F-Ph 4-Pyr ring 16 2-Cl 13-202 4-F-Ph 4-Pyr ring 17 2 -Cl 13-203 4-F-Ph 4-Pyr ring 18 2-Cl 13-204 4-F-Ph 4-Pyr ring 19 2-Cl 13-205 4-F-Ph 4-Pyr ring 20 2-Cl 13-206 4-F-Ph 4-Pyr ring 21 2-Cl 13-207 4-F-Ph 4-Pyr ring 22 2-Cl 13-208 4-F-Ph 4-Pyr ring 23 2-Cl 13- 209 4-F-Ph 4-Pyr ring 24 2-Cl 13-210 4-F-Ph 4-Pyr ring 25 2-Cl 13-211 4-F-Ph 4-Pyr ring 26 2-Cl 13-212 4 -F-Ph 4-Pyr ring 27 2-Cl 13-213 4-F-Ph 4-Pyr ring 28 2-Cl 13-214 4-F-Ph 4-Pyr ring 29 2-Cl 13-215 4-F -Ph 4-Pyr ring 30 2-Cl 13-216 4-F-Ph 4-Pyr ring 31 2-Cl 13-217 4-F-Ph 4-Pyr ring 32 2-Cl 13-218 4-F-Ph 4-Pyr ring 33 2-Cl 13-219 4-F-Ph 4-Pyr ring 34 2-Cl 13-220 4-F-Ph 4-Pyr ring 35 2-Cl 13-221 4-F-Ph 4- Pyr ring 36 2-Cl 13-222 4-F-Ph 4-Pyr ring 37 2-Cl 13-223 4-F-Ph 4-Pyr ring 1 2,2-diF 13-224 4-F-Ph 4- Pyr ring 2 2,2-diF 13-225 4-F-Ph 4-Pyr ring 3 2,2-diF 13-226 4-F-Ph 4-Pyr ring 4 2,2-diF 13-227 4-F -Ph 4-Pyr ring 5 2,2-diF 13-228 4-F-Ph 4-Pyr ring 6 2,2-diF 13-229 4-F-Ph 4-Pyr ring 7 2,2-diF 13- 230 4-F-Ph 4-Pyr Ring 8 2,2-diF 13-23 1 4-F-Ph 4-Pyr ring 9 2,2-diF 13-232 4-F-Ph 4-Pyr ring 10 2,2-diF 13-233 4-F-Ph 4-Pyr ring 11 2,2 -diF 13-234 4-F-Ph 4-Pyr ring 12 2,2-diF 13-235 4-F-Ph 4-Pyr ring 13 2,2-diF 13-236 4-F-Ph 4-Pyr ring 14 2,2-diF 13-237 4-F-Ph 4-Pyr ring 15 2,2-diF 13-238 4-F-Ph 4-Pyr ring 16 2,2-diF 13-239 4-F-Ph 4-Pyr ring 17 2,2-diF 13-240 4-F-Ph 4-Pyr ring 18 2,2-diF 13-241 4-F-Ph 4-Pyr ring 19 2,2-diF 13-242 4 -F-Ph 4-Pyr ring 20 2,2-diF 13-243 4-F-Ph 4-Pyr ring 21 2,2-diF 13-244 4-F-Ph 4-Pyr ring 22 2,2-diF 13-245 4-F-Ph 4-Pyr ring 23 2,2-diF 13-246 4-F-Ph 4-Pyr ring 24 2,2-diF 13-247 4-F-Ph 4-Pyr ring 252 , 2-diF 13-248 4-F-Ph 4-Pyr ring 26 2,2-diF 13-249 4-F-Ph 4-Pyr ring 27 2,2-diF 13-250 4-F-Ph 4- Pyr ring 28 2,2-diF 13-251 4-F-Ph 4-Pyr ring 29 2,2-diF 13-252 4-F-Ph 4-Pyr ring 30 2,2-diF 13-253 4-F -Ph 4-Pyr ring 31 2,2-diF 13-254 4-F-Ph 4-Pyr ring 32 2,2-diF 13-255 4-F-Ph 4-Pyr ring 33 2,2-diF 13- 256 4-F-Ph 4-Pyr ring 34 2,2-diF 13-257 4-F-Ph 4-Pyr ring 35 2,2-diF 13-258 4-F-Ph 4-Pyr ring 36 2,2 -diF 13-259 4-F-Ph 4-Pyr Ring 37 2,2-diF 13-260 4-F-Ph 4-Pyr Ring 1 8-Me 13-261 4-F-Ph 4-Pyr Ring 2 8-Me 13-262 4-F-Ph 4-Pyr Ring 3 8-Me 13-263 4-F-Ph 4-Pyr Ring 4 8-Me 13-264 4-F-Ph 4-Pyr ring 5 8-Me 13-265 4-F-Ph 4-Pyr ring 6 8-Me 13-266 4-F-Ph 4-Pyr ring 7 8- Me 13-267 4-F-Ph 4-Pyr ring 8 8-Me 13-268 4-F-Ph 4-Pyr ring 9 8-Me 13-269 4-F-Ph 4-Pyr ring 10 8-Me 13 -270 4-F-Ph 4-Pyr ring 11 8-Me 13-271 4-F-Ph 4-Pyr ring 12 8-Me 13-272 4-F-Ph 4-Pyr ring 13 8-Me 13-273 4-F-Ph 4-Pyr ring 14 8-Me 13-274 4-F-Ph 4-Pyr ring 15 8-Me 13-275 4-F-Ph 4-Pyr ring 16 8-Me 13-276 4- F-Ph 4-Pyr ring 17 8-Me 13-277 4-F-Ph 4-Pyr ring 18 8-Me 13-278 4-F-Ph 4-Pyr ring 19 8-Me 13-279 4-F- Ph 4-Pyr ring 20 8-Me 13-280 4-F-Ph 4-Pyr ring 21 8-Me 13-281 4-F-Ph 4-Pyr ring 22 8-Me 13-282 4-F-Ph 4 -Pyr Ring 23 8-Me 13-283 4-F-Ph 4-Pyr Ring 24 8-Me 13-284 4-F-Ph 4-Pyr Ring 25 8-Me 13-285 4-F-Ph 4-Pyr Ring 26 8-Me 13-286 4-F-Ph 4-Pyr Ring 27 8-Me 13-287 4-F-Ph 4-Pyr Ring 28 8-Me 13-288 4-F-Ph 4-Pyr Ring 29 8-Me 13-289 4-F-Ph 4-Pyr ring 30 8-Me 13-290 4-F-Ph 4-Pyr ring 31 8-Me 13-291 4-F-Ph 4-Pyr ring 32 8- Me 13-292 4-F-Ph 4-Pyr Ring 33 8 -Me 13-293 4-F-Ph 4-Pyr ring 34 8-Me 13-294 4-F-Ph 4-Pyr ring 35 8-Me 13-295 4-F-Ph 4-Pyr ring 368-Me 13-296 4-F-Ph 4-Pyr Ring 37 8-Me 13-297 4-F-Ph 2-NH _Two -4-Pym ring 1-13-298 4-F-Ph 2-NH _Two -4-Pym ring 2-13-299 4-F-Ph 2-NH _Two -4-Pym ring 3-13-300 4-F-Ph 2-NH _Two -4-Pym ring 4-13-301 4-F-Ph 2-NH _Two -4-Pym ring 5-13-302 4-F-Ph 2-NH _Two -4-Pym ring 6-13-303 4-F-Ph 2-NH _Two -4-Pym ring 7-13-304 4-F-Ph 2-NH _Two -4-Pym ring 8-13-305 4-F-Ph 2-NH _Two -4-Pym ring 9-13-306 4-F-Ph 2-NH _Two -4-Pym ring 10-13-307 4-F-Ph 2-NH _Two -4-Pym ring 11-13-308 4-F-Ph 2-NH _Two -4-Pym ring 12-13-309 4-F-Ph 2-NH _Two -4-Pym ring 13-13-310 4-F-Ph 2-NH _Two -4-Pym ring 14-13-311 4-F-Ph 2-NH _Two -4-Pym ring 15-13-312 4-F-Ph 2-NH _Two -4-Pym ring 16-13-313 4-F-Ph 2-NH _Two -4-Pym ring 17-13-315 4-F-Ph 2-NH _Two -4-Pym ring 19-13-316 4-F-Ph 2-NH _Two -4-Pym ring 20-13-317 4-F-Ph 2-NH _Two -4-Pym ring 21-13-318 4-F-Ph 2-NH _Two -4-Pym ring 22-13-319 4-F-Ph 2-NH _Two -4-Pym ring 23-13-320 4-F-Ph 2-NH _Two -4-Pym ring 24-13-321 4-F-Ph 2-NH _Two -4-Pym ring 25-13-322 4-F-Ph 2-NH _Two -4-Pym ring 26-13-323 4-F-Ph 2-NH _Two -4-Pym ring 27-13-324 4-F-Ph 2-NH _Two -4-Pym ring 28-13-325 4-F-Ph 2-NH _Two -4-Pym ring 29-13-326 4-F-Ph 2-NH _Two -4-Pym ring 30-13-327 4-F-Ph 2-NH _Two -4-Pym ring 31-13-328 4-F-Ph 2-NH _Two -4-Pym ring 32-13-329 4-F-Ph 2-NH _Two -4-Pym ring 33-13-330 4-F-Ph 2-NH _Two -4-Pym ring 34-13-331 4-F-Ph 2-NH _Two -4-Pym ring 35-13-332 4-F-Ph 2-NH _Two -4-Pym ring 36-13-333 4-F-Ph 2-NH _Two -4-Pym ring 37-13-334 4-F-Ph 2-NH _Two -4-Pym ring 1 2-Me 13-335 4-F-Ph 2-NH _Two -4-Pym ring 2 2-Me 13-336 4-F-Ph 2-NH _Two -4-Pym ring 3 2-Me 13-337 4-F-Ph 2-NH _Two -4-Pym ring 4 2-Me 13-338 4-F-Ph 2-NH _Two -4-Pym ring 5 2-Me 13-339 4-F-Ph 2-NH _Two -4-Pym ring 6 2-Me 13-340 4-F-Ph 2-NH _Two -4-Pym ring 7 2-Me 13-341 4-F-Ph 2-NH _Two -4-Pym ring 8 2-Me 13-342 4-F-Ph 2-NH _Two -4-Pym ring 9 2-Me 13-343 4-F-Ph 2-NH _Two -4-Pym ring 10 2-Me 13-344 4-F-Ph 2-NH _Two -4-Pym ring 11 2-Me 13-345 4-F-Ph 2-NH _Two -4-Pym ring 12 2-Me 13-346 4-F-Ph 2-NH _Two -4-Pym ring 13 2-Me 13-347 4-F-Ph 2-NH _Two -4-Pym ring 14 2-Me 13-348 4-F-Ph 2-NH _Two -4-Pym ring 15 2-Me 13-349 4-F-Ph 2-NH _Two -4-Pym ring 16 2-Me 13-350 4-F-Ph 2-NH _Two -4-Pym ring 17 2-Me 13-351 4-F-Ph 2-NH _Two -4-Pym ring 18 2-Me 13-352 4-F-Ph 2-NH _Two -4-Pym ring 19 2-Me 13-353 4-F-Ph 2-NH _Two -4-Pym ring 20 2-Me 13-354 4-F-Ph 2-NH _Two -4-Pym ring 21 2-Me 13-355 4-F-Ph 2-NH _Two -4-Pym ring 22 2-Me 13-356 4-F-Ph 2-NH _Two -4-Pym ring 23 2-Me 13-357 4-F-Ph 2-NH _Two -4-Pym ring 24 2-Me 13-358 4-F-Ph 2-NH _Two -4-Pym ring 25 2-Me 13-359 4-F-Ph 2-NH _Two -4-Pym ring 26 2-Me 13-360 4-F-Ph 2-NH _Two -4-Pym ring 27 2-Me 13-361 4-F-Ph 2-NH _Two -4-Pym ring 28 2-Me 13-362 4-F-Ph 2-NH _Two -4-Pym ring 29 2-Me 13-363 4-F-Ph 2-NH _Two -4-Pym ring 30 2-Me 13-364 4-F-Ph 2-NH _Two -4-Pym ring 31 2-Me 13-365 4-F-Ph 2-NH _Two -4-Pym ring 32 2-Me 13-366 4-F-Ph 2-NH _Two -4-Pym ring 33 2-Me 13-367 4-F-Ph 2-NH _Two -4-Pym ring 34 2-Me 13-368 4-F-Ph 2-NH _Two -4-Pym ring 35 2-Me 13-369 4-F-Ph 2-NH _Two -4-Pym ring 36 2-Me 13-370 4-F-Ph 2-NH _Two -4-Pym ring 37 2-Me 13-371 4-F-Ph 2-NH _Two -4-Pym ring 1 2-OH 13-373 4-F-Ph 2-NH _Two -4-Pym ring 3 2-OH 13-374 4-F-Ph 2-NH _Two -4-Pym ring 4 2-OH 13-375 4-F-Ph 2-NH _Two -4-Pym ring 5 2-OH 13-376 4-F-Ph 2-NH _Two -4-Pym ring 6 2-OH 13-377 4-F-Ph 2-NH _Two -4-Pym ring 7 2-OH 13-378 4-F-Ph 2-NH _Two -4-Pym ring 8 2-OH 13-379 4-F-Ph 2-NH _Two -4-Pym ring 9 2-OH 13-380 4-F-Ph 2-NH _Two -4-Pym ring 10 2-OH 13-381 4-F-Ph 2-NH _Two -4-Pym ring 11 2-OH 13-382 4-F-Ph 2-NH _Two -4-Pym ring 12 2-OH 13-383 4-F-Ph 2-NH _Two -4-Pym ring 13 2-OH 13-384 4-F-Ph 2-NH _Two -4-Pym ring 14 2-OH 13-385 4-F-Ph 2-NH _Two -4-Pym ring 15 2-OH 13-386 4-F-Ph 2-NH _Two -4-Pym ring 16 2-OH 13-387 4-F-Ph 2-NH _Two -4-Pym ring 17 2-OH 13-388 4-F-Ph 2-NH _Two -4-Pym ring 18 2-OH 13-389 4-F-Ph 2-NH _Two -4-Pym ring 19 2-OH 13-390 4-F-Ph 2-NH _Two -4-Pym ring 20 2-OH 13-391 4-F-Ph 2-NH _Two -4-Pym ring 21 2-OH 13-392 4-F-Ph 2-NH _Two -4-Pym ring 22 2-OH 13-393 4-F-Ph 2-NH _Two -4-Pym ring 23 2-OH 13-394 4-F-Ph 2-NH _Two -4-Pym ring 24 2-OH 13-395 4-F-Ph 2-NH _Two -4-Pym ring 25 2-OH 13-396 4-F-Ph 2-NH _Two -4-Pym ring 26 2-OH 13-397 4-F-Ph 2-NH _Two -4-Pym ring 27 2-OH 13-398 4-F-Ph 2-NH _Two -4-Pym ring 28 2-OH 13-399 4-F-Ph 2-NH _Two -4-Pym ring 29 2-OH 13-400 4-F-Ph 2-NH _Two -4-Pym ring 30 2-OH 13-402 4-F-Ph 2-NH _Two -4-Pym ring 32 2-OH 13-403 4-F-Ph 2-NH _Two -4-Pym ring 33 2-OH 13-404 4-F-Ph 2-NH _Two -4-Pym ring 34 2-OH 13-405 4-F-Ph 2-NH _Two -4-Pym ring 35 2-OH 13-406 4-F-Ph 2-NH _Two -4-Pym ring 36 2-OH 13-407 4-F-Ph 2-NH _Two -4-Pym ring 37 2-OH 13-408 4-F-Ph 2-NH _Two -4-Pym ring 1 2-MeO 13-409 4-F-Ph 2-NH _Two -4-Pym ring 2 2-MeO 13-410 4-F-Ph 2-NH _Two -4-Pym ring 3 2-MeO 13-411 4-F-Ph 2-NH _Two -4-Pym ring 4 2-MeO 13-412 4-F-Ph 2-NH _Two -4-Pym ring 5 2-MeO 13-413 4-F-Ph 2-NH _Two -4-Pym ring 6 2-MeO 13-414 4-F-Ph 2-NH _Two -4-Pym ring 7 2-MeO 13-415 4-F-Ph 2-NH _Two -4-Pym ring 8 2-MeO 13-416 4-F-Ph 2-NH _Two -4-Pym ring 9 2-MeO 13-417 4-F-Ph 2-NH _Two -4-Pym ring 10 2-MeO 13-418 4-F-Ph 2-NH _Two -4-Pym ring 11 2-MeO 13-419 4-F-Ph 2-NH _Two -4-Pym ring 12 2-MeO 13-420 4-F-Ph 2-NH _Two -4-Pym ring 13 2-MeO 13-421 4-F-Ph 2-NH _Two -4-Pym ring 14 2-MeO 13-422 4-F-Ph 2-NH _Two -4-Pym ring 15 2-MeO 13-423 4-F-Ph 2-NH _Two -4-Pym ring 16 2-MeO 13-424 4-F-Ph 2-NH _Two -4-Pym ring 17 2-MeO 13-425 4-F-Ph 2-NH _Two -4-Pym ring 18 2-MeO 13-426 4-F-Ph 2-NH _Two -4-Pym Ring 19 2-MeO 13-427 4-F-Ph 2-NH _Two -4-Pym ring 20 2-MeO 13-428 4-F-Ph 2-NH _Two -4-Pym ring 21 2-MeO 13-429 4-F-Ph 2-NH _Two -4-Pym ring 22 2-MeO 13-430 4-F-Ph 2-NH _Two -4-Pym ring 23 2-MeO 13-431 4-F-Ph 2-NH _Two -4-Pym ring 24 2-MeO 13-432 4-F-Ph 2-NH _Two -4-Pym ring 25 2-MeO 13-433 4-F-Ph 2-NH _Two -4-Pym ring 26 2-MeO 13-434 4-F-Ph 2-NH _Two -4-Pym ring 27 2-MeO 13-435 4-F-Ph 2-NH _Two -4-Pym ring 28 2-MeO 13-436 4-F-Ph 2-NH _Two -4-Pym ring 29 2-MeO 13-437 4-F-Ph 2-NH _Two -4-Pym ring 30 2-MeO 13-438 4-F-Ph 2-NH _Two -4-Pym ring 31 2-MeO 13-439 4-F-Ph 2-NH _Two -4-Pym ring 32 2-MeO 13-440 4-F-Ph 2-NH _Two -4-Pym ring 33 2-MeO 13-441 4-F-Ph 2-NH _Two -4-Pym ring 34 2-MeO 13-442 4-F-Ph 2-NH _Two -4-Pym ring 35 2-MeO 13-443 4-F-Ph 2-NH _Two -4-Pym ring 36 2-MeO 13-444 4-F-Ph 2-NH _Two -4-Pym ring 37 2-MeO 13-445 4-F-Ph 2-NH _Two -4-Pym ring 1 2-F 13-446 4-F-Ph 2-NH _Two -4-Pym ring 2 2-F 13-447 4-F-Ph 2-NH _Two -4-Pym ring 3 2-F 13-448 4-F-Ph 2-NH _Two -4-Pym ring 4 2-F 13-449 4-F-Ph 2-NH _Two -4-Pym ring 5 2-F 13-450 4-F-Ph 2-NH _Two -4-Pym ring 6 2-F 13-451 4-F-Ph 2-NH _Two -4-Pym ring 7 2-F 13-452 4-F-Ph 2-NH _Two -4-Pym ring 8 2-F 13-453 4-F-Ph 2-NH _Two -4-Pym ring 9 2-F 13-454 4-F-Ph 2-NH _Two -4-Pym ring 10 2-F 13-455 4-F-Ph 2-NH _Two -4-Pym ring 11 2-F 13-456 4-F-Ph 2-NH _Two -4-Pym ring 12 2-F 13-457 4-F-Ph 2-NH _Two -4-Pym ring 13 2-F 13-458 4-F-Ph 2-NH _Two -4-Pym ring 14 2-F 13-460 4-F-Ph 2-NH _Two -4-Pym ring 16 2-F 13-461 4-F-Ph 2-NH _Two -4-Pym ring 17 2-F 13-462 4-F-Ph 2-NH _Two -4-Pym ring 18 2-F 13-463 4-F-Ph 2-NH _Two -4-Pym Ring 19 2-F 13-464 4-F-Ph 2-NH _Two -4-Pym ring 20 2-F 13-465 4-F-Ph 2-NH _Two -4-Pym ring 21 2-F 13-466 4-F-Ph 2-NH _Two -4-Pym ring 22 2-F 13-467 4-F-Ph 2-NH _Two -4-Pym ring 23 2-F 13-468 4-F-Ph 2-NH _Two -4-Pym ring 24 2-F 13-469 4-F-Ph 2-NH _Two -4-Pym ring 25 2-F 13-470 4-F-Ph 2-NH _Two -4-Pym ring 26 2-F 13-471 4-F-Ph 2-NH _Two -4-Pym ring 27 2-F 13-472 4-F-Ph 2-NH _Two -4-Pym ring 28 2-F 13-473 4-F-Ph 2-NH _Two -4-Pym ring 29 2-F 13-474 4-F-Ph 2-NH _Two -4-Pym ring 30 2-F 13-475 4-F-Ph 2-NH _Two -4-Pym ring 31 2-F 13-476 4-F-Ph 2-NH _Two -4-Pym ring 32 2-F 13-477 4-F-Ph 2-NH _Two -4-Pym ring 33 2-F 13-478 4-F-Ph 2-NH _Two -4-Pym ring 34 2-F 13-479 4-F-Ph 2-NH _Two -4-Pym Ring 35 2-F 13-480 4-F-Ph 2-NH _Two -4-Pym ring 36 2-F 13-481 4-F-Ph 2-NH _Two -4-Pym ring 37 2-F 13-482 4-F-Ph 2-NH _Two -4-Pym ring 1 2-Cl 13-483 4-F-Ph 2-NH _Two -4-Pym ring 2 2-Cl 13-484 4-F-Ph 2-NH _Two -4-Pym ring 3 2-Cl 13-485 4-F-Ph 2-NH _Two -4-Pym ring 4 2-Cl 13-486 4-F-Ph 2-NH _Two -4-Pym ring 5 2-Cl 13-487 4-F-Ph 2-NH _Two -4-Pym ring 6 2-Cl 13-489 4-F-Ph 2-NH _Two -4-Pym ring 8 2-Cl 13-490 4-F-Ph 2-NH _Two -4-Pym ring 9 2-Cl 13-491 4-F-Ph 2-NH _Two -4-Pym Ring 10 2-Cl 13-492 4-F-Ph 2-NH _Two -4-Pym ring 11 2-Cl 13-493 4-F-Ph 2-NH _Two -4-Pym ring 12 2-Cl 13-494 4-F-Ph 2-NH _Two -4-Pym ring 13 2-Cl 13-495 4-F-Ph 2-NH _Two -4-Pym ring 14 2-Cl 13-496 4-F-Ph 2-NH _Two -4-Pym Ring 15 2-Cl 13-497 4-F-Ph 2-NH _Two -4-Pym ring 16 2-Cl 13-498 4-F-Ph 2-NH _Two -4-Pym ring 17 2-Cl 13-499 4-F-Ph 2-NH _Two -4-Pym Ring 18 2-Cl 13-500 4-F-Ph 2-NH _Two -4-Pym Ring 19 2-Cl 13-501 4-F-Ph 2-NH _Two -4-Pym ring 20 2-Cl 13-502 4-F-Ph 2-NH _Two -4-Pym Ring 21 2-Cl 13-503 4-F-Ph 2-NH _Two -4-Pym ring 22 2-Cl 13-504 4-F-Ph 2-NH _Two -4-Pym ring 23 2-Cl 13-505 4-F-Ph 2-NH _Two -4-Pym ring 24 2-Cl 13-506 4-F-Ph 2-NH _Two -4-Pym ring 25 2-Cl 13-507 4-F-Ph 2-NH _Two -4-Pym ring 26 2-Cl 13-508 4-F-Ph 2-NH _Two -4-Pym ring 27 2-Cl 13-509 4-F-Ph 2-NH _Two -4-Pym ring 28 2-Cl 13-510 4-F-Ph 2-NH _Two -4-Pym ring 29 2-Cl 13-511 4-F-Ph 2-NH _Two -4-Pym ring 30 2-Cl 13-512 4-F-Ph 2-NH _Two -4-Pym ring 31 2-Cl 13-513 4-F-Ph 2-NH _Two -4-Pym ring 32 2-Cl 13-514 4-F-Ph 2-NH _Two -4-Pym ring 33 2-Cl 13-515 4-F-Ph 2-NH _Two -4-Pym ring 34 2-Cl 13-516 4-F-Ph 2-NH _Two -4-Pym Ring 35 2-Cl 13-518 4-F-Ph 2-NH _Two -4-Pym ring 37 2-Cl 13-519 4-F-Ph 2-NH _Two -4-Pym ring 1 2,2-diF 13-520 4-F-Ph 2-NH _Two -4-Pym ring 2 2,2-diF 13-521 4-F-Ph 2-NH _Two -4-Pym ring 3 2,2-diF 13-522 4-F-Ph 2-NH _Two -4-Pym ring 4 2,2-diF 13-523 4-F-Ph 2-NH _Two -4-Pym ring 5 2,2-diF 13-524 4-F-Ph 2-NH _Two -4-Pym ring 6 2,2-diF 13-525 4-F-Ph 2-NH _Two -4-Pym ring 7 2,2-diF 13-526 4-F-Ph 2-NH _Two -4-Pym ring 8 2,2-diF 13-527 4-F-Ph 2-NH _Two -4-Pym ring 9 2,2-diF 13-528 4-F-Ph 2-NH _Two -4-Pym ring 10 2,2-diF 13-529 4-F-Ph 2-NH _Two -4-Pym ring 11 2,2-diF 13-530 4-F-Ph 2-NH _Two -4-Pym ring 12 2,2-diF 13-531 4-F-Ph 2-NH _Two -4-Pym ring 13 2,2-diF 13-532 4-F-Ph 2-NH _Two -4-Pym ring 14 2,2-diF 13-533 4-F-Ph 2-NH _Two -4-Pym ring 15 2,2-diF 13-534 4-F-Ph 2-NH _Two -4-Pym ring 16 2,2-diF 13-535 4-F-Ph 2-NH _Two -4-Pym ring 17 2,2-diF 13-536 4-F-Ph 2-NH _Two -4-Pym ring 18 2,2-diF 13-537 4-F-Ph 2-NH _Two -4-Pym ring 19 2,2-diF 13-538 4-F-Ph 2-NH _Two -4-Pym ring 20 2,2-diF 13-539 4-F-Ph 2-NH _Two -4-Pym ring 21 2,2-diF 13-540 4-F-Ph 2-NH _Two -4-Pym ring 22 2,2-diF 13-541 4-F-Ph 2-NH _Two -4-Pym ring 23 2,2-diF 13-542 4-F-Ph 2-NH _Two -4-Pym ring 24 2,2-diF 13-543 4-F-Ph 2-NH _Two -4-Pym ring 25 2,2-diF 13-544 4-F-Ph 2-NH _Two -4-Pym ring 26 2,2-diF 13-545 4-F-Ph 2-NH _Two -4-Pym ring 27 2,2-diF 13-546 4-F-Ph 2-NH _Two -4-Pym ring 28 2,2-diF 13-547 4-F-Ph 2-NH _Two -4-Pym ring 29 2,2-diF 13-548 4-F-Ph 2-NH _Two -4-Pym ring 30 2,2-diF 13-549 4-F-Ph 2-NH _Two -4-Pym ring 31 2,2-diF 13-550 4-F-Ph 2-NH _Two -4-Pym ring 32 2,2-diF 13-551 4-F-Ph 2-NH _Two -4-Pym ring 33 2,2-diF 13-552 4-F-Ph 2-NH _Two -4-Pym ring 34 2,2-diF 13-553 4-F-Ph 2-NH _Two -4-Pym ring 35 2,2-diF 13-554 4-F-Ph 2-NH _Two -4-Pym ring 36 2,2-diF 13-555 4-F-Ph 2-NH _Two -4-Pym ring 37 2,2-diF 13-556 4-F-Ph 2-NH _Two -4-Pym ring 1 8-Me 13-557 4-F-Ph 2-NH _Two -4-Pym ring 2 8-Me 13-558 4-F-Ph 2-NH _Two -4-Pym ring 3 8-Me 13-559 4-F-Ph 2-NH _Two -4-Pym ring 4 8-Me 13-560 4-F-Ph 2-NH _Two -4-Pym ring 5 8-Me 13-561 4-F-Ph 2-NH _Two -4-Pym ring 6 8-Me 13-562 4-F-Ph 2-NH _Two -4-Pym ring 7 8-Me 13-563 4-F-Ph 2-NH _Two -4-Pym ring 8 8-Me 13-564 4-F-Ph 2-NH _Two -4-Pym ring 9 8-Me 13-565 4-F-Ph 2-NH _Two -4-Pym ring 10 8-Me 13-566 4-F-Ph 2-NH _Two -4-Pym ring 11 8-Me 13-567 4-F-Ph 2-NH _Two -4-Pym ring 12 8-Me 13-568 4-F-Ph 2-NH _Two -4-Pym ring 13 8-Me 13-569 4-F-Ph 2-NH _Two -4-Pym ring 14 8-Me 13-570 4-F-Ph 2-NH _Two -4-Pym ring 15 8-Me 13-571 4-F-Ph 2-NH _Two -4-Pym ring 16 8-Me 13-572 4-F-Ph 2-NH _Two -4-Pym ring 17 8-Me 13-573 4-F-Ph 2-NH _Two -4-Pym ring 18 8-Me 13-574 4-F-Ph 2-NH _Two -4-Pym ring 19 8-Me 13-575 4-F-Ph 2-NH _Two -4-Pym ring 20 8-Me 13-576 4-F-Ph 2-NH _Two -4-Pym ring 21 8-Me 13-577 4-F-Ph 2-NH _Two -4-Pym ring 22 8-Me 13-578 4-F-Ph 2-NH _Two -4-Pym ring 23 8-Me 13-579 4-F-Ph 2-NH _Two -4-Pym ring 24 8-Me 13-580 4-F-Ph 2-NH _Two -4-Pym ring 25 8-Me 13-581 4-F-Ph 2-NH _Two -4-Pym ring 26 8-Me 13-582 4-F-Ph 2-NH _Two -4-Pym ring 27 8-Me 13-583 4-F-Ph 2-NH _Two -4-Pym ring 28 8-Me 13-584 4-F-Ph 2-NH _Two -4-Pym ring 29 8-Me 13-585 4-F-Ph 2-NH _Two -4-Pym ring 30 8-Me 13-586 4-F-Ph 2-NH _Two -4-Pym ring 31 8-Me 13-587 4-F-Ph 2-NH _Two -4-Pym ring 32 8-Me 13-588 4-F-Ph 2-NH _Two -4-Pym ring 33 8-Me 13-589 4-F-Ph 2-NH _Two -4-Pym ring 34 8-Me 13-590 4-F-Ph 2-NH _Two -4-Pym ring 35 8-Me 13-591 4-F-Ph 2-NH _Two -4-Pym ring 36 8-Me 13-592 4-F-Ph 2-NH _Two -4-Pym ring 37 8-Me 13-593 4-F-Ph 2-MeNH-4-Pym ring 1-13-594 4-F-Ph 2-MeNH-4-Pym ring 2-13-595 4- F-Ph 2-MeNH-4-Pym ring 3-13-596 4-F-Ph 2-MeNH-4-Pym ring 4-13-597 4-F-Ph 2-MeNH-4-Pym ring 5-13 -598 4-F-Ph 2-MeNH-4-Pym Ring 6-13-599 4-F-Ph 2-MeNH-4-Pym Ring 7-13-600 4-F-Ph 2-MeNH-4-Pym Ring 8-13-601 4-F-Ph 2-MeNH-4-Pym Ring 9-13-602 4-F-Ph 2-MeNH-4-Pym Ring 10-13-603 4-F-Ph 2-MeNH -4-Pym Ring 11 -13-605 4-F-Ph 2-MeNH-4-Pym Ring 13-13-606 4-F-Ph 2-MeNH-4-Pym Ring 14-13-607 4-F- Ph 2-MeNH-4-Pym Ring 15-13-608 4-F-Ph 2-MeNH-4-Pym Ring 16-13-609 4-F-Ph 2-MeNH-4-Pym Ring 17-13-610 4-F-Ph 2-MeNH-4-Pym Ring 18-13-611 4-F-Ph 2-MeNH-4-Pym Ring 19-13-612 4-F-Ph 2-MeNH-4-Pym Ring 20 -13-613 4-F-Ph 2-MeNH-4-Pym Ring 21-13-614 4-F-Ph 2-MeNH-4-Pym Ring 22-13-615 4-F-Ph 2-MeNH-4 -Pym Ring 23-13-616 4-F-Ph 2-MeNH-4-Pym Ring 24-13-617 4-F-Ph 2-MeNH-4-Pym Ring 25-13-618 4-F-Ph 2 -MeNH-4-Pym ring 26-13-619 4-F-Ph 2-MeNH-4-Pym ring 27-13-620 4-F-Ph 2-MeNH-4-Pym ring 28-13-621 4- F-Ph 2-MeNH-4-Pym Ring 2 9-13-622 4-F-Ph 2-MeNH-4-Pym Ring 30-13-623 4-F-Ph 2-MeNH-4-Pym Ring 31-13-624 4-F-Ph 2-MeNH- 4-Pym ring 32-13-625 4-F-Ph 2-MeNH-4-Pym ring 33-13-626 4-F-Ph 2-MeNH-4-Pym ring 34-13-627 4-F-Ph 2-MeNH-4-Pym ring 35-13-628 4-F-Ph 2-MeNH-4-Pym ring 36-13-629 4-F-Ph 2-MeNH-4-Pym ring 37-13-630 4 -F-Ph 2-MeNH-4-Pym ring 1 2-Me 13-631 4-F-Ph 2-MeNH-4-Pym ring 22-Me 13-632 4-F-Ph 2-MeNH-4- Pym ring 3 2-Me 13-634 4-F-Ph 2-MeNH-4-Pym ring 5 2-Me 13-635 4-F-Ph 2-MeNH-4-Pym ring 6 2-Me 13-636 4 -F-Ph 2-MeNH-4-Pym ring 7 2-Me 13-637 4-F-Ph 2-MeNH-4-Pym ring 8 2-Me 13-638 4-F-Ph 2-MeNH-4- Pym ring 9 2-Me 13-639 4-F-Ph 2-MeNH-4-Pym ring 10 2-Me 13-640 4-F-Ph 2-MeNH-4-Pym ring 11 2-Me 13-641 4 -F-Ph 2-MeNH-4-Pym ring 12 2-Me 13-642 4-F-Ph 2-MeNH-4-Pym ring 13 2-Me 13-643 4-F-Ph 2-MeNH-4- Pym ring 14 2-Me 13-644 4-F-Ph 2-MeNH-4-Pym ring 15 2-Me 13-645 4-F-Ph 2-MeNH-4-Pym ring 16 2-Me 13-646 4 -F-Ph 2-MeNH-4-Pym ring 17 2-Me 13-647 4-F-Ph 2-MeNH-4-Pym ring 18 2-Me 13-648 4-F-Ph 2-MeNH-4- Pym ring 19 2-Me 13-649 4-F-Ph 2-MeNH-4 -Pym ring 20 2-Me 13-650 4-F-Ph 2-MeNH-4-Pym ring 21 2-Me 13-651 4-F-Ph 2-MeNH-4-Pym ring 22 2-Me 13-652 4-F-Ph 2-MeNH-4-Pym ring 23 2-Me 13-653 4-F-Ph 2-MeNH-4-Pym ring 24 2-Me 13-654 4-F-Ph 2-MeNH-4 -Pym ring 25 2-Me 13-655 4-F-Ph 2-MeNH-4-Pym ring 26 2-Me 13-656 4-F-Ph 2-MeNH-4-Pym ring 27 2-Me 13-657 4-F-Ph 2-MeNH-4-Pym ring 28 2-Me 13-658 4-F-Ph 2-MeNH-4-Pym ring 29 2-Me 13-659 4-F-Ph 2-MeNH-4 -Pym ring 30 2-Me 13-660 4-F-Ph 2-MeNH-4-Pym ring 31 2-Me 13-661 4-F-Ph 2-MeNH-4-Pym ring 32 2-Me 13-663 4-F-Ph 2-MeNH-4-Pym Ring 34 2-Me 13-664 4-F-Ph 2-MeNH-4-Pym Ring 35 2-Me 13-665 4-F-Ph 2-MeNH-4 -Pym ring 36 2-Me 13-666 4-F-Ph 2-MeNH-4-Pym ring 37 2-Me 13-667 4-F-Ph 2-MeNH-4-Pym ring 1 2-OH 13-668 4-F-Ph 2-MeNH-4-Pym ring 2 2-OH 13-669 4-F-Ph 2-MeNH-4-Pym ring 3 2-OH 13-670 4-F-Ph 2-MeNH-4 -Pym ring 4 2-OH 13-671 4-F-Ph 2-MeNH-4-Pym ring 5 2-OH 13-672 4-F-Ph 2-MeNH-4-Pym ring 6 2-OH 13-673 4-F-Ph 2-MeNH-4-Pym ring 7 2-OH 13-674 4-F-Ph 2-MeNH-4-Pym ring 8 2-OH 13-675 4-F-Ph 2-MeNH-4 -Pym ring 9 2-OH 13-676 4-F-Ph 2-MeNH-4 -Pym ring 10 2-OH 13-677 4-F-Ph 2-MeNH-4-Pym ring 11 2-OH 13-678 4-F-Ph 2-MeNH-4-Pym ring 12 2-OH 13-679 4-F-Ph 2-MeNH-4-Pym Ring 13 2-OH 13-680 4-F-Ph 2-MeNH-4-Pym Ring 14 2-OH 13-681 4-F-Ph 2-MeNH-4 -Pym ring 15 2-OH 13-682 4-F-Ph 2-MeNH-4-Pym ring 16 2-OH 13-683 4-F-Ph 2-MeNH-4-Pym ring 17 2-OH 13-684 4-F-Ph 2-MeNH-4-Pym Ring 18 2-OH 13-685 4-F-Ph 2-MeNH-4-Pym Ring 19 2-OH 13-686 4-F-Ph 2-MeNH-4 -Pym ring 20 2-OH 13-687 4-F-Ph 2-MeNH-4-Pym ring 21 2-OH 13-688 4-F-Ph 2-MeNH-4-Pym ring 22 2-OH 13-689 4-F-Ph 2-MeNH-4-Pym ring 23 2-OH 13-690 4-F-Ph 2-MeNH-4-Pym ring 24 2-OH 13-692 4-F-Ph 2-MeNH-4 -Pym ring 26 2-OH 13-693 4-F-Ph 2-MeNH-4-Pym ring 27 2-OH 13-694 4-F-Ph 2-MeNH-4-Pym ring 28 2-OH 13-695 4-F-Ph 2-MeNH-4-Pym ring 29 2-OH 13-696 4-F-Ph 2-MeNH-4-Pym ring 30 2-OH 13-697 4-F-Ph 2-MeNH-4 -Pym ring 31 2-OH 13-698 4-F-Ph 2-MeNH-4-Pym ring 32 2-OH 13-699 4-F-Ph 2-MeNH-4-Pym ring 33 2-OH 13-700 4-F-Ph 2-MeNH-4-Pym Ring 34 2-OH 13-701 4-F-Ph 2-MeNH-4-Pym Ring 35 2-OH 13-702 4-F-Ph 2-MeNH-4 -Pym ring 36 2-OH 13-703 4-F-Ph 2-MeNH-4 -Pym ring 37 2-OH 13-704 4-F-Ph 2-MeNH-4-Pym ring 1 2-MeO 13-705 4-F-Ph 2-MeNH-4-Pym ring 2 2-MeO 13-706 4-F-Ph 2-MeNH-4-Pym ring 3 2-MeO 13-707 4-F-Ph 2-MeNH-4-Pym ring 4 2-MeO 13-708 4-F-Ph 2-MeNH-4 -Pym ring 5 2-MeO 13-709 4-F-Ph 2-MeNH-4-Pym ring 6 2-MeO 13-710 4-F-Ph 2-MeNH-4-Pym ring 7 2-MeO 13-711 4-F-Ph 2-MeNH-4-Pym ring 8 2-MeO 13-712 4-F-Ph 2-MeNH-4-Pym ring 9 2-MeO 13-713 4-F-Ph 2-MeNH-4 -Pym ring 10 2-MeO 13-714 4-F-Ph 2-MeNH-4-Pym ring 11 2-MeO 13-715 4-F-Ph 2-MeNH-4-Pym ring 12 2-MeO 13-716 4-F-Ph 2-MeNH-4-Pym Ring 13 2-MeO 13-717 4-F-Ph 2-MeNH-4-Pym Ring 14 2-MeO 13-718 4-F-Ph 2-MeNH-4 -Pym ring 15 2-MeO 13-719 4-F-Ph 2-MeNH-4-Pym ring 16 2-MeO 13-720 4-F-Ph 2-MeNH-4-Pym ring 17 2-MeO 13-721 4-F-Ph 2-MeNH-4-Pym Ring 18 2-MeO 13-722 4-F-Ph 2-MeNH-4-Pym Ring 19 2-MeO 13-723 4-F-Ph 2-MeNH-4 -Pym ring 20 2-MeO 13-724 4-F-Ph 2-MeNH-4-Pym ring 21 2-MeO 13-725 4-F-Ph 2-MeNH-4-Pym ring 22 2-MeO 13-726 4-F-Ph 2-MeNH-4-Pym Ring 23 2-MeO 13-727 4-F-Ph 2-MeNH-4-Pym Ring 24 2-MeO 13-728 4-F-Ph 2-MeNH-4 -Pym ring 25 2-MeO 13-729 4- F-Ph 2-MeNH-4-Pym Ring 26 2-MeO 13-730 4-F-Ph 2-MeNH-4-Pym Ring 27 2-MeO 13-731 4-F-Ph 2-MeNH-4-Pym Ring 28 2-MeO 13-732 4-F-Ph 2-MeNH-4-Pym Ring 29 2-MeO 13-733 4-F-Ph 2-MeNH-4-Pym Ring 30 2-MeO 13-734 4- F-Ph 2-MeNH-4-Pym Ring 31 2-MeO 13-735 4-F-Ph 2-MeNH-4-Pym Ring 32 2-MeO 13-736 4-F-Ph 2-MeNH-4-Pym Ring 33 2-MeO 13-737 4-F-Ph 2-MeNH-4-Pym Ring 34 2-MeO 13-738 4-F-Ph 2-MeNH-4-Pym Ring 35 2-MeO 13-739 4- F-Ph 2-MeNH-4-Pym Ring 36 2-MeO 13-740 4-F-Ph 2-MeNH-4-Pym Ring 37 2-MeO 13-741 4-F-Ph 2-MeNH-4-Pym Ring 1 2-F 13-742 4-F-Ph 2-MeNH-4-Pym Ring 2 2-F 13-743 4-F-Ph 2-MeNH-4-Pym Ring 3 2-F 13-744 4- F-Ph 2-MeNH-4-Pym Ring 4 2-F 13-745 4-F-Ph 2-MeNH-4-Pym Ring 5 2-F 13-746 4-F-Ph 2-MeNH-4-Pym Ring 6 2-F 13-747 4-F-Ph 2-MeNH-4-Pym Ring 7 2-F 13-748 4-F-Ph 2-MeNH-4-Pym Ring 8 2-F 13-749 4- F-Ph 2-MeNH-4-Pym Ring 9 2-F 13-750 4-F-Ph 2-MeNH-4-Pym Ring 10 2-F 13-751 4-F-Ph 2-MeNH-4-Pym Ring 11 2-F 13-752 4-F-Ph 2-MeNH-4-Pym Ring 12 2-F 13-753 4-F-Ph 2-MeNH-4-Pym Ring 13 2-F 13-754 4- F-Ph 2-MeNH-4-Pym Ring 14 2-F 13-755 4-F-Ph 2-MeNH-4- Pym ring 15 2-F 13-756 4-F-Ph 2-MeNH-4-Pym ring 16 2-F 13-757 4-F-Ph 2-MeNH-4-Pym ring 17 2-F 13-758 4 -F-Ph 2-MeNH-4-Pym Ring 18 2-F 13-759 4-F-Ph 2-MeNH-4-Pym Ring 19 2-F 13-760 4-F-Ph 2-MeNH-4- Pym ring 20 2-F 13-761 4-F-Ph 2-MeNH-4-Pym ring 21 2-F 13-762 4-F-Ph 2-MeNH-4-Pym ring 22 2-F 13-763 4 -F-Ph 2-MeNH-4-Pym Ring 23 2-F 13-764 4-F-Ph 2-MeNH-4-Pym Ring 24 2-F 13-765 4-F-Ph 2-MeNH-4- Pym ring 25 2-F 13-766 4-F-Ph 2-MeNH-4-Pym ring 26 2-F 13-767 4-F-Ph 2-MeNH-4-Pym ring 27 2-F 13-768 4 -F-Ph 2-MeNH-4-Pym Ring 28 2-F 13-769 4-F-Ph 2-MeNH-4-Pym Ring 29 2-F 13-770 4-F-Ph 2-MeNH-4- Pym ring 30 2-F 13-771 4-F-Ph 2-MeNH-4-Pym ring 31 2-F 13-772 4-F-Ph 2-MeNH-4-Pym ring 32 2-F 13-773 4 -F-Ph 2-MeNH-4-Pym Ring 33 2-F 13-774 4-F-Ph 2-MeNH-4-Pym Ring 34 2-F 13-775 4-F-Ph 2-MeNH-4- Pym ring 35 2-F 13-776 4-F-Ph 2-MeNH-4-Pym ring 36 2-F 13-777 4-F-Ph 2-MeNH-4-Pym ring 37 2-F 13-778 4 -F-Ph 2-MeNH-4-Pym ring 1 2-Cl 13-779 4-F-Ph 2-MeNH-4-Pym ring 2 2-Cl 13-780 4-F-Ph 2-MeNH-4- Pym ring 3 2-Cl 13-781 4-F-Ph 2-MeNH-4-Pym ring 4 2-Cl 13-782 4-F-Ph 2-MeNH -4-Pym ring 5 2-Cl 13-783 4-F-Ph 2-MeNH-4-Pym ring 6 2-Cl 13-784 4-F-Ph 2-MeNH-4-Pym ring 7 2-Cl 13 -785 4-F-Ph 2-MeNH-4-Pym ring 8 2-Cl 13-786 4-F-Ph 2-MeNH-4-Pym ring 9 2-Cl 13-787 4-F-Ph 2-MeNH -4-Pym ring 10 2-Cl 13-788 4-F-Ph 2-MeNH-4-Pym ring 11 2-Cl 13-789 4-F-Ph 2-MeNH-4-Pym ring 12 2-Cl 13 -790 4-F-Ph 2-MeNH-4-Pym Ring 13 2-Cl 13-791 4-F-Ph 2-MeNH-4-Pym Ring 14 2-Cl 13-792 4-F-Ph 2-MeNH -4-Pym ring 15 2-Cl 13-793 4-F-Ph 2-MeNH-4-Pym ring 16 2-Cl 13-794 4-F-Ph 2-MeNH-4-Pym ring 17 2-Cl 13 -795 4-F-Ph 2-MeNH-4-Pym Ring 18 2-Cl 13-796 4-F-Ph 2-MeNH-4-Pym Ring 19 2-Cl 13-797 4-F-Ph 2-MeNH -4-Pym ring 20 2-Cl 13-798 4-F-Ph 2-MeNH-4-Pym ring 21 2-Cl 13-799 4-F-Ph 2-MeNH-4-Pym ring 22 2-Cl 13 -800 4-F-Ph 2-MeNH-4-Pym ring 23 2-Cl 13-801 4-F-Ph 2-MeNH-4-Pym ring 24 2-Cl 13-802 4-F-Ph 2-MeNH -4-Pym ring 25 2-Cl 13-803 4-F-Ph 2-MeNH-4-Pym ring 26 2-Cl 13-804 4-F-Ph 2-MeNH-4-Pym ring 27 2-Cl 13 -805 4-F-Ph 2-MeNH-4-Pym Ring 28 2-Cl 13-806 4-F-Ph 2-MeNH-4-Pym Ring 29 2-Cl 13-807 4-F-Ph 2-MeNH -4-Pym ring 30 2-Cl 13-808 4-F-Ph 2-MeNH-4-Pym ring 31 2-Cl 13-809 4-F-Ph 2-MeNH-4-Pym Ring 32 2-Cl 13-810 4-F-Ph 2-MeNH-4-Pym Ring 33 2-Cl 13-811 4-F- Ph 2-MeNH-4-Pym ring 34 2-Cl 13-812 4-F-Ph 2-MeNH-4-Pym ring 35 2-Cl 13-813 4-F-Ph 2-MeNH-4-Pym ring 36 2-Cl 13-814 4-F-Ph 2-MeNH-4-Pym ring 37 2-Cl 13-815 4-F-Ph 2-MeNH-4-Pym ring 1 2,2-diF 13-816 4- F-Ph 2-MeNH-4-Pym ring 2 2,2-diF 13-817 4-F-Ph 2-MeNH-4-Pym ring 3 2,2-diF 13-818 4-F-Ph 2-MeNH -4-Pym ring 4 2,2-diF 13-819 4-F-Ph 2-MeNH-4-Pym ring 5 2,2-diF 13-820 4-F-Ph 2-MeNH-4-Pym ring 6 2,2-diF 13-821 4-F-Ph 2-MeNH-4-Pym ring 7 2,2-diF 13-822 4-F-Ph 2-MeNH-4-Pym ring 8 2,2-diF 13 -823 4-F-Ph 2-MeNH-4-Pym ring 9 2,2-diF 13-824 4-F-Ph 2-MeNH-4-Pym ring 10 2,2-diF 13-825 4-F- Ph 2-MeNH-4-Pym ring 11 2,2-diF 13-826 4-F-Ph 2-MeNH-4-Pym ring 12 2,2-diF 13-827 4-F-Ph 2-MeNH-4 -Pym ring 13 2,2-diF 13-828 4-F-Ph 2-MeNH-4-Pym ring 14 2,2-diF 13-829 4-F-Ph 2-MeNH-4-Pym ring 15 2, 2-diF 13-830 4-F-Ph 2-MeNH-4-Pym Ring 16 2,2-diF 13-831 4-F-Ph 2-MeNH-4-Pym Ring 17 2,2-diF 13-832 4-F-Ph 2-MeNH-4-Pym Ring 18 2,2-diF 13-833 4-F-Ph 2-MeNH-4-Pym 19 2,2-diF 13-834 4-F-Ph 2-MeNH-4-Pym ring 20 2,2-diF 13-835 4-F-Ph 2-MeNH-4-Pym ring 21 2, 2-di
F 13-837 4-F-Ph 2-MeNH-4-Pym ring 23 2,2-diF 13-838 4-F-Ph 2-MeNH-4-Pym ring 24 2,2-diF 13-839 4- F-Ph 2-MeNH-4-Pym ring 25 2,2-diF 13-840 4-F-Ph 2-MeNH-4-Pym ring 26 2,2-diF 13-841 4-F-Ph 2-MeNH -4-Pym ring 27 2,2-diF 13-842 4-F-Ph 2-MeNH-4-Pym ring 28 2,2-diF 13-843 4-F-Ph 2-MeNH-4-Pym ring 29 2,2-diF 13-844 4-F-Ph 2-MeNH-4-Pym ring 30 2,2-diF 13-845 4-F-Ph 2-MeNH-4-Pym ring 31 2,2-diF 13 -846 4-F-Ph 2-MeNH-4-Pym ring 32 2,2-diF 13-847 4-F-Ph 2-MeNH-4-Pym ring 33 2,2-diF 13-848 4-F- Ph 2-MeNH-4-Pym ring 34 2,2-diF 13-849 4-F-Ph 2-MeNH-4-Pym ring 35 2,2-diF 13-850 4-F-Ph 2-MeNH-4 -Pym ring 36 2,2-diF 13-851 4-F-Ph 2-MeNH-4-Pym ring 37 2,2-diF 13-852 4-F-Ph 2-MeNH-4-Pym ring 18 Me 13-853 4-F-Ph 2-MeNH-4-Pym ring 2 8-Me 13-854 4-F-Ph 2-MeNH-4-Pym ring 3 8-Me 13-855 4-F-Ph 2 -MeNH-4-Pym ring 4 8-Me 13-856 4-F-Ph 2-MeNH-4-Pym ring 5 8-Me 13-857 4-F-Ph 2-MeNH-4-Pym ring 6 8- Me 13-858 4-F-Ph 2-MeNH-4-Pym ring 7 8-Me 13-859 4-F-Ph 2-MeNH-4-Pym ring 8 8-Me 13-860 4-F-Ph 2 -MeNH-4-Pym ring 9 8-Me 13-861 4-F-Ph 2-MeNH-4-Pym ring 10 8-Me 1 3-862 4-F-Ph 2-MeNH-4-Pym Ring 11 8-Me 13-863 4-F-Ph 2-MeNH-4-Pym Ring 12 8-Me 13-864 4-F-Ph 2- MeNH-4-Pym Ring 138-Me 13-866 4-F-Ph 2-MeNH-4-Pym Ring 15 8-Me 13-867 4-F-Ph 2-MeNH-4-Pym Ring 168-Me 13-868 4-F-Ph 2-MeNH-4-Pym Ring 17 8-Me 13-869 4-F-Ph 2-MeNH-4-Pym Ring 18 8-Me 13-870 4-F-Ph 2- MeNH-4-Pym ring 19 8-Me 13-871 4-F-Ph 2-MeNH-4-Pym ring 20 8-Me 13-872 4-F-Ph 2-MeNH-4-Pym ring 21 8-Me 13-873 4-F-Ph 2-MeNH-4-Pym Ring 22 8-Me 13-874 4-F-Ph 2-MeNH-4-Pym Ring 23 8-Me 13-875 4-F-Ph 2- MeNH-4-Pym ring 24 8-Me 13-876 4-F-Ph 2-MeNH-4-Pym ring 25 8-Me 13-877 4-F-Ph 2-MeNH-4-Pym ring 26 8-Me 13-878 4-F-Ph 2-MeNH-4-Pym Ring 27 8-Me 13-879 4-F-Ph 2-MeNH-4-Pym Ring 28 8-Me 13-880 4-F-Ph 2- MeNH-4-Pym ring 29 8-Me 13-881 4-F-Ph 2-MeNH-4-Pym ring 30 8-Me 13-882 4-F-Ph 2-MeNH-4-Pym ring 31 8-Me 13-883 4-F-Ph 2-MeNH-4-Pym Ring 32 8-Me 13-884 4-F-Ph 2-MeNH-4-Pym Ring 33 8-Me 13-885 4-F-Ph 2- MeNH-4-Pym ring 34 8-Me 13-886 4-F-Ph 2-MeNH-4-Pym ring 35 8-Me 13-887 4-F-Ph 2-MeNH-4-Pym ring 368-Me 13-888 4-F-Ph 2-MeNH-4-Pym Ring 37 8-Me 1 3-889 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 1-13-890 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 2-13- 891 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 3-13-892 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 4-13-893 4 -F-Ph 2- (α-Me-BnNH) -4-Pym ring 5-13-894 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 6-13-895 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 7-13-896 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 8-13-897 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 9-13-898 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 10-13-899 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 11-13-900 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 12-13-901 4-F-Ph 2- (α -Me-BnNH) -4-Pym Ring 13-13-902 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 14-13-903 4-F-Ph 2- (α-Me -BnNH) -4-Pym Ring 15-13-904 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 16-13-905 4-F-Ph 2- (α-Me-BnNH ) -4-Pym ring 17-13-906 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 18-13-907 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 19-13-908 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 20-13-909 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 21-13-910 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 22-13-911 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 23-13-912 4-FP h 2- (α-Me-BnNH) -4-Pym ring 24-13-913 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 25-13-914 4-F-Ph 2 -(α-Me-BnNH) -4-Pym ring 26-13-915 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 27-13-916 4-F-Ph 2- ( α-Me-BnNH) -4-Pym ring 28-13-917 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 29-13-918 4-F-Ph 2- (α- Me-BnNH) -4-Pym Ring 30-13-919 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 31-13-920 4-F-Ph 2- (α-Me- BnNH) -4-Pym Ring 32-13-921 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 33-13-922 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 34-13-923 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 35-13-924 4-F-Ph 2- (α-Me-BnNH) -4 -Pym Ring 36-13-925 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 37-13-926 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 1 2-Me 13-927 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 2 2-Me 13-928 4-F-Ph 2- (α-Me-BnNH) -4 -Pym ring 3 2-Me 13-929 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 4 2-Me 13-930 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 5 2-Me 13-931 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 6 2-Me 13-932 4-F-Ph 2- (α-Me- (BnNH) -4-Pym ring 7 2-Me 13-933 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 8 2-Me 13-934 4-F-Ph 2- (α- Me-BnNH) -4-Pym ring 9 2 -Me 13-935 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 10 2-Me 13-936 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 11 2-Me 13-937 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 12 2-Me 13-938 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 13 2-Me 13-939 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 14 2-Me 13-940 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 15 2-Me 13-941 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 16 2-Me 13-942 4-F-Ph 2- (α-Me-BnNH ) -4-Pym ring 17 2-Me 13-943 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 18 2-Me 13-944 4-F-Ph 2- (α-Me -BnNH) -4-Pym ring 19 2-Me 13-945 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 20 2-Me 13-946 4-F-Ph 2- (α -Me-BnNH) -4-Pym ring 21 2-Me 13-947 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 22 2-Me 13-948 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 23 2-Me 13-949 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 24 2-Me 13-950 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 25 2-Me 13-951 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 26 2-Me 13-953 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 28 2-Me 13-954 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 29 2-Me 13-955 4 -F-Ph 2- (α-Me-BnNH) -4-Pym ring 30 2-Me 13-956 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 31 2-Me 13- 957 4-F-Ph 2- ( -Me-BnNH) -4-Pym ring 32 2-Me 13-958 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 33 2-Me 13-959 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 34 2-Me 13-960 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 35 2-Me 13-961 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 36 2-Me 13-962 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 37 2-Me 13-963 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 1 2-OH 13-964 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 22-OH 13-965 4 -F-Ph 2- (α-Me-BnNH) -4-Pym ring 3 2-OH 13-966 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 4 2-OH 13- 967 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 5 2-OH 13-968 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 6 2-OH 13-969 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 7 2-OH 13-970 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 8 2 -OH 13-971 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 9 2-OH 13-972 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 10 2-OH 13-973 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 11 2-OH 13-974 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 12 2-OH 13-975 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 13 2-OH 13-976 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 14 2-OH 13-977 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 15 2-OH 13-978 4-F-Ph 2- (α-Me-BnNH ) -4-Pym ring 16 2-OH 13-979 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 17 2-OH 13-980 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 18 2-OH 13 -981 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 19 2-OH 13-982 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 20 2- OH 13-983 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 21 2-OH 13-984 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 22 2-OH 13-985 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 23 2-OH 13-986 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 24 2-OH 13-987 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 25 2-OH 13-988 4-F-Ph 2- (α-Me-BnNH) -4 -Pym ring 26 2-OH 13-989 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 27 2-OH 13-990 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 28 2-OH 13-991 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 29 2-OH 13-992 4-F-Ph 2- (α-Me- (BnNH) -4-Pym ring 30 2-OH 13-993 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 31 2-OH 13-994 4-F-Ph 2- (α- Me-BnNH) -4-Pym ring 32 2-OH 13-995 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 33 2-OH 13-996 4-F-Ph 2- ( α-Me-BnNH) -4-Pym ring 34 2-OH 13-997 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 35 2-OH 13-998 4-F-Ph 2 -(α-Me-BnNH) -4-Pym ring 36 2-OH 13-999 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 37 2-OH 13-1000 4-F- Ph 2- (α-Me-BnNH) -4-Pym ring 1 2-MeO 13-1001 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 2 2-MeO 13-1002 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 3 2-MeO 13-1003 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 4 2-MeO 13-1004 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 5 2-MeO 13-1005 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 6 2-MeO 13-1006 4-F-Ph 2- (α-Me-BnNH ) -4-Pym ring 7 2-MeO 13-1007 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 8 2-MeO 13-1008 4-F-Ph 2- (α-Me -BnNH) -4-Pym ring 9 2-MeO 13-1009 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 10 2-MeO 13-1010 4-F-Ph 2- (α -Me-BnNH) -4-Pym ring 11 2-MeO 13-1011 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 12 2-MeO 13-1012 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 13 2-MeO 13-1013 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 14 2-MeO 13-1014 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 15 2-MeO 13-1015 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 16 2-MeO 13-1016 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 17 2-MeO 13-1017 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 18 2-MeO 13-1018 4 -F-Ph 2- (α-Me-BnNH) -4-Pym ring 19 2-MeO 13-1019 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 20 2-MeO 13- 1020 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 21 2-MeO 13-1021 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 22 2-MeO 13-1022 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 23 2-MeO 13-1023 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 24 2-MeO 13-1024 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 25 2-MeO 13-1025 4-F-Ph 2- (α-Me-BnNH ) -4-Pym ring 26 2-MeO 13-1026 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 27 2-MeO 13-1027 4-F-Ph 2- (α-Me -BnNH) -4-Pym ring 28 2-MeO 13-1028 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 29 2-MeO 13-1029 4-F-Ph 2- (α -Me-BnNH) -4-Pym ring 30 2-MeO 13-1030 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 31 2-MeO 13-1031 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 32 2-MeO 13-1032 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 33 2-MeO 13-1033 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 34 2-MeO 13-1034 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 35 2-MeO 13-1035 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 36 2-MeO 13-1036 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 37 2-MeO 13-1037 4 -F-Ph 2- (α-Me-BnNH) -4-Pym ring 1 2-F 13-1038 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 22-F 13- 1039 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 3 2-F 13-1040 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 4 2-F 13-1041 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 5 2-F 13-1042 4-F-Ph 2- (α-Me-BnNH) -4-Py m Ring 6 2-F 13-1043 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 7 2-F 13-1044 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 8 2-F 13-1045 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 9 2-F 13-1046 4-F-Ph 2- (α-Me-BnNH ) -4-Pym ring 10 2-F 13-1047 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 11 2-F 13-1048 4-F-Ph 2- (α-Me -BnNH) -4-Pym ring 12 2-F 13-1049 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 13 2-F 13-1050 4-F-Ph 2- (α -Me-BnNH) -4-Pym ring 14 2-F 13-1051 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 15 2-F 13-1052 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 16 2-F 13-1053 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 17 2-F 13-1054 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 18 2-F 13-1055 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 19 2-F 13-1056 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 20 2-F 13-1057 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 21 2-F 13-1058 4 -F-Ph 2- (α-Me-BnNH) -4-Pym ring 22 2-F 13-1059 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 23 2-F 13- 1060 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 24 2-F 13-1061 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 25 2-F 13-1062 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 26 2-F 13-1063 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 27 2 -F 13-1064 4-F-Ph 2- (α-M e-BnNH) -4-Pym ring 28 2-F 13-1065 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 29 2-F 13-1066 4-F-Ph 2- ( α-Me-BnNH) -4-Pym ring 30 2-F 13-1067 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 31 2-F 13-1068 4-F-Ph 2 -(α-Me-BnNH) -4-Pym ring 32 2-F 13-1069 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 33 2-F 13-1070 4-F- Ph 2- (α-Me-BnNH) -4-Pym ring 34 2-F 13-1071 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 35 2-F 13-1072 4- F-Ph 2- (α-Me-BnNH) -4-Pym ring 36 2-F 13-1073 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 37 2-F 13-1074 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 1 2-Cl 13-1075 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 2 2-Cl 13 -1076 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 3 2-Cl 13-1077 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 4 2- Cl 13-1078 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 5 2-Cl 13-1079 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 6 2-Cl 13-1080 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 7 2-Cl 13-1081 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 8 2-Cl 13-1082 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 9 2-Cl 13-1083 4-F-Ph 2- (α-Me-BnNH) -4 -Pym ring 10 2-Cl 13-1084 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 11 2-Cl 13-1085 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 12 2-C l 13-1086 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 13 2-Cl 13-1087 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 14 2-Cl 13-1088 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 15 2-Cl 13-1089 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 16 2-Cl 13-1090 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 17 2-Cl 13-1091 4-F-Ph 2- (α-Me-BnNH) -4 -Pym ring 18 2-Cl 13-1092 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 19 2-Cl 13-1093 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 20 2-Cl 13-1094 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 21 2-Cl 13-1095 4-F-Ph 2- (α-Me- (BnNH) -4-Pym ring 22 2-Cl 13-1096 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 23 2-Cl 13-1097 4-F-Ph 2- (α- Me-BnNH) -4-Pym ring 24 2-Cl 13-1098 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 25 2-Cl 13-1099 4-F-Ph 2- ( α-Me-BnNH) -4-Pym ring 26 2-Cl 13-1100 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 27 2-Cl 13-1101 4-F-Ph 2 -(α-Me-BnNH) -4-Pym ring 28 2-Cl 13-1102 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 29 2-Cl 13-1103 4-F- Ph 2- (α-Me-BnNH) -4-Pym ring 30 2-Cl 13-1104 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 31 2-Cl 13-1105 4- F-Ph 2- (α-Me-BnNH) -4-Pym ring 32 2-Cl 13-1106 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 33 2-Cl 13-1107 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 34 2-Cl 13-1108 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 35 2-Cl 13-1109 4 -F-Ph 2- (α-Me-BnNH) -4-Pym ring 36 2-Cl 13-1110 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 37 2-Cl 13- 1111 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 1 2,2-diF 13-1112 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 2 2 , 2-diF 13-1113 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 3,2,2-diF 13-1114 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 4 2,2-diF 13-1115 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 5 2,2-diF 13-1116 4-F-Ph 2- (α -Me-BnNH) -4-Pym ring 6 2,2-diF 13-1117 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 7 2,2-diF 13-1118 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 8 2,2-diF 13-1119 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 9 2,2-diF 13-1120 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 10 2,2-diF 13-1121 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 11 2,2-diF 13-1122 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 12 2,2-diF 13-1123 4-F-Ph 2- (α-Me-BnNH ) -4-Pym ring 13 2,2-diF 13-1124 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 14 2,2-diF 13-1125 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 15 2,2-diF 13-1126 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 16 2,2-diF 13-1127 4 -F-Ph 2- (α-Me -BnNH) -4-Pym ring 17 2,2-diF 13-1128 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 18 2,2-diF 13-1129 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 19 2,2-diF 13-1130 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 20 2,2-diF 13- 1131 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 21 2,2-diF 13-1132 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 22 2 , 2-diF 13-1133 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 23 2,2-diF 13-1134 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 24 2,2-diF 13-1135 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 25 2,2-diF 13-1136 4-F-Ph 2- (α -Me-BnNH) -4-Pym ring 26 2,2-diF 13-1137 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 27 2,2-diF 13-1138 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 28 2,2-diF 13-1139 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 29 2,2-diF 13-1140 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 30 2,2-diF 13-1141 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 31 2,2-diF 13-1142 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 32 2,2-diF 13-1143 4-F-Ph 2- (α-Me-BnNH) ) -4-Pym ring 33 2,2-diF 13-1144 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 34 2,2-diF 13-1145 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 35 2,2-diF 13-1146 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 36 2,2-diF 13-1147 4 -F-Ph 2- (α-Me -BnNH) -4-Pym ring 37 2,2-diF 13-1148 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 18-Me 13-1149 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 28-Me 13-1150 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 38-Me 13-1151 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 4 8-Me 13-1152 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 5 8-Me 13-1153 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 6 8-Me 13-1154 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 7 8-Me 13-1155 4 -F-Ph 2- (α-Me-BnNH) -4-Pym ring 8 8-Me 13-1156 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 9 8-Me 13- 1157 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 10 8-Me 13-1158 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 11 8-Me 13-1159 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 12 8-Me 13-1160 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 138 -Me 13-1161 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 14 8-Me 13-1162 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 15 8-Me 13-1163 4-F-Ph 2- (α-Me-BnNH) -4-Pym Ring 16 8-Me 13-1164 4-F-Ph 2- (α-Me-BnNH) -4- Pym ring 17 8-Me 13-1165 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 18 8-Me 13-1166 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 19 8-Me 13-1167 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 20 8-Me 13-1168 4-F-Ph 2- (α-Me-BnNH ) -4-P ym ring 21 8-Me 13-1169 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 22 8-Me 13-1170 4-F-Ph 2- (α-Me-BnNH)- 4-Pym ring 23 8-Me 13-1171 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 24 8-Me 13-1172 4-F-Ph 2- (α-Me-BnNH ) -4-Pym ring 25 8-Me 13-1173 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 26 8-Me 13-1174 4-F-Ph 2- (α-Me -BnNH) -4-Pym ring 27 8-Me 13-1175 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 28 8-Me 13-1176 4-F-Ph 2- (α -Me-BnNH) -4-Pym ring 29 8-Me 13-1177 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 30 8-Me 13-1178 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 31 8-Me 13-1179 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 32 8-Me 13-1180 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 33 8-Me 13-1181 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 34 8-Me 13-1182 4-F -Ph 2- (α-Me-BnNH) -4-Pym ring 35 8-Me 13-1183 4-F-Ph 2- (α-Me-BnNH) -4-Pym ring 36 8-Me 13-1184 4 -F-Ph 2- (α-Me-BnNH) -4-Pym Ring 37 8-Me ---------------------------- ------------------------------- In the above table, “Allyl” indicates allyl and “Bn” indicates benzyl.
`` Bu '' indicates butyl, `` Et '' indicates ethyl
Where "Me" represents methyl, "Ph" represents phenyl,
“Phet” indicates phenethyl, “Pr” indicates propyl
Where "Pym" represents pyrimidinyl and "Pyr" is pyridyl
And “> CH _Two "" Indicates methylidenyl, and ">CHMe"
Represents ethylidenyl, and “> CHEt” represents propylidenyl
Indicates, "> C (Me) _Two "Represents isopropylidenyl, and">
"CHPr" indicates butylidenyl, and ">CHPh" indicates benzylide.
Indicates nil.

[0117] Table 1, Table 2, Table 5, Table 6, Table 7, Table 8, Table 11, the column of R ⁵ in Tables 12 and 13, "-" only what is displayed, R ⁵ is hydrogen It means that it is an atom.

In Tables 11, 12 and 13 in columns A, “ring 1” to “ring 37” respectively indicate
The following rings are shown.

[0119]

Embedded image

In Tables 1 to 13, the preferred compounds are exemplified compound Nos. 1-1 and 1-6 to 1-
8, 1-11, 1-15 to 1-24, 1-27, 1-
38, 1-41 to 1-43, 1-45 to 1-47,
1-154, 1-159 to 1-161, 1-164,
1-168 to 1-177, 1-180, 1-191,
1-194 to 1-196, 1-198 to 1-20
0, 1-307, 1-312 to 1-314, 1-31
7, 1-321 to 1-330, 1-333, 1-34
4, 1-347 to 1-349, 1-351 to 1-3
53, 1-358, 1-363, 1-368, 1-37
2- through 1-374, 1-376, 1-378 through 1-3
80, 1-384, 1-395, 1-398 to 1-4
00, 1-402, 1-409, 1-414, 1-41
9, 1-423 to 1-425, 1-427, 1-42
9 to 1-431, 1-435, 1-446, 1-44
9 to 1-451, 1-453, 1-460, 1-46
5 to 1-467, 1-470, 1-474 to 1-4
83, 1-486, 1-497, 1-500 to 1-5
02, 1-504 to 1-506, 1-613, 1-6
18 to 1-620, 1-623, 1-627 to 1-
636, 1-639, 1-650, 1-653 to 1-
655, 1-657 to 1-659, 1-766, 1-
771 to 1-773, 1-776, 1-780 to 1
-789, 1-792, 1-803, 1-806 to 1
-808, 1-810 to 1-812, 1-919, 1
-924 to 1-926, 1-929, 1-933 to 1-942, 1-945, 1-956, 1-959 to 1-961, 1-963 to 1-965, 1-970,
1-975, 1-980, 1-984, 1-985, 1
-990 to 1-992, 1-996, 1-1010 to 1-1012, 1-1014, 1-1021, 1-1
026, 1-1031, 1-1035, 1-1036,
1-1041 to 1-1043, 1-1047, 1-1
072, 1-1082, 1-1092, 1-1102,
1-1112, 1-1122, 1-1132, 1-11
42, 1-1152, 1-1162, 1-1172, 1
-1182, 1-1192, 1-1202, 1-121
2, 1-1222, 1-1232, 1-1242, 1-
1252 to 1-1268, 1-1275 to 1-12
80, 1-1283 to 1-1290, 1-1292,
1-1293, 1-132 to 1-1325, 1-1
328 to 1-1337, 1-1340 to 1-135
1, 1-1452 to 1-1456, 1-1459 to 1-1468, 1-1475 to 1-1480, 1-1
483 to 1-1490, 1-1492, 1-149
3, 1-1521 to 1-1525, 1-1528 to 1-137, 1-1540 to 1-1551, 1-1
652 to 1-1666, 2-1, 2-6 to 2-8,
2-11, 2-15 to 2-24, 2-27, 2-3
8, 2-41 to 2-43, 2-45 to 2-47, 2
-52, 2-57, 2-62, 2-66 to 2-68,
2-72 to 2-74, 2-78, 2-89, 2-92
To 2-94, 2-96, 2-103, 2-108, 2
−113, 2-117 to 2-119, 2-121, 2
-123 to 2-125, 2-129, 2-140, 2
-143 to 2-145, 2-147, 2-154, 2
-164, 2-174, 2-184, 2-194, 2-
204, 2-214, 2-224, 2-234, 2-2
44 to 2-248, 2-251 to 2-260, 2-
267 to 2-272, 2-275 to 2-282, 2
-284, 2-285, 2-313 to 2-317, 2
-320 to 2-329, 2-332 to 2-343,
2-444 to 2-450, 3-5 to 3-7, 3-1
0, 3-14 to 3-23, 3-26, 3-37, 3-
40 to 3-42, 3-51 to 3-53, 3-56,
3-60 to 3-69, 3-72, 3-83, 3-86
To 3-88, 4-5 to 4-7, 4-10, 4-14
To 4-23, 4-26, 4-37, 4-40 to 4-
42, 5-2 to 5-4, 5-7, 5-18, 5-21
To 5-23, 5-25 to 5-27, 5-33 to 5
-35, 5-38, 5-49, 5-52 to 5-58,
5-63, 5-64, 6-2 to 6-4, 6-7, 6-
18, 6-21 to 6-27, 6-32, 7-1, 7-
15, 7-16, 7-23, 7-27, 7-52, 7-
66, 7-67, 7-74, 7-78, 7-503 to 7-516, 8-1, 8-15, 8-16, 8-23,
8-27, 8-252 to 8-258, 9-1 to 9-
7, 9-12 to 9-18, 9-23, 9-24, 10
-1 to 10-7, 11-13 to 11-18, 11-
87 to 11-92, 11-124 to 11-129,
11-161 to 11-166, 11-198 to 11
-203, 11-235 to 11-240, 11-27
2 to 11-277, 11-309 to 11-314,
11-346 to 11-351, 11-383 to 11
-388, 11-420 to 11-425, 11-45
7 to 11-462, 11-494 to 11-499,
11-531 to 11-536, 11-568 to 11
-573, 11-605 to 11-610, 11-64
2 to 11-647, 11-679 to 11-684,
11-716 to 11-721, 11-753 to 11
-758, 11-790 to 11-795, 11-82
7 to 11-832, 11-864 to 11-869,
11-901 to 11-906, 11-938 to 11
-943, 11-975 to 11-980, 11-10
12 to 11-1017, 11-1049 to 11-1
054, 11-1086 to 11-1091, 11-1
123 to 11-1128, 11-1160 to 11-
1165, 12-13 to 12-18, 12-87 to 12-92, 12-124 to 12-129, 12-1
61 to 12-166, 12-198 to 12-20
3, 12-235 to 12-240, 12-272 to 12-277, 12-309 to 12-314, 12-
346 to 12-351, 12-383 to 12-38
8, 12-420 to 12-425, 12-457 to 12-462, 12-494 to 12-499, 12-
531 to 12-536, 12-568 to 12-57
3, 12-605 to 12-610, 12-642 to 12-647, 12-679 to 12-684, 12-
716 to 12-721, 12-753 to 12-75
8, 12-790 to 12-795, 12-827 to 12-832, 12-864 to 12-869, 12-
901 to 12-906, 12-938 to 12-94
3, 12-975 to 12-980, 12-1012 to 12-1017, 12-1049 to 12-105
4, 12-1086 to 12-1091, 12-112
3 to 12-1128, 12-1160 to 12-11
65, 13-13 to 13-18, 13-87 to 13
-92, 13-124 to 13-129, 13-161
13-166, 13-198 to 13-203, 1
3-235 to 13-240, 13-272 to 13-
277, 13-309 to 13-314, 13-346
13-351, 13-383 to 13-388, 1
3-420 to 13-425, 13-457 to 13-
462, 13-494 to 13-499, 13-531
13-536, 13-568 to 13-573, 1
3-605 to 13-610, 13-642 to 13-
647, 13-679 to 13-684, 13-716
13-721, 13-753 to 13-758, 1
3-790 to 13-795, 13-827 to 13-
832, 13-864 to 13-869, 13-901
13-906, 13-938 to 13-943, 1
3-975 to 13-980, 13-1012 to 13
-1017, 13-1049 to 13-1054, 13
-1086 to 13-1091, 13-1123 to 1
3-1128, and 13-1160 to 13-116
Compound No. 5 can be mentioned, and more preferable compounds are exemplified compound numbers 1-1, 1-6 to 1-8, 1
-11, 1-15, 1-16, 1-21 to 1-23,
1-27, 1-41 to 1-43, 1-45, 1-15
4, 1-159 to 1-161, 1-164, 1-16
8, 1-169, 1-174 to 1-176, 1-18
0, 1-194 to 1-196, 1-198, 1-30
7, 1-312 to 1-314, 1-317, 1-32
1, 1-322, 1-327 to 1-329, 1-33
3, 1-347 to 1-349, 1-351, 1-35
8, 1-409, 1-460, 1-465 to 1-46
7, 1-470, 1-474, 1-475, 1-480
To 1-482, 1-486, 1-500 to 1-50
2, 1-504, 1-613, 1-618 to 1-62
0, 1-623, 1-627, 1-628, 1-633
1-635, 1-639, 1-653 to 1-65
5, 1-657, 1-766, 1-771 to 1-77
3, 1-776, 1-780, 1-781, 1-786
To 1-788, 1-792, 1-806 to 1-80
8, 1-810, 1-919, 1-924 to 1-92
6, 1-929, 1-933, 1-934, 1-939
1-941, 1-945, 1-959 to 1-96
1, 1-963, 1-1252 to 1-1268, 1-
1275 to 1-1280, 1-132 to 1-13
25, 1-1340 to 1-1135, 1-1452 to 1-1456, 1-1449 to 1-1468, 1-
1475 to 1-1480, 1-1521 to 1-15
25, 1-1540 to 1-1551, 1-1652 to 1-1666, 2-1, 2-6 to 2-8, 2-1
1, 2-15, 2-16, 2-21 to 2-23, 2-
27, 2-41 to 2-43, 2-45, 2-52, 2
−103, 2-154, 2-164, 2-174, 2-
184, 2-194, 2-204, 2-214, 2-2
24, 2-234, 2-244 to 2-248, 2-2
51 to 2-260, 2-267 to 2-272, 2-
313 to 2-317, 2-332 to 2-343, 2
-444 to 2-450, 3-5 to 3-7, 3-1
0, 3-14, 3-15, 3-20 to 3-22, 3-
26, 3-40 to 3-42, 3-51 to 3-53,
3-56, 3-60, 3-61, 3-66 to 3-6
8, 3-72, 3-86 to 3-88, 4-5 to 4-
7, 4-10, 4-14, 4-15, 4-20 to 4-
22, 4-26, 4-40 to 4-42, 5-2 to 5
-4, 5-7, 5-21 to 5-23, 5-25, 5-
33 to 5-35, 5-38, 5-52 to 5-54,
5-56, 5-63, 5-64, 6-2 to 6-4, 6
-7, 6-21 to 6-23, 6-25, 6-32, 7
-1, 7-52, 7-503 to 7-516, 8-1,
8-252 to 8-258, 9-1, 9-2, 9-6,
9-7, 9-12, 9-13, 9-17, 9-18, 9
-23, 9-24, 10-1, 10-2, 10-6, 1
0-7, 11-13 to 11-15, 11-87, 11
-88, 11-124, 11-125, 11-161,
11-162, 11-198, 11-199, 11-2
35, 11-236, 11-272, 11-273, 1
1-309, 11-310, 11-346, 11-34
7, 11-383, 11-384, 11-420, 11
-421, 11-457, 11-458, 11-49
4, 11-495, 11-531, 11-532, 11
-568, 11-569, 11-605, 11-60
6, 11-642, 11-643, 11-679, 11
-680, 11-716, 11-717, 11-75
3, 11-754, 11-790, 11-791, 11
−827, 11-828, 11-864, 11-86
5, 11-901, 11-902, 11-938, 11
-939, 11-975, 11-976, 11-101
2, 11-1013, 11-1049, 11-105
0, 11-1086, 11-1087, 11-112
3, 11-1124, 11-1160, 11-116
1, 12-13 to 12-15, 12-87, 12-8
8, 12-124, 12-125, 12-161, 12
-162, 12-198, 12-199, 12-23
5, 12-236, 12-272, 12-273, 12
-309, 12-310, 12-346, 12-34
7, 12-383, 12-384, 12-420, 12
-421, 12-457, 12-458, 12-49
4, 12-495, 12-531, 12-532, 12
-568, 12-569, 12-605, 12-60
6, 12-642, 12-643, 12-679, 12
-680, 12-716, 12-717, 12-75
3, 12-754, 12-790, 12-791, 12
−827, 12-828, 12-864, 12-86
5, 12-901, 12-902, 12-938, 12
-939, 12-975, 12-976, 12-101
2, 12-1013, 12-1049, 12-105
0, 12-1086, 12-1087, 12-112
3, 12-1124, 12-1160, 12-116
1, 13-13 to 13-15, 13-87, 13-8
8, 13-124, 13-125, 13-161, 13
-162, 13-198, 13-199, 13-23
5, 13-236, 13-272, 13-273, 13
-309, 13-310, 13-346, 13-34
7, 13-383, 13-384, 13-420, 13
-421, 13-457, 13-458, 13-49
4, 13-495, 13-531, 13-532, 13
-568, 13-569, 13-605, 13-60
6, 13-642, 13-643, 13-679, 13
-680, 13-716, 13-717, 13-75
3, 13-754, 13-790, 13-791, 13
-827, 13-828, 13-864, 13-86
5, 13-901, 13-902, 13-938, 13
-939, 13-975, 13-976, 13-101
2, 13-1013, 13-1049, 13-105
0, 13-1086, 13-1087, 13-112
3, 13-1124, 13-1160, and 13-1
161. More preferably, Exemplified Compound No. 1-1, 1-6 to 1-8, 1-1
1, 1-154, 1-159 to 1-161, 1-16
4, 1-168, 1-169, 1-176, 1-18
0, 1-198, 1-307, 1-312 to 1-31
4,1-317,1-321,1-322,1-32
9,1-333,1-351,1-460,1-465
To 1-467, 1-470, 1-474, 1-47
5, 1-482, 1-486, 1-504, 1-61
3, 1-618 to 1-620, 1-623, 1-62
7, 1-628, 1-635, 1-639, 1-65
7, 1-766, 1-771 to 1-773, 1-77
6, 1-780, 1-781, 1-788, 1-79
2, 1-810, 1-919, 1-924 to 1-92
6, 1-929, 1-933, 1-934, 1-94
1, 1-945, 1-963, 1-1252 to 1-1
256, 1-1340 to 1-1351, 1-1452
To 1-1456, 1-1540 to 1-1551, 1
-1652 to 1-1666, 2-1, 2-6 to 2-
8, 2-11, 2-15, 2-16, 2-23, 2-2
7, 2-45, 2-244 to 2-248, 2-332
To 2-343, 2-444 to 2-450, 3-5 to 3-7, 3-10, 3-14, 3-15, 3-22,
3-26, 3-51 to 3-53, 3-56, 3-6
0, 3-61, 3-68, 3-72, 4-5 to 4-
7, 4-10, 4-14, 4-15, 4-22, 4-2
6, 5-2 to 5-4, 5-7, 5-25, 5-33 to 5-35, 5-38, 5-56, 5-63, 5-6
4, 6-2 to 6-4, 6-7, 6-25, 6-32,
7-1, 7-503 to 7-516, 8-252 to 8
-258, 9-23, 9-24, 11-15, 12-1
5 and 13-15.

Particularly preferred compounds include the following compounds: 3- (1,2,3,5,6,8a-hexahydroindolizin-7-yl) -5-phenyl -4- (pyridin-4-yl) pyrazole 5- (3-fluorophenyl) -3- (1,2,3,
5,6,8a-Hexahydroindolizin-7-yl)
-4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (1,2,3,
5,6,8a-Hexahydroindolizin-7-yl)
-4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-methyl-
1,2,3,5,6,8a-Hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-phenyl-1 , 2,3,5,6,8a-Hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-hydroxy-1, 2,3,5,6,8a-Hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-methoxy-1,2 , 3,5,6,8a-Hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 3- (2-fluoro-1,2,3,5,6,8a-hexa (Hydroindolizin-7-yl) -5- (4-fluorofuran Enyl) -4- (pyridin-4-yl) pyrazole 3- (2,2-difluoro-1,2,3,5,6,8
a-Hexahydroindolizin-7-yl) -5- (4
-Fluorophenyl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (8-methyl-
1,2,3,5,6,8a-Hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 5- (3-chlorophenyl) -3- (1,2,3
5,6,8a-Hexahydroindolizin-7-yl)
-4- (pyridin-4-yl) pyrazole 3- (1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4- (pyridin-4-yl)-
5- (3-trifluoromethylphenyl) pyrazole 5- (3,4-difluorophenyl) -3- (1,
2,3,5,6,8a-hexahydroindolizine-7
-Yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (1,2,3,
5,6,8a-Hexahydroindolizin-7-yl)
-1-Methyl-4- (pyridin-4-yl) pyrazole 3- (4-fluorophenyl) -5- (1,2,3
5,6,8a-Hexahydroindolizin-7-yl)
-1-Methyl-4- (pyridin-4-yl) pyrazole ・ 3- (4-fluorophenyl) -1-methyl-5-
(2-methyl-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 3- (4-fluorophenyl) -1-methyl −5-
(2-phenyl-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4- (pyridine-4-
Yl) pyrazole 3- (4-fluorophenyl) -5- (2-hydroxy-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -1-methyl-4- (pyridine -4-
Yl) pyrazole 3- (4-fluorophenyl) -5- (2-methoxy-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -1-methyl-4- (pyridine -4-yl) pyrazole 5- (2-fluoro-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -3- (4-fluorophenyl) -1-methyl-4 -(Pyridin-4-yl) pyrazole 5- (2,2-difluoro-1,2,3,5,6,8
a-Hexahydroindolizin-7-yl) -3- (4
-Fluorophenyl) -1-methyl-4- (pyridine-
4-yl) pyrazole 3- (4-fluorophenyl) -1-methyl-5
(8-methyl-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -4- ( Pyridine-4
-Yl) -3- (3,5,6,8a-tetrahydroindolizin-7-yl) pyrazole 5- (4-fluorophenyl) -3- (1,2,3,
5,8,8a-Hexahydroindolizin-7-yl)
-4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (7-hydroxy-1,2,3,5,6,7,8,8a-octahydroindolizine-7 -Yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (1,2,3,
5,6,7,8,8a-octahydroindolizine-7
-Yl) -4- (pyridin-4-yl) pyrazole 4- (4-fluorophenyl) -1- (1,2,3,
5,6,7,8,8a-octahydroindolizine-7
-Yl) -5- (pyridin-4-yl) imidazole 5- (4-chlorophenyl) -3- (1,2,3,
5,6,8a-Hexahydroindolizin-7-yl)
-4- (pyridin-4-yl) pyrazole 3- (2-ethyl-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -5- (4-fluorophenyl)- 4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-propyl-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4 -(Pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-methylidene-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4- (Pyridin-4-yl) pyrazole 3- (2-ethylidene-1,2,3,5,6,8a-
Hexahydroindolizin-7-yl) -5- (4-fluorophenyl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-propylidene-1,2,2 3,5,6,8a-Hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -1-methyl-3-
(2-methyl-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -1-methyl -3-
(2-phenyl-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4- (pyridine-4-
Yl) pyrazole 5- (4-fluorophenyl) -3- (2-hydroxy-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -1-methyl-4- (pyridine -4-
Yl) pyrazole 5- (4-fluorophenyl) -3- (2-methoxy-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -1-methyl-4- (pyridine -4-yl) pyrazole 3- (2-fluoro-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -5- (4-fluorophenyl) -1-methyl-4 -(Pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -1-methyl-3-
(8-methyl-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- ( 2-methyl-
3,5,6,8a-Tetrahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole-3-
(2-ethyl-3,5,6,8a-tetrahydroindolizin-7-yl) -5- (4-fluorophenyl)-
4- (pyridin-4-yl) pyrazole-5- (4-fluorophenyl) -3- (2-propyl-3,5,6
8a-tetrahydroindolizin-7-yl) -4-
(Pyridin-4-yl) pyrazole-5- (4-fluorophenyl) -3- (2-phenyl-3,5,6,8a
-Tetrahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole.

Tables 1, 3, 5, 7, and 9
In the above, there are mentioned compounds in which R ⁴ is a hydrogen atom, which have the tautomerism shown below.

[0123]

Embedded image

The exemplifications in Table 1, Table 3, Table 5, Table 7, and Table 9 above are intended for all compounds.

[0125]

BEST MODE FOR CARRYING OUT THE INVENTION The compound (I) of the present invention can be produced according to the following method. <Method A> In the method A, a compound having the general formula (I)
This is a method for producing a compound in which R ³ is bonded to a carbon atom on ring A.

[0126]

Embedded image

In the formula, A, R ¹ and R ² have the same meanings as described above, and the cyclic group Hy is represented by the general formula (IIa) or (II
b) or (IIc) represents a group in which the bond containing the dotted line is a single bond, and the cyclic group Hy ′ is represented by the general formula (II)
In a), (IIb) or (IIc), the group containing a dotted line is a double bond. The first step is a step of producing a bromocyclic compound (2) by brominating the cyclic compound (1) with a brominating agent (for example, N-bromosuccinimide or the like). And the step of producing a compound (Ia) of the present invention by reacting a bromocyclic compound (2) with a heterocyclyl ketone (3) after lithiation. The first and second steps are performed according to Brian L. Bray et al.,
Chem., 55 , 6317-6318 (1990).

The compound (Ia) is a cyclic compound (1)
L. Revesz et al., Bioorg.Med.Chem.Ltt., 10, 1261-
Direct lithiation by the same method as described in 1264 (2000), and the obtained compound and heterocyclyl ketone (3)
Can also be produced by reacting

The third step is a step of producing the compound (Ib) of the present invention by subjecting the compound (Ia) of the present invention to a dehydration reaction. This dehydration reaction is usually carried out using an acid catalyst such as sulfuric acid,
The reaction is performed in the presence of a solid catalyst such as alumina, or a halogenating agent such as thionyl chloride. [These reactions are performed, for example, in GHColeman & HF Johnstone, Org. Synth., I.
183 (1941), RLSayyer & DWAndrus, Org. Synth.,
III, 276 (1955), and JSLomas et al., Tetrahedro
n Lett., 599 (1971). ]. Further, the dehydration reaction in this step is a reaction using trialkylsilane such as triethylsilane, tripropylsilane, and tributylsilane, and trifluoroacetic acid [for example, Francis A.
Carey & Henry S. Tremper, J. Am. Chem. Soc., 91, 2967
-2972 (1969)].

In the fourth step, the compound (Ib) of the present invention
Process for producing compound (Ic) of the present invention by reducing a heavy bond
For example, S.M.Kerwin et al., J. Org. Che
m., 52, 1686 (1987), T. Hudlicky et al., J. Org.
m., 52, 4641 (1987), etc.
Can be implemented. <Method B> In method B, the cyclic group A is pyrazole or imidazo.
And R on the nitrogen atom ^ThreeTo which is bound
It is a manufacturing method of.

[0131]

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(In the formula, R ¹ , R ² and R ³ have the same meanings as described above, and the cyclic group A ′ is a group represented by the group “R ⁴
Indicates pyrazole "or" imidazole having a group R ⁴ "has a, L is a leaving group.

The term "leaving group" in the definition of L is usually
A group leaving as a nucleophilic residue, for example, a halogen atom such as fluorine, chlorine, bromine or iodine; a lower alkanesulfonyloxy group such as methanesulfonyloxy or ethanesulfonyloxy; trifluoromethanesulfonyloxy or pentafluoro Halogeno lower alkanesulfonyloxy groups such as ethanesulfonyloxy; benzenesulfonyloxy, p-toluenesulfonyloxy, p
Arylsulfonyloxy groups such as -nitrobenzenesulfonyloxy. It is preferably a halogen atom, particularly preferably a bromine atom. )
In the fifth step, the compound (I) of the present invention is reacted by reacting the compound (4) with the heterocyclyl compound (5).
This is the step of manufacturing d). This reaction is usually performed in a solvent,
Solvents used in the presence or absence of a base include, for example, alcohols such as methanol, ethanol, propanol and isopropanol; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran and dioxane; dimethylformamide Aprotic polar solvents such as dimethylacetamide and dimethylsulfoxide; nitriles such as acetonitrile; esters such as methyl acetate and ethyl acetate; aromatic hydrocarbons such as benzene, toluene and xylene; pentane and hexane And aliphatic hydrocarbons such as heptane, preferably alcohols, and more preferably methanol or ethanol.

As the base used, for example, sodium methoxide, sodium ethoxide, potassium-t
Alkali metal alkoxides such as butoxide; alkali metal hydrides such as sodium hydride and lithium hydride; alkali metal hydroxides such as sodium hydroxide and potassium hydroxide; alkalis such as sodium carbonate and potassium carbonate. Metal carbonates; amines such as triethylamine, tributylamine, pyridine, picoline, and 1,8-diazabicyclo [5.4.0] -7-undecene; preferably amines, more preferably triethylamine , Pyridine or 1,8-diazabicyclo [5.4.0] -7-undecene.

The reaction temperature is usually from -20 ° C to 150 ° C.
The temperature is preferably 0 ° C. to 100 ° C. The reaction time is generally 10 minutes to 48 hours, preferably 30 minutes to 12 hours.

The cyclic group A is pyrazole or imidazole, and its nitrogen atom is substituted with a substituent (R ¹ , R ² or R ⁴
), The desired substituent can be introduced by performing the reaction in the same manner as in the above-mentioned Method B. <Method C> The method C is another method for producing a compound in which the cyclic group A ′ is imidazole in the general formula (Id).

[0137]

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(In the formula, R ¹ , R ² and R ³ have the same meanings as described above.) In the sixth step, the amino compound (6) and the aldehyde compound (7) are dehydrated and condensed to give the imine compound The step of producing (8), and the seventh step is a step of reacting the imine compound (8) with the isocyanide compound (9) to produce the compound (Ie) of the present invention.

The sixth and seventh steps are carried out, for example, in WO 97 /
23479, WO 97/25046, WO 97/25047, WO 97/25048, WO 9
5/02591, JLAdams et al., Bioorg.Med.Chem. Let.
t., 8, 3111-3116 (1998) and the like. In the compound (I) of the present invention, R ² is
Compound (If), which is a heteroaryl group having at least one nitrogen atom and substituted with NR ^a R ^b , can also be produced by the following <Method D>. <Method D>

[0140]

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[Wherein A, R ¹ , R ³ , R ^a and R
^b represents the same meaning as described above, L ′ represents a leaving group, and the group —R ^{2 ′} —L ′ has a leaving group (group L ′) and is a “hetero having at least one nitrogen atom. Aryl group "(for example, 2-methanesulfonylpyrimidin-4-yl, 2-
Methanesulfonylpyridin-4-yl), and the “heteroaryl group having at least one nitrogen atom” is the same as the “heteroaryl group having at least one nitrogen atom” in the definition of R ^2. .

The leaving group in the definition of L 'is the same as the leaving group in the definition of L; lower alkylsulfonyl groups such as methanesulfonyl, ethanesulfonyl, propanesulfonyl and butanesulfonyl; or benzenesulfonyl, p Represents an arylsulfonyl group such as -toluenesulfonyl, p-nitrobenzenesulfonyl, and is preferably a lower alkylsulfonyl group, more preferably
Methanesulfonyl. The eighth step is a step of producing the compound (If) of the present invention by reacting the compound (10) with the amine compound (11) to convert the leaving group into NR ^a R ^b . This reaction is carried out in the same manner as in the fifth step. Compounds serving as starting materials in the above methods A to D, that is, compounds (1), (3), (4), (5), (6), (7),
(9) and (11) are compounds known per se or compounds which can be easily obtained from a known compound by treating the compound according to a known method.
0) can be easily synthesized from a known compound by performing the same reaction as in the above methods A to D.

For example, for compound (1):
Compounds which are "3 benzene having a group R ^4" is, D.
JPPinto et al., Bioorg. Med. Chem. Lett., 6, 290
7-2912 (1996), DJPPinto et al., Bioorg.Med.Che.
m. Lett., 9, 919-924 (1999), MB Norton et al., J.
Med. Chem., 39, 1846-1856 (1996), WO 96/10012, WO 9
Compounds which can be synthesized according to 6/26921 and WO 96/16934 or the like, wherein A is “pyridine having two groups R ⁴ ” are described in RWFriesen et al., Bioorg. Med. Chem. Let.
t., 8, 2777-2782 (1998) and the like, wherein the compound in which A is “pyridazine having group R ⁴ ” or “pyrimidine having group R ⁴ ” is described in WO 00/31065. The compound wherein A is “furan having a group R ⁴ ” can be synthesized according to US Pat. No. 6,048,880 or the like, and A is “a thiophene having a group R ⁴ ”
Are described in WO 94/26731, Y. Leblanc et al., Bio.
org.Med.Chem.Let., 5, 2123-2128 (1995), SRBer
tenshaw et al., Bioorg. Med. Chem. Lett., 5, 2919-
2922 (1995), DJPPinto et al., Bioorg.Med.Chem.
Lett., 6, 2907-2912 (1996) and WO 95/00501, etc., and compounds in which A is “pyrazole having a group R ⁴ ” are described in WO 00/31063, WO 99 / 58523, WO 0
0/39116 and WO 95/31451, etc., wherein A is “imidazole having a group R ⁴ ” is a compound described in IKKhanna et al., J. Med. Chem., 40, 1634- 16
47 (1997), WO 93/14081, WO 97/23479, WO 97/25046, W
O 97/25047, WO 97/25048, WO 95/02591, and JLAdams
et al., Bioorg.Med.Chem. Lett., 8, 3111-3116 (199
8) The compound wherein A is “isoxazole” can be synthesized according to, for example, JP-A-2000-86657, and the compound where A is “isothiazole” can be synthesized according to And can be synthesized according to WO 95/00501 and the like.

Further, compound (3) can be synthesized according to the following <Method E> to <Method I>, and compound (5) can be synthesized according to the following <Method L>. <Method E>

[0145]

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(In the above formula, B, L, R ⁵ and m have the same meanings as described above, and R ⁶ and R ⁷ are the same or different and are the same as the above “lower alkyl group” or “aralkyl group”
Is shown. ) The ninth step is to comprise a cyclic amino acid ester compound (12)
Carboxylic acid ester compound having a leaving group (L) (1
3) to produce a cyclic amine diester compound (14).

This reaction is generally carried out in a solvent in the presence or absence of a base.

Examples of the solvent to be used include alcohols such as methanol, ethanol, propanol and isopropanol; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran and dioxane; dimethylformamide, dimethylacetamide and dimethylsulfoxide. Aprotic polar solvents; nitriles such as acetonitrile; esters such as methyl acetate and ethyl acetate; aromatic hydrocarbons such as benzene, toluene and xylene; aliphatic hydrocarbons such as pentane, hexane and heptane Hydrogens can be mentioned.

As the base used, for example, sodium methoxide, sodium ethoxide, potassium-t
Alkali metal alkoxides such as butoxide; alkali metal hydrides such as sodium hydride and lithium hydride; alkali metal hydroxides such as sodium hydroxide and potassium hydroxide; alkalis such as sodium carbonate and potassium carbonate. Metal carbonates; amines such as triethylamine, tributylamine, pyridine, picoline, and 1,8-diazabicyclo [5.4.0] -7-undecene.

The reaction temperature is usually from -20 ° C to 150 ° C.
The temperature is preferably 0 ° C. to 100 ° C. The reaction time is generally 10 minutes to 48 hours, preferably 30 minutes to 12 hours.

Next, the cyclic amine diester compound (1
After subjecting 4) to a Dieckmann reaction (tenth step) to give a ketoester compound [compound (15) and / or compound (16)], each compound is subjected to hydrolysis and decarboxylation to obtain the desired compound. A cyclic aminoketone compound [Compound (17) and Compound (18)] is produced (11th step and 12th step).

The reaction employed in the tenth to twelfth steps is described by JR Harrison et al., J. Chem. Soc ,, P.
erkin Trans. 1, 1999, 3623-3631, and the eleventh step and the twelfth step are performed, for example, as follows.

The reactions of the eleventh and twelfth steps are usually carried out in the presence or absence of a solvent and in the presence or absence of an acid or a base.

Examples of the solvent include water or water and an organic solvent (for example, aliphatic hydrocarbons such as pentane, hexane and heptane; aromatic hydrocarbons such as benzene, toluene and xylene; dichloromethane, chloroform, Halogenated hydrocarbons such as carbon chloride and dichloroethane; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran and dioxane; methanol;
Alcohols such as ethanol, propanol, isopropanol, butanol, s-butanol, isobutanol, t-butanol; aprotic polar solvents such as N, N-dimethylformamide, N, N-dimethylacetamide, dimethylsulfoxide; acetonitrile Mixed solvents such as nitriles and esters such as methyl acetate and ethyl acetate). Preferably, water or a mixed solvent of water and alcohols or ethers is used.

The acid to be used is not particularly limited as long as it is used as an acid in a usual hydrolysis reaction. For example, mineral acids such as hydrochloric acid, sulfuric acid and phosphoric acid; formic acid, acetic acid, propionic acid and triacid Carboxylic acids such as fluoroacetic acid; and sulfonic acids such as methanesulfonic acid and ethanesulfonic acid. Of these, mineral acids or carboxylic acids are preferably used, and hydrochloric acid, sulfuric acid, formic acid or acetic acid is more preferably used. still,
The progress of this reaction is accelerated by adding an acid.

The base to be used is not particularly limited as long as it is used as a base in a usual hydrolysis reaction. Examples thereof include alkali metal hydrides such as sodium hydride and lithium hydride; sodium hydroxide, Alkali metal hydroxides such as potassium hydroxide; alkali metal carbonates such as sodium carbonate and potassium carbonate; triethylamine, tributylamine, pyridine, picoline, 1,8-diazabicyclo [5.4.0] -7-undecene And the like. Of these, an alkali metal hydroxide is preferably used, and more preferably, sodium hydroxide or potassium hydroxide is used.

The reaction temperature is usually from -20 ° C to 150 ° C.
The temperature is preferably 0 ° C. to 100 ° C. The reaction time is generally 10 minutes to 48 hours, preferably 30 minutes to 12 hours. <F method>

[0158]

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[0159] [In the formula, R ⁵ represents the same meanings as defined above, R ⁸ and R ⁹ are the same or different and each represents the "lower alkyl group" or the "aralkyl group", R ¹⁰ and R ¹¹ is the same or different and represents the aforementioned “lower alkyl group”; or R ¹⁰ and R ¹¹ together represent
Wherein indicates the "lower alkylene group", W is a nitrogen atom, an oxygen atom, a sulfur atom, be interrupted by one or two atoms or groups selected from the group consisting of radicals> SO and groups> SO ₂ Often, it represents a lower alkylene group substituted with 1 to 3 R ⁵ , and the cyclic group containing W in the general formulas (22) and (23) is a cyclic group B (where B is an unsubstituted group) Or having 1 to 3 R ⁵ ). The thirteenth step and the fourteenth step are performed according to O. Pollet et a
l., Heterocycles, 43, 1391 (1996) or Anet et al., A
ustral. J. scient. Res., <A> 3, 635-640 (1950). <G method>

[0160]

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In the formula, B and R ⁵ are as defined above,
R ¹² represents a protecting group for an amino group, Hal represents a halogen atom (preferably a chlorine atom, a bromine atom or an iodine atom), and Y represents a halogenocarbonyl group (for example, —CO—
Cl, -CO-Br or -CO-I), an N-lower alkoxy-N-lower alkylcarbamoyl group (for example, N-
Methoxy-N-methylcarbamoyl, N-ethoxy-N
-Methylcarbamoyl, N-ethyl-N-methoxycarbamoyl, etc.) or a cyano group. The term “protecting group for amino group” in the definition of R ¹² means a protecting group for amino group usually used in organic synthesis, and examples of such a group include the above “aliphatic acyl group” and the above “aromatic group”. Group acyl group ", the" silyl group ", the" aralkyl group ", the" alkoxycarbonyl group ", the" alkenyloxycarbonyl group ", and the" aralkyloxycarbonyl group ". ] The fifteenth step is
In this step, the cyclic amino acid derivative (24) is reacted with an olefin Grignard reagent (25) to produce an α, β-unsaturated ketone (26). In this step,
A well-known reaction for synthesizing a ketone from a carboxylic acid derivative and a Grignard reagent can be employed. For example, HRSnyder et al., Org. Synth., II
I, 798 (1955); J. Cason et al., J. Org. Chem., 26, 17
68 (1961); GHPosner et al., J. Am. Chem. Soc., 9
4, 5106 (1972); and GHPosner, Org. React., 19, 1 (1
972) and the like.

Next, an α, β-unsaturated ketone (26)
To remove the nitrogen-protecting group (R ¹² )
The desired cyclic aminoketone compound (28) can be produced by subjecting the compound obtained to 7) (16th step) and cyclizing the obtained compound (17th step). In the sixteenth step, a deprotection reaction generally used in organic synthesis (for example, TWGreene et al., Protective Groups in
Organic Synthesis, a reaction described in John Willey & Sons, Inc.), and preferably a deprotection reaction under neutral or acidic conditions. After this deprotection reaction, the resulting compound (27) is immediately ring-closed to produce the desired aminoketone compound (28). Also, the first
When the deprotection is performed under acidic conditions in the six steps, the aminoketone compound (28) is immediately produced by neutralizing the reaction solution. <H method>

[0163]

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[Wherein B, R ⁵ , R ¹² and m have the same meanings as above, and L ″ is a leaving group in the definition of L, the above “lower alkylsulfonyl group”, the above “arylsulfonyl group” Or a halogeno lower alkylsulfonyl group (eg, trifluoromethanesulfonyl, pentafluoroethanesulfonyl, etc.). In the 18th step and the 19th step, first, the protecting group (R ¹² ) of the ketone compound (29) having a leaving group is removed to obtain a free form (30), and then the free form is closed. This is a step for producing the desired aminoketone compound (31), and is carried out in the same manner as the 16th step and the 17th step. The starting compound (2)
9) is a known compound or a known method from a known compound (for example, SWGoldstein et al., J. Org. Chem., 57, 1179-).
1190 (1992), B. Achille et al., J. Comb. Chem., 2, 33
7-340 (2000)). <Method I>

[0165]

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[Wherein, R ⁵ , R ¹² and B have the same meaning as described above, R ¹³ represents a hydrogen atom or a carboxyl-protecting group, and R ¹⁴ and R ¹⁵ are the same or different and each represents , A hydrogen atom, the “lower alkyl group” or the “aralkyl group”, or R ¹⁴ and R ¹⁵ together with the nitrogen atom to which they are attached form piperidyl, piperazinyl, morpholinyl, thiomorpholinyl To form a 5- or 6-membered heterocyclyl group which contains one nitrogen atom and may further contain one oxygen atom, sulfur atom or nitrogen atom. The term “protecting group for carboxyl group” in the definition of R ¹³ indicates a protecting group for carboxyl group usually used in the field of organic synthesis, and examples of such protecting groups include the above “lower alkyl group” and the above “ Lower alkenyl group ", the above-mentioned" aralkyl group "and the like, and preferably, the above-mentioned" lower alkyl group ".
Or, the above “aralkyl group”. In the twentieth step and the twenty-first step, first, α having a leaving group
-Removing the protecting group (R ¹² ) of the keto acid compound (32),
This is a step of producing the ketolactam compound (34) by obtaining the free form (33) and then cyclizing the free form, which is carried out in the same manner as the method described in the 16th and 17th steps.

In the 22nd step, the ketolactam compound (3
This is a step of reacting 4) with a secondary amine compound (35) to produce a cyclic enaminolactam compound (36). In this step, an enamine synthesis method widely used in the field of organic synthesis reaction can be adopted, for example, G.St.
ork et al., J. Am. Chem. Soc., 85, 207 (1963), for example, as follows.

The reaction is usually carried out in a solvent in the presence or absence of an acid.

Examples of the solvent used include aliphatic hydrocarbons such as pentane, hexane and heptane; benzene,
Aromatic hydrocarbons such as toluene and xylene; halogenated hydrocarbons such as dichloromethane, chloroform, carbon tetrachloride and dichloroethane; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran and dioxane; methanol, ethanol, propanol and isopropanol Alcohols such as, butanol, s-butanol, isobutanol, t-butanol; aprotic polar solvents such as N, N-dimethylformamide, N, N-dimethylacetamide, dimethylsulfoxide; nitriles such as acetonitrile ;
Esters such as methyl acetate and ethyl acetate can be mentioned. Of these, ethers are preferably used.

The acids used include inorganic acids such as hydrogen chloride, hydrobromic acid, sulfuric acid, perchloric acid and phosphoric acid; and acetic acid, formic acid, oxalic acid, methanesulfonic acid, paratoluenesulfonic acid and trifluoroacetic acid. And organic acids such as trifluoromethanesulfonic acid. Preferably, sulfuric acid, hydrogen chloride or paratoluenesulfonic acid is used.

In this step, a molecular sieve may be added, or a water separator (eg, Dean Stark Water Sep.) may be added.
The reaction can be efficiently performed by removing water using an arator (manufactured by Aldrich) to remove generated water.

The reaction temperature is usually from -20 ° C to 150 ° C.
The temperature is preferably 0 ° C. to 100 ° C. The reaction time is generally 10 minutes to 48 hours, preferably 30 minutes to 12 hours.

The twenty-third step is a step for producing a cyclic enamine compound (37) by reducing the cyclic enaminolactam compound (36). In this step, a reduction reaction for producing an amine from an amide commonly used in the field of organic synthesis can be employed, and S. Corteset al., J. Org. Chem., 4
8, 2246 (1983); Y.Tsuda et al., Synthesis, 652 (197
7); HCBrown et al., J. Am. Chem. Soc., 86, 3566.
(1964) and RJ Sundberg et al., J. Org. Chem., 46,
3730 (1981).
For example, it is performed as follows.

This reaction is generally performed in a solvent in the presence of a reducing agent.

Examples of the reducing agent to be used include alkali metal borohydrides such as sodium borohydride and lithium borohydride, aluminum hydride compounds such as lithium aluminum hydride and lithium triethoxide aluminum. And a combination of a Lewis acid such as aluminum chloride, tin tetrachloride and titanium tetrachloride with the above-mentioned "hydride reagent"; and a boron compound such as diborane. Of these, lithium aluminum hydride is preferably used.

As the solvent, non-polar solvents can be used, and preferred are aliphatic hydrocarbons such as pentane, hexane and heptane; aromatic hydrocarbons such as benzene, toluene and xylene; Halogenated hydrocarbons such as chloroform, carbon tetrachloride and dichloroethane; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran and dioxane are used. Of these, ethers are more preferably used.

The reaction temperature is usually from -20 ° C to 150 ° C.
The temperature is preferably 0 ° C. to 100 ° C. The reaction time is generally 10 minutes to 48 hours, preferably 30 minutes to 12 hours.

In the 24th step, the cyclic enamine compound (3
7) hydrolyzing 7) to produce a cyclic aminoketone compound (38), wherein the cyclic enamine compound (37) is produced in the presence or absence of a solvent, in the presence or absence of an acid or base, The reaction is carried out by contacting with water.

Examples of the solvent include water or water and an organic solvent (for example, aliphatic hydrocarbons such as pentane, hexane and heptane; aromatic hydrocarbons such as benzene, toluene and xylene; dichloromethane, chloroform, Halogenated hydrocarbons such as carbon chloride and dichloroethane; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran and dioxane; methanol;
Alcohols such as ethanol, propanol, isopropanol, butanol, s-butanol, isobutanol, t-butanol; aprotic polar solvents such as N, N-dimethylformamide, N, N-dimethylacetamide, dimethylsulfoxide; acetonitrile Mixed solvents such as nitriles and esters such as methyl acetate and ethyl acetate). Of these, water or a mixed solvent of water and alcohols or ethers is preferably used.

The acid to be used is not particularly limited as long as it is used as an acid in a usual hydrolysis reaction. For example, mineral acids such as hydrochloric acid, sulfuric acid and phosphoric acid; formic acid, acetic acid, propionic acid and triacid Carboxylic acids such as fluoroacetic acid; and sulfonic acids such as methanesulfonic acid and ethanesulfonic acid. The progress of this reaction is promoted by adding an acid. Of these, hydrochloric acid, sulfuric acid or acetic acid is preferably used.

The base to be used is not particularly limited as long as it is used as a base in a usual hydrolysis reaction. Examples thereof include alkali metal hydrides such as sodium hydride and lithium hydride; sodium hydroxide, Alkali metal hydroxides such as potassium hydroxide; alkali metal carbonates such as sodium carbonate and potassium carbonate; triethylamine, tributylamine, pyridine, picoline, 1,8-diazabicyclo [5.4.0] -7-undecene And the like. Of these, sodium hydroxide or potassium hydroxide is preferably used.

The reaction temperature is usually from -20 ° C to 150 ° C.
The temperature is preferably 0 ° C. to 100 ° C. The reaction time is generally 10 minutes to 48 hours, preferably 30 minutes to 12 hours. Compound (36) which is an intermediate in the production of cyclic aminoketone compound (38)
Can also be produced by the following <J method>. <J method>

[0183]

Embedded image

Wherein B, R ⁵ , R ⁶ , R ⁷ , R ¹⁴ and R ¹⁵
Has the same meaning as described above, and R ¹⁶ represents a hydrogen atom or a carboxyl-protecting group.

The term “protecting group for carboxyl group” in the definition of R ¹⁶ means a protecting group for carboxyl group usually used in organic synthesis, and such a group is preferably the aforementioned “lower alkyl group”. , The "aralkyl group"
And the like. The twenty-fifth step is a step of reacting the cyclic amino acid ester compound (39) with the malonic acid derivative (40) or a reactive derivative thereof to produce an amino diester compound (41). In this step, an amidation reaction widely used in the field of organic synthesis can be employed, and is carried out, for example, as shown in the following (a), (b) and (c). (A) When R ¹⁶ is a hydrogen atom, the reaction is carried out in a solvent, in the presence of a condensing agent, in the presence or absence of a base.

The solvents used include aliphatic hydrocarbons such as pentane, hexane and heptane; benzene,
Aromatic hydrocarbons such as toluene and xylene; halogenated hydrocarbons such as dichloromethane, chloroform, carbon tetrachloride and dichloroethane; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran and dioxane; methanol, ethanol, propanol and isopropanol Alcohols such as, butanol, s-butanol, isobutanol, t-butanol; aprotic polar solvents such as N, N-dimethylformamide, N, N-dimethylacetamide, dimethylsulfoxide; nitriles such as acetonitrile ;
Esters such as methyl acetate and ethyl acetate; water; or a mixed solvent thereof. Of these, halogenated hydrocarbons, ethers or esters are preferably used, and more preferably dichloromethane, tetrahydrofuran or ethyl acetate is used.

Examples of the condensing agent include dicyclohexylcarbodiimide, 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide, N, N'-carbonyldiimidazole and the like.

As the base used, for example, sodium methoxide, sodium ethoxide, potassium-t
Alkali metal alkoxides such as butoxide; alkali metal hydrides such as sodium hydride and lithium hydride; alkali metal hydroxides such as sodium hydroxide and potassium hydroxide; alkalis such as sodium carbonate and potassium carbonate. Metal carbonates; amines such as triethylamine, tributylamine, pyridine, picoline, and 1,8-diazabicyclo [5.4.0] -7-undecene. Of these, amines are preferably used, and more preferably triethylamine, pyridine or 1,8-diazabicyclo [5.4.0] -7-.
Undecene is used.

The reaction temperature is usually from -20 ° C to 150 ° C.
The temperature is preferably 0 ° C. to 100 ° C. The reaction time is generally 10 minutes to 48 hours, preferably 30 minutes to 12 hours.

When R ¹⁶ is a hydrogen atom, the compound (40) can be converted into a reactive derivative, and then the reaction can be carried out according to the method described in (c). (B) When R ¹⁶ is a protecting group for a carboxyl group (preferably, the “lower alkyl group” or the “aralkyl group”), the reaction is achieved by heating in the presence or absence of a solvent. Is done.

When the reaction is carried out in a solvent, the same solvents as those described in (a) can be used, and the reaction temperature is 30 ° C. to 100 ° C., and preferably used. It is preferable that the boiling point of the solvent is within a range of ± 5 ° C.
Optimally, the reaction is carried out by heating the reaction under reflux.

When no solvent is used, the compound (3
The reaction can be carried out by mixing 9) with compound (40) and heating the mixture. The reaction temperature is 30
C. to 150 C., preferably 50 C. to 120 C.
It is.

The reaction time is generally 10 minutes to 48 hours, preferably 30 minutes to 12 hours. (C) When a reactive derivative of the compound (40) is used,
"Reactive derivative" refers to acid halides, mixed acid anhydrides, active esters, active amides, etc., and the reaction is carried out in a solvent, in the presence of a condensing agent, in the presence or absence of a base. .

The “acid halide” can be obtained by reacting the compound (40) wherein R ¹⁶ is hydrogen with a halogenating agent (eg, thionyl chloride, oxalyl chloride, etc.); "Can be obtained by reacting a compound (40) wherein R ¹⁶ is hydrogen with an acid halide (eg, methyl chlorocarbonate, ethyl chlorocarbonate, etc.);
Reacting the compound (40) in which R ¹⁶ is hydrogen with a hydroxy compound (for example, N-hydroxysuccinimide, N-hydroxyphthalimide) in the presence of the “condensing agent” described in (a). "Active amides" (eg, Weinreb amide)
Compound (40) wherein ¹⁶ is hydrogen and N-lower alkoxy-
It can be obtained by reacting with an N-lower alkylhydroxyamine (for example, N-methoxy-N-methylhydroxyamine) in the presence of the "condensing agent" described in (a). In each case, the reaction is carried out by applying reaction conditions generally used in ordinary synthetic organic chemistry.

As the solvent, condensing agent and base, the solvents, condensing agents and bases described in (a) can be used.

The reaction temperature is usually from -20 ° C to 150 ° C.
The temperature is preferably 0 ° C. to 100 ° C. The reaction time is generally 10 minutes to 48 hours, preferably 30 minutes to 12 hours.

In the 26th step and the 27th step, the amide diester compound (41) is subjected to a Dieckman reaction to produce a ketolactam ester compound (42), which is then hydrolyzed and decarboxylated to carry out the ketolactam compound (43). ) Is manufactured, and the tenth step and the eleventh step
It is carried out in the same manner as the process.

In the twenty-eighth step, the ketolactam compound (4
This is a step of producing a cyclic enaminolactam compound (36) by reacting 3) with a secondary amine compound (35), and is carried out in the same manner as in the 22nd step. Further, the above <J
Compound (42), which is an intermediate in Method
Method). <K method>

[0199]

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(Wherein B, R ⁵ , R ⁷ and R ¹⁶ have the same meanings as described above.) In the 29th step, the cyclic amino acid (44) is reacted with the malonic acid derivative (40) or its reactive derivative. To produce an amide monoester compound (45),
It is carried out in the same manner as (a), (b) and (c) of the 25th step.

In the thirtieth step, the carboxyl group and the active methylene group of the amide monoester compound (45) are condensed in the molecule to close the ring, and the ketolactam ester compound (4
This is the step of manufacturing 2). In this step, compound (45) is used as it is, or compound (45) is used after being converted to a reactive derivative. (A) When the compound (45) is used as it is, the reaction is as follows:
The reaction is carried out in a solvent in the presence of a condensing agent, in the presence or absence of a base.

Examples of the solvent used include halogenated hydrocarbons such as dichloromethane, chloroform, carbon tetrachloride and dichloroethane; ethers such as diethyl ether, diisopropyl ether, tetrahydrofuran and dioxane; methanol, ethanol, propanol,
Alcohols such as isopropanol, butanol, s-butanol, isobutanol, t-butanol;
Aprotic polar solvents such as N, N-dimethylformamide, N, N-dimethylacetamide, dimethylsulfoxide; nitriles such as acetonitrile; esters such as methyl acetate and ethyl acetate; water; Can be mentioned. Of these, halogenated hydrocarbons, ethers or esters are preferably used, and more preferably dichloromethane, tetrahydrofuran or ethyl acetate is used.

Examples of the condensing agent include dicyclohexylcarbodiimide, 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide, N, N'-carbonyldiimidazole and the like.

As the base used, for example, sodium methoxide, sodium ethoxide, potassium-t
Alkali metal alkoxides such as butoxide; alkali metal hydrides such as sodium hydride and lithium hydride; alkali metal hydroxides such as sodium hydroxide and potassium hydroxide; alkalis such as sodium carbonate and potassium carbonate. Metal carbonates; amines such as triethylamine, tributylamine, pyridine, picoline, and 1,8-diazabicyclo [5.4.0] -7-undecene. Of these, amines are preferably used, and more preferably triethylamine, pyridine or 1,8-diazabicyclo [5.4.0] -7-.
Undecene is used.

The reaction temperature is usually from -20 ° C to 150 ° C.
The temperature is preferably 0 ° C. to 100 ° C. The reaction time is generally 10 minutes to 48 hours, preferably 30 minutes to 12 hours. (B) When the compound (45) is used as a reactive derivative and used, examples of the reactive derivative include acid halides, mixed acid anhydrides, active esters, and active amides.

The acid halide can be obtained by reacting the compound (45) with a halogenating agent (eg, thionyl chloride, oxalyl chloride, etc.); (Eg, methyl chlorocarbonate, ethyl chlorocarbonate, etc.)
The active ester can be obtained by reacting compound (45) with a hydroxy compound (for example,
N-hydroxysuccinimide, N-hydroxyphthalimide, etc.) in the presence of the "condensing agent" described in (a); "active amide" (eg, Weinreb amide) Reacts compound (45) with N-lower alkoxy-N-lower alkylhydroxyamine (eg, N-methoxy-N-methylhydroxyamine) in the presence of the "condensing agent" described in (a). Can be obtained by: In each case, the reaction is carried out by applying reaction conditions generally used in ordinary synthetic organic chemistry.

The ring closure reaction of the reactive derivative is usually performed in a solvent in the presence or absence of a base.

The solvent, condensing agent and base described in (a) can be used as the solvent, condensing agent and base.

The reaction temperature is usually from -20 ° C to 150 ° C.
The temperature is preferably 0 ° C. to 100 ° C. The reaction time is generally 10 minutes to 48 hours, preferably 30 minutes to 12 hours. <L method>

[0210]

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(In the formula, Hy, Hy 'and L have the same meanings as described above.) In the thirty-first step, the hydroxyl group of compound (3'), which is a tautomer of heterocyclyl ketone (3), is eliminated. And convert it to
This step is a step of producing a compound (3a). The reaction is carried out by reacting the compound (3 ′) with a halogenating agent (for example, a fluorinating agent such as diethylaminosulfur trifluoride (DAST); thionyl chloride, phosphorus trichloride, Chlorinating agents such as phosphorus pentachloride, phosphorus oxychloride, triphenylphosphine / carbon tetrachloride; brominating agents such as hydrobromic acid, thionyl bromide, phosphorus tribromide, triphenylphosphine / carbon tetrabromide; Or iodinating agents such as hydroiodic acid, phosphorus triiodide, etc.), sulfonyl halides (eg, methanesulfonyl chloride, p
-Toluenesulfonyl chloride, etc.) or sulfonic anhydrides (eg, trifluoromethanesulfonic anhydride, etc.)
The reaction is carried out by reacting The 32nd step is
A step of producing a heterocyclyl alcohol (46) by reducing the heterocyclyl ketone (3), for example, alkali metal borohydrides such as sodium borohydride and lithium borohydride; lithium aluminum hydride, lithium trihydride Aluminum hydride compounds such as aluminum ethoxide; sodium tellurium hydride; reduction reaction using a hydride reagent such as an organic aluminum hydride reducing agent such as diisobutylaluminum hydride and sodium di (methoxyethoxy) aluminum dihydride; or Catalytic reduction with hydrogen can be employed and the reaction can be carried out, for example, as described in J. Dale, J. Chem. Soc., 910 (1
961) and FGBordwell et al., J. Org.Chem., 33, 3385.
(1968).
The thirty-third step is a step of producing a compound (3a) by converting a hydroxyl group of the heterocyclyl alcohol (46) to a leaving group, and is carried out in the same manner as the method described in the thirty-first step. Further, R ³ which is a partial structure of the compound of the general formula (I)
^May have various substituents (R ⁵ ). This R ⁵ can be converted into another substituent in each of the above steps, for example,
It can be converted as follows according to a conventional method.

[0212]

Embedded image

(Wherein, R ^a , R ^b and Hal have the same meanings as described above, and R ¹⁷ is the above “lower alkyl group” or the above “halogeno lower alkyl group”, “aryl group” or “substituent group”). an aryl group substituted with a group selected from α and a substituent group β, and R ¹⁸ is the same or different,
R ²⁰ represents the above “lower alkyl group” or the “halogeno lower alkyl group”, or two R ²⁶ together represent a lower alkylene group; R ¹⁹ represents the above “lower alkyl group”; Represents a hydrogen atom or the above-mentioned "lower alkyl group", and R ²¹ represents a "lower alkyl group", a "lower alkenyl group", a "lower alkynyl group", a "aralkyl group", Cycloalkyl group ",
"Lower alkyl group substituted with a group selected from substituent group α", "lower alkenyl group substituted with a group selected from substituent group α" or "substituted with a group selected from substituent group α" Alkynyl group "or" aryl group "or" aryl group substituted with a group selected from substituent group α and substituent group β "in the definition of substituent group γ. Further, when R ⁵ is a halogen atom, a hydroxyl group, a cyano group, or a lower alkylsulfonyl group,
After forming a double bond, a reduction reaction is carried out, whereby the substituent can be replaced with a hydrogen atom according to a conventional method.

[0214]

Embedded image

(Wherein, R ⁵ has the same meaning as described above;
^5a represents a halogen atom, a hydroxyl group, a cyano group or a lower alkylsulfonyl group. Compounds wherein R ⁵ is lower alkylidenyl or aralkylidenyl can be prepared from the corresponding oxo compound as described below. Furthermore, from those compounds,
Corresponding lower alkyl or aralkyl substituted compounds can be prepared.

[0216]

Embedded image

(Wherein R ²² and R ²³ are the same or different and are each a hydrogen atom, the aforementioned “lower alkyl group”,
The "aryl group" or the "aralkyl group" is shown. In addition, among the cyclic aminoketone compounds (38) obtained according to the method I, the optically active cyclic aminoketone compound is
Preferably, it can be produced according to the following Method M. <M method>

[0218]

Embedded image

(In the above formula, R ⁵ , R ⁷ , R ¹⁴ , R ¹⁵ , R ¹⁶
And B are as defined above, and R ²⁴ , R ²⁵ and R ²⁶ are
The same or different, each represents one group selected from the groups defined for R ⁵ , the configuration based on the carbon atom with * represents S or R, and the addition of * in compound (47) The configuration of the carbon atom is maintained in all the steps (the 34th to the 39th steps). The 34th, 35th, 36th, 37th, 38th, and 39th steps are the 25th, 30th, 11th, 22nd, 23rd, and 23rd steps, respectively. It is carried out according to 24 steps. By carrying out the reaction according to this method, a substantially pure optically active compound having the general formula (53) (optical purity of about 99% ee to 10%) can be obtained.
0% ee) can be prepared. The optically active cyclic aminoketone compound (53) has the general formula (I)
Used as the heterocyclyl ketone (3) in the above <Method A> in the production of the compound of
It can also be used as a synthetic intermediate of the compound disclosed in No. 0. Further, a pyrrole derivative corresponding to the bromocyclic compound (2) and an optically active cyclic aminoketone compound (5
3) using the second step (third step and / or
Alternatively, by carrying out the reaction in the same manner as in the fourth step), EP10
The compounds disclosed in 70711 can also be prepared. After completion of each of the above reactions, the target compound is collected from the reaction mixture according to a conventional method.

For example, the reaction mixture is appropriately neutralized, and if insolubles are present, they are removed by filtration. Then, an immiscible organic solvent such as water and ethyl acetate is added. An organic layer containing the compound is separated, dried over anhydrous magnesium sulfate or the like, and then obtained by distilling off the solvent.

If necessary, the obtained target compound may be prepared by a conventional method.
For example, recrystallization, reprecipitation, or a method commonly used for separation and purification of organic compounds, for example, adsorption column chromatography using a carrier such as silica gel, alumina, and magnesium-silica gel type florisil; Sephadex LH-20 (manufactured by Pharmacia), Amberlite XAD-11 (manufactured by Rohm and Haas),
A method using a synthetic adsorbent such as distribution column chromatography using a carrier such as Diaion HP-20 (manufactured by Mitsubishi Chemical Corporation), a method using ion exchange chromatography,
Alternatively, separation and purification can be carried out by appropriately combining a normal phase / reverse phase column chromatography method with silica gel or alkylated silica gel (preferably high performance liquid chromatography) and eluting with a suitable eluent. . Since the compound of the present invention exhibits an excellent inhibitory action on inflammatory cytokine production, it is effective as a medicine (particularly, an agent for preventing or treating diseases mediated by inflammatory cytokines). Such drugs include, for example, analgesic / anti-inflammatory agents, antiviral agents, and rheumatoid arthritis, osteoarthritis, allergic diseases, asthma, sepsis, psoriasis, osteoporosis, autoimmune diseases (eg, systemic lupus erythematosus) ,
Ulcerative colitis, Crohn's disease), diabetes, nephritis, hepatitis,
Examples include prophylactic or therapeutic agents for tumors, ischemic heart disease, Alzheimer's disease, and arteriosclerosis. And prophylactic or therapeutic agents for osteoporosis, ulcerative colitis, diabetes, hepatitis, and arteriosclerosis.

The administration form of the compound of the present invention having the general formula (I), or a pharmaceutically acceptable salt or derivative thereof, includes:
For example, oral administration such as tablets, capsules, granules, powders or syrups, or parenteral administration such as injections or suppositories can be mentioned. These preparations are produced by known methods using additives such as excipients, lubricants, binders, disintegrants, stabilizers, flavoring agents, diluents and the like.

Here, as the excipient, for example, sugar derivatives such as lactose, sucrose, glucose, mannitol, sorbitol; corn starch, potato starch, α-
Starch derivatives such as starch, dextrin, carboxymethyl starch; cellulose derivatives such as crystalline cellulose, low-substituted hydroxypropylcellulose, hydroxypropylmethylcellulose, carboxymethylcellulose, carboxymethylcellulose calcium, internally cross-linked sodium carboxymethylcellulose; gum arabic; dextran; Organic excipients such as pullulan; and silicate derivatives such as light silicic anhydride, synthetic aluminum silicate, magnesium metasilicate aluminate; phosphates such as calcium phosphate; carbonates such as calcium carbonate; And inorganic excipients such as sulfates.

Examples of the lubricant include metal stearates such as stearic acid, calcium stearate and magnesium stearate; talc; colloidal silica; waxes such as veegum and gay wax; boric acid: adipic acid; Sodium sulfate, DL-leucine; fatty acid sodium salt; lauryl sulfate such as sodium lauryl sulfate, magnesium lauryl sulfate; silicic acids such as silicic anhydride, silicic acid hydrate; And the above-mentioned starch derivatives.

Examples of the binder include polyvinylpyrrolidone, macrogol and the same compounds as the above-mentioned excipients.

Examples of the disintegrant include the same compounds as the above-mentioned excipients and chemically modified starch and cellulose such as croscarmellose sodium, sodium carboxymethyl starch and crosslinked polyvinylpyrrolidone.

As a stabilizer, for example, methyl paraben,
Paraoxybenzoic acid esters such as propylparaben; alcohols such as chlorobutanol, benzyl alcohol and phenylethyl alcohol; benzalkonium chloride; phenols such as phenol and cresol; thimerosal; dehydroacetic acid; and sorbic acid. be able to.

Examples of the flavoring agent include, for example, commonly used sweeteners, sour agents, flavors and the like.

The amount of the compound having the general formula (I) of the present invention, or a pharmaceutically acceptable salt or derivative thereof, varies depending on the condition, age, administration method and the like. 0.1m as a minimum per day
g (preferably 0.5 mg), with an upper limit of 2000 m
It is desirable to administer g (preferably 500 mg) once or in several divided doses according to the symptoms. In the case of intravenous administration, the lower limit is 0.1 per day for adults.
01 mg (preferably 0.05 mg), with an upper limit of 2 mg
It is desirable to administer 00 mg (preferably 50 mg) once or in several divided doses according to the symptoms. Hereinafter, the present invention will be described in more detail with reference to Examples, Reference Examples, Formulation Examples, and Test Examples, but the present invention is not limited thereto.

[0230]

【Example】

[0231]

Example 1 (±) -4- (4-fluorophenyl)
-5- (pyridin-4-yl) -1- (1,2,3,
5,6,7,8,8a-octahydroindolizine-7
-Yl) imidazole (Exemplified Compound No. 13-15) 1) (±) -7-amino-1,2,3,5,6,7,
8,8a-octahydroindolizine (±) -1,2,3,5,6,7,8,8a-octahydroindolizin- 7-one 5.0 g (35.9 mmol)
l) was dissolved in 54 ml of a 2M ammonia / ethanol solution (108 mmol as ammonia), 500 mg of 10% palladium-carbon was added, and the mixture was stirred under a hydrogen atmosphere at room temperature for 4 hours. The reaction solution was filtered, and the filtrate was concentrated under reduced pressure to obtain 4.91 g of the title compound as a colorless oil (yield 98%).

The ¹ H-nuclear magnetic resonance spectrum (500 MH
z, CDCl ₃ ) δ ppm: 3.15-3.04 (2H, m), 2.72-
2.64 (1H, m), 2.10-2.00 (3H, m), 1.91-1.49 (6H, m),
1.47-1.33 (3H, m), 1.06-0.99 (1H, m). 2) (±) -7- (pyridin-4-yl) methylene
Mino-1,2,3,5,6,7,8,8a-octahydride
(±) -7-Amino-1,2,3,5,6 obtained from Loindolizine 1)
7,8,8a-octahydroindolizine 4.91 g
(35.0 mmol) was dissolved in 95 ml of toluene.
3.34 ml (35.0 mmol) of formylpyridine
And anhydrous magnesium sulfate 3.75 g (31.2 mmol
l) was added and the mixture was stirred at 70 ° C for 3 hours. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure to give the title compound (8.08 g) as a pale-yellow oil (yield: quantitative).

¹ H-nuclear magnetic resonance spectrum (400 MH
z, CDCl ₃ ) δ ppm: 8.90 (2H, d, J = 6 Hz), 8.32
(1H, s), 7.71 (2H, d, J = 6Hz), 3.15-3.02 (3H, m),
2.71-2.62 (1H, m), 2.18-1.34 (9H, m), 1.08-0.98 (1
H, m). 3) (±) -4- (4-fluorophenyl) -5
(Pyridin-4-yl) -1- (1,2,3,5,6,
7,8,8a-octahydroindolizin-7-yl)
10.1 g (34.9 mmol) of imidazole α- (p-toluenesulfonyl) -4-fluorobenzyl isocyanide and 2)
(±) -7- (4-pyridylmethyleneamino)-obtained in
8.0 g (34.9 mmol) of 1,2,3,5,6,7,8,8a-octahydroindolizine was dissolved in 150 ml of dichloromethane, and 1,8-diazabicyclo [5.
4.0] -7-undecene 5.22 ml (34.9 mm
ol) and stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure, a saturated aqueous sodium hydrogen carbonate solution was added to the residue, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue is subjected to silica gel column chromatography (solvent; ethyl acetate:
Methanol: isopropylamine = 20: 1: 1) to give 1.87 g of the title compound as a pale yellow powder (14% yield).

Melting point: 187-189 ° C. ¹ H-nuclear magnetic resonance spectrum (500 MHz, CDC
l ₃ ) δ ppm: 8.73 (2H, d, J = 3Hz), 7.78 (1H, s),
7.35 (2H, dd, J = 9Hz, 5Hz), 7.24 (2H, d, J = 3Hz), 6.9
2 (2H, t, J = 9Hz), 3.82-3.73 (1H, m), 3.18-3.14 (1H,
m), 3.08-3.05 (1H, m), 2.18-1.96 (5H, m), 1.90-1.8
2 (3H, m), 1.77-1.71 (2H, m), 1.53-1.44 (1H, m).

[0235]

Example 2 (±) -5- (4-fluorophenyl)
-3- (7-hydroxy-1,2,3,5,6,7,
8,8a-octahydroindolizin-7-yl) -4
-(Pyridin-4-yl) pyrazole (Exemplary Compound No. 9-23) 1) 3-Bromo-5- (4-fluorophenyl) -4
-(Pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -4- (pyridin-4-
Ill) pyrazole (WO00 / 31063) 6.0 g (25 mmo)
l) was dissolved in 60 ml of dimethylformamide, 8.93 g (50 mmol) of N-bromosuccinimide was added, and the mixture was stirred at room temperature for 3 days. Water was added to the reaction solution, and the precipitated crystals were collected by filtration and washed with diethyl ether to obtain 5.73 g of the title compound as a white powder (yield: 72%).

¹ H-nuclear magnetic resonance spectrum (400 MH
z, CDCl ₃ -DMSO-d ₆ ) δ ppm: 8.56 (2H,
d, J = 5Hz), 7.33 (2H, dd, J = 8Hz, 5Hz), 7.24 (2H, d,
J = 5Hz), 7.05 (2H, t, J = 8Hz). 2) (±) -5- (4-fluorophenyl) -3-
(7-hydroxy-1,2,3,5,6,7,8,8a
-Octahydroindolizin-7-yl) -4- (pyri
Jin-4-yl) 3-Bromo -5-pyrazol 1) (4-fluorophenyl)
3.18 g of -4- (pyridin-4-yl) pyrazole
(10 mmol) was dissolved in 32 ml of tetrahydrofuran, 13.75 ml (13.75 mmol) of a 1.6 M butyllithium / hexane solution was added at −78 ° C., and the mixture was stirred for 10 minutes. 6,7,8,
1.53 g of 8a-octahydroindolizin-7-one
(11 mmol) was added and the mixture was stirred at -78 ° C for 2 hours, and further stirred at room temperature for 1 hour. The reaction solution was added to a saturated aqueous solution of sodium hydrogen carbonate and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure.
The residue was subjected to silica gel column chromatography (solvent; ethyl acetate: methanol: isopropylamine = 20:
1: 1) to give 830 mg of the title compound as a pale yellow powder (yield 22%).

Melting point: 180-181 ° C. ¹ H-nuclear magnetic resonance spectrum (500 MHz, CDC
l ₃ ) δ ppm: 8.57 (2H, d, J = 6Hz), 7.23 (2H, d, J
= 6Hz), 7.19 (2H, dd, J = 9Hz, 5Hz), 6.94 (2H, t, J = 9H
z), 3.04-2.99 (1H, m), 2.96-2.90 (1H, m), 2.42-2.36
(1H, m), 2.31-2.24 (1H, m), 2.28-1.99 (3H, m), 1.8
4-1.65 (6H, m), 1.36-1.30 (1H, m).

[0238]

Example 3 (±) -5- (4-fluorophenyl)
-3- (1,2,3,5,8,8a-hexahydroin
Doridin-7-yl) -4- (pyridin-4-yl) pi
Lazole (Exemplary Compound No. 7-1) 720 mg (1.90 mmol) of the compound of Example 2 was dissolved in 14 ml of concentrated hydrochloric acid, heated to reflux for 8 hours, neutralized with a 1N aqueous sodium hydroxide solution, and extracted with ethyl acetate. . The organic layer was washed with water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (solvent; ethyl acetate: methanol: isopropylamine = 10: 1: 1) to give the title compound (Rf
255 mg) as a white powder (yield 3).
7%).

Melting point: 225-230 ° C. ¹ H-nuclear magnetic resonance spectrum (500 MHz, CDC
l ₃ ) δ ppm: 8.54 (2H, d, J = 6 Hz), 7.29 (2H, dd,
J = 9Hz, 5Hz), 7.15 (2H, d, J = 6Hz), 6.99 (2H, t, J = 9H
z), 5.90 (1H, s), 3.64-3.59 (1H, m), 3.28-3.24 (1H,
m), 2.90-2.85 (1H, m), 2.40-2.35 (1H, m), 2.28-2.1
5 (3H, m), 2.02-1.89 (2H, m), 1.82-1.75 (1H, m), 1.
49-1.41 (1H, m).

[0240]

Example 4 (±) -5- (4-fluorophenyl)
-3- (1,2,3,5,6,8a-hexahydroin
Doridin-7-yl) -4- (pyridin-4-yl) pi
Lazole (Exemplified Compound No. 1-307) The title compound (Rf value 0.30) was obtained as a pale yellow powder by silica gel column chromatography performed in Example 3 (yield 27%).

Melting point: 204-208 ° C. ¹ H-nuclear magnetic resonance spectrum (500 MHz, CDC
l ₃ ) δ ppm: 8.54 (2H, d, J = 6 Hz), 7.28 (2H, dd,
J = 9Hz, 5Hz), 7.15 (2H, d, J = 6Hz), 7.00 (2H, t, J = 9H
z), 5.87 (1H, s), 3.32-3.26 (1H, m), 3.02-2.98 (1H,
m), 2.92-2.88 (1H, m), 2.78-2.68 (2H, m), 2.46-2.3
8 (1H, m), 2.23-2.17 (1H, m), 2.01-1.74 (3H, m), 1.
50-1.41 (1H, m).

[0242]

Example 5 (±) -5- (4-fluorophenyl)
-3- (1,2,3,5,6,7,8,8a-octahi
Droindolizin-7-yl) -4- (pyridine-4-
Il) pyrazole (Exemplified Compound No. 9-24) 50 mg (0.14 mmol) of the compound of Example 3 was dissolved in 4 ml of methanol, 40 mg of 10% palladium hydroxide-carbon was added, and the mixture was stirred at 50 ° C. under a hydrogen atmosphere for 4 hours. . The reaction solution was filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was washed with diethyl ether to give the title compound (27 mg).
Was obtained as a white powder (yield 53%).

Melting point: 242-243 ° C. ¹ H-nuclear magnetic resonance spectrum (500 MHz, CDC
l ₃ ) δ ppm: 8.59 (2H, d, J = 6 Hz), 7.31 (2H, dd,
J = 9Hz, 5Hz), 7.11 (2H, d, J = 6Hz), 6.99 (2H, t, J = 9H
z), 3.23-3.18 (1H, m), 3.15-3.08 (1H, m), 2.88-2.79
(1H, m), 2.17-1.42 (11H, m).

[0244]

Example 6 (S) -5- (4-fluorophenyl)
-3- (1,2,3,5,8,8a-hexahydroin
Doridin-7-yl) -4- (pyridin-4-yl) pi
Razole (Exemplified Compound No. 7-1) (±) -1,2,3,5,6,7,8,8a-Octahydroindolizin- 7-one instead of (S) -1,
The same reaction as in Example 2-2) was carried out using 2,3,5,6,7,8,8a-octahydroindolizin-7-one, and the obtained product was treated with Example 3 Similar dehydration reaction and silica gel column chromatography (solvent; ethyl acetate: methanol: isopropylamine = 1)
0: 1: 1) to give the title compound (Rf 0.4
5) 980 mg was obtained as a pale yellow powder (yield 6%).

Melting point: 209-214 ° C. ¹ H-nuclear magnetic resonance spectrum (400 MHz, DMSO
−d ₆ ) δ ppm: 13.40-13.10 (1H, br.s), 8.52 (2H,
m), 7.28 (2H, m), 7.24-7.16 (4H, m), 5.79-5.50 (1
H, br.s), 3.44-3.29 (2H, m), 3.05 (1H, m), 2.72-2.6
2 (1H, br.s), 2.51-1.90 (4H, m), 1.73-1.64 (2H,
m), 1.34-1.25 (1H, m).

[0246]

Example 7 (S) -5- (4-fluorophenyl)
-3- (1,2,3,5,6,8a-hexahydroin
Doridin-7-yl) -4- (pyridin-4-yl) pi
Lazole (Exemplified Compound No. 1-307) 830 mg of the title compound (Rf value 0.30) by silica gel column chromatography performed in Example 6.
Was obtained as a pale yellow powder (yield 5%).

Melting point: 198-202 ° C. ¹ H-nuclear magnetic resonance spectrum (400 MHz, DMSO
−d ₆ ) δ ppm: 13.23 (1H, br.s), 8.52-8.51 (2H,
m), 7.31-7.27 (2H, m), 7.19-7.14 (4H, m), 5.63-5.62
(1H, br.s), 3.17-3.16 (1H, br.s), 2.93-2.87 (1H, br.s)
m), 2.80-2.74 (1H, m), 2.68-2.61 (1H, m), 2.57-2.50
(1H, m), 2.38-2.33 (1H, m), 2.16-2.08 (1H, m), 1.8
5-1.57 (3H, m), 1.28-1.19 (1H, br.s).

[0248]

Example 8 (S) -2- (4-fluorophenyl)
-4- (1,2,3,5,8,8a-hexahydroin
Doridin-7-yl) -3- (pyridin-4-yl) thio
Offen (Exemplified Compound No. 12-1) 1) 5-ethoxycarbonyl-2- (4-fluorophenyl)
17.04 ml of (enyl ) -3- (pyridin-4-yl) thiophenedimethylformamide (220 mmol )
l), 7.9 ml of phosphorus oxychloride (8
5 mmol) was added dropwise and stirred at room temperature for 1 hour. This solution was treated with 1- (4-fluorophenyl) -2- (pyridin-4-yl) ethanone [TF Gallagher et al., Bioor
g. Med. Chem., 5, 49-64 (1997)] 21.5 g (100 m
mol) was added dropwise to a solution of 140 ml of dimethylformamide and 280 ml of dichloromethane under ice-cooling and stirring, followed by stirring at 50 ° C. for 2 hours. After the reaction solution was cooled to room temperature, water was added, the pH was adjusted to 9 to 10 with 6N sodium hydroxide, and the mixture was extracted with dichloromethane. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was dissolved in a mixture of 100 ml of dichloroethane and 15 ml of pyridine, and 11 ml (100 mmol) of ethyl thioacetate was added. (180 mmol) was added. After stirring at room temperature for 1 hour and then at 80 ° C. for 3 hours, the reaction solution was cooled to room temperature, and water and dichloromethane were added to carry out liquid separation. The organic layer was washed with water, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and the residue was subjected to silica gel column chromatography (solvent; hexane: ethyl acetate =
2: 3) to give 18.11 g of the title compound as a brown viscous oil (55% yield).

The ¹ H-nuclear magnetic resonance spectrum (500 MH
z, CDCl ₃ ) δ ppm: 8.54 (2H, d, J = 6 Hz), 7.85
(1H, s), 7.28 (2H, dd, J = 9Hz, 5Hz), 7.14 (2H, d, J
= 6Hz), 7.04 (2H, t, J = 9Hz), 4.39 (2H, q, J = 7Hz), 1.
40 (2H, t, J = 7Hz). 2) 5-carboxy-2- (4-fluorophenyl)
15.17 g (46.3 mmol) of 5-ethoxycarbonyl-2- (4-fluorophenyl) -3- (pyridin-4-yl) thiophene obtained in -3- (pyridin-4-yl) thiophene 1) was added to ethanol. 150
dissolved in 1 ml of 1N sodium hydroxide aqueous solution 93 ml
(93 mmol) and stirred at 100 ° C. for 30 minutes. Ethanol was distilled off under reduced pressure, water was added to the obtained residue, 93 ml of 1N hydrochloric acid was added, and the precipitated crystals were collected by filtration.
12.64 g of the title compound was obtained as a light brown powder (yield: 91%).

¹ H-nuclear magnetic resonance spectrum (500 MH
z, CDCl ₃ ) δ ppm: 8.52 (2H, d, J = 6 Hz), 7.90
(1H, s), 7.38 (2H, dd, J = 9Hz, 5Hz), 7.26 (2H, t, J
= 9Hz), 7.25 (2H, d, J = 6Hz). 3) 2- (4-fluorophenyl) -3- (pyridine
4-yl) 5-carboxy-2- (4-fluorophenyl give thiophene 2)) -3- (pyridin-4-yl) thiophene 12.6
To 4 g (42.2 mmol), 42 ml of quinoline and 2.95 g (46.4 mmol) of copper powder were added, and the mixture was stirred at 240 ° C. for 2.5 hours, cooled to room temperature, filtered, and ethyl acetate and saturated chloride were added to the filtrate. Add ammonium aqueous solution,
Separated. The organic layer is washed with water, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and the residue is subjected to silica gel column chromatography (solvent; hexane: ethyl acetate = 1: 1).
To obtain 11.81 g of the title compound as a brown powder (yield: quantitative).

The ¹ H-nuclear magnetic resonance spectrum (500 MH
z, CDCl ₃ ) δ ppm: 8.58-8.43 (2H, m), 7.38
(1H, d, J = 5Hz), 7.26 (2H, dd, J = 9Hz, 5Hz), 7.19 (1
H, d, J = 5Hz), 7.16 (2H, d, J = 6Hz), 7.01 (2H, t, J =
9Hz). 4) 4,5-dibromo-2- (4-fluorophenyl )
10.70 g (41.9 m) of 2- (4-fluorophenyl) -3- (pyridin-4-yl) thiophene obtained in (3) -3- (pyridin-4-yl) thiophene 3).
mol) was dissolved in 100 ml of acetic acid, and 8.6 ml of bromine was dissolved.
(167.6 mmol) and the mixture was stirred at 60 ° C. for 5 hours. After cooling to room temperature, the reaction solution was basified by adding a 28% aqueous ammonia solution, and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and the residue was subjected to silica gel column chromatography (solvent; hexane: ethyl acetate = 5: 2) to give 14.29 g of the title compound as a pale brown powder (Yield 8
3%).

¹ H-nuclear magnetic resonance spectrum (500 MH
z, CDCl ₃ ) δ ppm: 8.61 (2H, d, J = 6 Hz), 7.15
(2H, d, J = 6Hz), 7.09 (2H, dd, J = 9Hz, 5Hz), 6.95 (2
H, t, J = 9Hz). 5) 4-bromo-2- (4-fluorophenyl) -3
4,5-Dibromo-2- (4-fluorophenyl) -3- (pyridin-4-yl) thiophene obtained from- (pyridin-4-yl) thiophene 4)
88 g (33.6 mmol) of tetrahydrofuran 14
The solution was dissolved in 0 ml and 23.3 ml (37 mmol) of a 1.59 M butyl lithium / hexane solution was added dropwise at -78 ° C. After stirring at the same temperature for 15 minutes, 24 ml of water was added and the temperature was returned to room temperature. A saturated ammonium chloride aqueous solution and ethyl acetate were added to the reaction solution, and the mixture was partitioned. The organic layer was washed with water, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and the residue (solid) was washed with diethyl ether to give the title compound. 11.20g
Was obtained as a light brown powder (yield; quantitative).

¹ H-nuclear magnetic resonance spectrum (500 MH
z, CDCl ₃ ) δ ppm: 8.60 (2H, d, J = 6 Hz), 7.39
(1H, s), 7.16 (2H, d, J = 6Hz), 7.13 (2H, dd, J = 9Hz,
5Hz), 6.95 (2H, t, J = 9Hz). 6) (S) -2- (4-fluorophenyl) -4-
(1,2,3,5,8,8a-Hexahydroindolidine
-7-yl) -3- (pyridin-4-yl) thiophene
Down 3-bromo-5- (4-fluorophenyl) -4- (pyridin-4-yl) 4 obtained in 5) in place of pyrazole
-Bromo-2- (4-fluorophenyl) -3- (pyridin-4-yl) thiophene was converted to (±) -1,2,3,
5,6,7,8,8a-octahydroindolizine-7
(S) -1, 2, 3, 5, 6, 7,
The same reaction as in Example 2-2) was carried out using 8,8a-octahydroindolizin-7-one, and the obtained product was then subjected to the same dehydration reaction and silica gel column chromatography (Example 3) as in Example 3. Solvent: ethyl acetate: methanol: isopropylamine = 10: 10: 1) to give 263 mg of the title compound (Rf value 0.50) as a brown amorphous solid (yield 23%).

¹ H-nuclear magnetic resonance spectrum (500 MH
z, CDCl ₃ ) δ ppm: 8.50 (2H, d, J = 6 Hz), 7.24
(2H, dd, J = 9Hz, 5Hz), 7.15 (2H, d, J = 6Hz), 7.02 (1
H, s), 6.99 (2H, t, J = 9Hz), 6.20-6.16 (1H, m), 3.73
-3.66 (1H, m), 3.25 (1H, dt, J = 8Hz, 2Hz), 3.00-2.9
2 (1H, m), 2.77-2.68 (1H, m), 2.42-2.28 (2H, m), 2.
22 (1H, dd, J = 18Hz, 9Hz), 2.14-2.03 (1H, m), 1.98-
1.88 (1H, m), 1.86-1.77 (1H, m), 1.63-1.50 (1H, m
m).

[0255]

Example 9 (S) -2- (4-fluorophenyl)
-4- (1,2,3,5,6,8a-hexahydroin
Doridin-7-yl) -3- (pyridin-4-yl) thio
Offen (Exemplified Compound No. 11-1 ) 307 mg of the title compound (Rf value 0.40) by silica gel column chromatography performed in Example 8.
Was obtained as a brown amorphous solid (yield 27%).

¹ H-nuclear magnetic resonance spectrum (500 MH
z, CDCl ₃ ) δ ppm: 8.50 (2H, d, J = 6 Hz), 7.24
(2H, dd, J = 9Hz, 5Hz), 7.15 (2H, d, J = 6Hz), 7.03 (1
H, s), 6.99 (2H, t, J = 9Hz), 6.20-6.17 (1H, m), 3.43
-3.37 (1H, m), 3.16 (1H, ddd, J = 12Hz, 5Hz, 2Hz), 2.
99-2.92 (1H, m), 2.86 (1H, ddd, J = 18Hz, 7Hz, 5Hz),
2.74-2.63 (2H, m), 2.48-2.39 (1H, m), 2.12-2.03 (1
H, m), 1.96-1.77 (2H, m), 1.66-1.55 (1H, m).

[0257]

Example 10 (S) -5- (4-chlorophenyl)
-3- (1,2,3,5,8,8a-hexahydroin
Doridin-7-yl) -4- (pyridin-4-yl) pi
Lazole (Exemplified Compound No. 7-503) 1) 5- (4-Chlorophenyl) -4- (pyridine-
4-yl) -1- (2-trimethylsilylethoxy) meth
Chirupirazoru 55% sodium hydride 1.41g (32.1mmo
l) was suspended in 300 ml of tetrahydrofuran, and 5-
(4-chlorophenyl) -4- (pyridin-4-yl)
After adding 8.21 g (32.1 mmol) of pyrazole and stirring at room temperature for 1 hour, 5.68 ml of (2-trimethylsilylethoxy) methyl chloride (32.
1 mmol) was added dropwise and stirred overnight at room temperature. After adding water to the reaction solution, the mixture was extracted with ethyl acetate, the organic layer was washed with water, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and the residue was subjected to silica gel column chromatography (solvent; hexane: ethyl acetate = 3: 1). )) And the title compound
12 g was obtained as a pale brown oil (yield 90%).

¹ H-nuclear magnetic resonance spectrum (500 MH
z, CDCl ₃ ) δ ppm: 8.45 (2H, d, J = 6 Hz), 7.79
(1H, s), 7.42 (2H, d, J = 8Hz), 7.34 (2H, d, J = 8Hz),
7.07 (2H, d, J = 6Hz), 5.31 (2H, s), 3.69 (2H, t, J =
8Hz), 0.94 (2H, t, J = 8Hz), 0.00 (9H, s). 2) (S) -5- (4-chlorophenyl) -3-
(1,2,3,5,8,8a-Hexahydroindolidine
N-7-yl) -4- (pyridin-4-yl) pyrazo
5 obtained by Le 3-bromo-5- (4-fluorophenyl) -4- (pyridin-4-yl) 1 instead of pyrazole)
-(4-Chlorophenyl) -4- (pyridin-4-yl) -1- (2-trimethylsilylethoxy) methylpyrazole was converted to (±) -1,2,3,5,6,7,8,8
Example 2-2) using (S) -1,2,3,5,6,7,8,8a-octahydroindolizin-7-one instead of a-octahydroindolizin-7-one The product obtained was subjected to the same dehydration reaction and silica gel column chromatography (solvent; ethyl acetate: methanol: isopropylamine = 10: 1: 1) as in Example 3, The title compound (Rf
357 mg (0.50) as a light brown powder (4% yield).

Melting point: 211-212 ° C. ¹ H-nuclear magnetic resonance spectrum (500 MHz, CDC
l ₃ ) δppm: 8.54 (2H, d, J = 6Hz), 7.26 (4H, s),
7.15 (2H, d, J = 6Hz), 5.98-5.86 (1H, m), 3.67-3.57
(1H, m), 3.33-3.23 (1H, m), 2.97-2.87 (1H, m), 2.40
-2.08 (4H, m), 2.06-1.93 (2H, m), 1.86-1.72 (1H,
m), 1.53-1.40 (1H, m).

[0260]

Example 11 (S) -5- (4-chlorophenyl)
-3- (1,2,3,5,6,8a-hexahydroin
Doridin-7-yl) -4- (pyridin-4-yl) pi
Lazole (Exemplified Compound No. 1-1652 ) 454 m of the title compound (Rf value 0.20) by silica gel column chromatography carried out in Example 10.
g was obtained as a light brown powder (yield 5%).

Melting point: 180-181 ° C. ¹ H-nuclear magnetic resonance spectrum (500 MHz, CDC
l ₃ ) δppm: 8.54 (2H, d, J = 6Hz), 7.26 (4H, s),
7.15 (2H, d, J = 6Hz), 5.95-5.85 (1H, m), 3.33-3.28
(1H, m), 3.00-2.90 (2H, m), 2.81-2.71 (2H, m), 2.40
-2.30 (1H, m), 2.44-2.14 (1H, m), 2.03-1.86 (2H,
m), 1.85-1.74 (1H, m), 1.54-1.44 (1H, m).

[0262]

Example 12 5- (4-fluorophenyl) -3-
[(8aS) -2-methyl-1,2,3,5,6,8a
-Hexahydroindolizin-7-yl] -4- (pyri
Zin-4-yl) pyrazole (Exemplary Compound No. 1-31)
2) Instead of (±) -1,2,3,5,6,7,8,8a-octahydroindolizin-7-one, (8aS) -2
Example 2-2) using -methyl-1,2,3,5,6,7,8,8a-octahydroindolizin-7-one
The product obtained was subjected to the same dehydration reaction and silica gel column chromatography (solvent; ethyl acetate: methanol: isopropylamine = 10: 1: 1) as in Example 3, The title compound (R
190 mg (f value 0.30) was obtained as a white powder (yield 4%).

Melting point: 173-175 ° C. (decomposition) ¹ H-nuclear magnetic resonance spectrum (400 MHz, CDC
l ₃ ) δppm: 8.54 (2H, d, J = 6Hz), 7.28 (2H, dd,
J = 9Hz, 5Hz), 7.15 (2H, d, J = 6Hz), 7.00 (2H, t, J = 9H
z), 5.82 (1H, s), 3.60-3.48 (1H, m), 3.07-2.98 (1H,
m), 2.96-2.80 (2H, m), 2.49-2.00 (5H, m), 1.10-1.0
0 (1H, m), 1.07 (3H, d, J = 7Hz).

[0264]

[Reference example]

[0265]

[Reference Example 1] (±) -1 , 2, 3, 5, 6, 7, 8,
8a-Octahydroindolizin-7-one 1) (±) -1- (t-butoxycarbonyl) -N-
Methoxy-N- methylhomoprolinamide (±) -1- (t-butoxycarbonyl) homoproline 5.03 g (21.94 mmol) was added to dichloromethane 1
Of N-methoxy-N-methylhydroxyamine hydrochloride (2.57 g, 26.33 mmol),
5.05 g (26.33 mmol) of -ethyl-3- (3'-dimethylaminopropyl) carbodiimide and 7.65 ml (54.85 mmol) of triethylamine were added, and the mixture was stirred at room temperature for 1 hour. A saturated aqueous ammonium chloride solution was added to the reaction solution, and the mixture was separated. The organic layer was washed with water, dried over anhydrous sodium sulfate, concentrated under reduced pressure, and the residue was subjected to silica gel column chromatography (solvent; hexane: ethyl acetate = 1: 2). This gave 4.00 g of the title compound as a colorless oil (yield 67%).

¹ H-nuclear magnetic resonance spectrum (400 MH
z, CDCl ₃ ) δ ppm: 4.28-4.12 (1H, br.s), 3.6
9 (3H, s), 3.45-3.25 (2H, br.s), 3.23-3.10 (3H, br.
s), 3.09-2.83 (1H, m), 2.51-2.35 (1H, m), 2.14-1.98
(1H, m), 1.92-1.72 (3H, m), 1.46 (9H, s). 2) (±) -1- (t-butoxycarbonyl) -2-
( ±) -1- (t-butoxycarbonyl) -obtained in (2-oxo-3-butenyl) pyrrolidine 1)
N-methoxy-N-methylhomoprolinamide 4.00
g (14.69 mmol) in tetrahydrofuran 40m
and a solution of 0.95 M vinylmagnesium bromide / tetrahydrofuran (23.2 m) under stirring at -78 ° C.
l (22.04 mmol) was added, and the reaction mixture was stirred until it naturally reached room temperature. A saturated aqueous ammonium chloride solution was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (solvent; hexane: ethyl acetate = 3: 1) to give the title compound (1.48 g) as a colorless oil (yield 42%).

The ¹ H-nuclear magnetic resonance spectrum (500 MH
z, CDCl ₃ ) δ ppm: 6.42-6.20 (2H, m), 5.88
(1H, dd, J = 9Hz, 2Hz), 4.24-4.14 (1H, m), 3.47-3.23
(2.5H, m), 3.15-3.04 (0.5H, m), 2.60-2.44 (1H, m),
2.11-1.97 (1H, m), 1.90-1.77 (2H, m), 1.74-1.64 (1
H, m), 1.46 (9H, s). 3) (±) -1,2,3,5,6,7,8,8a-e
(±) -1- (t-butoxycarbonyl)-obtained from octahydroindolizin- 7-one 2)
2- (2-oxo-3-butenyl) pyrrolidine 140m
g (0.59 mmol) was dissolved in 2 ml of tetrahydrofuran, and 1.76 ml of a 1N aqueous hydrochloric acid solution (1.76 mmol)
l) was added and the mixture was stirred at 70 ° C for 4 hours. A saturated aqueous sodium hydrogen carbonate solution was added to the reaction solution, and the mixture was extracted with dichloromethane. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain the title compound (76 mg) as a slightly brown oil (yield: 93%).

The ¹ H-nuclear magnetic resonance spectrum (500 MH
z, CDCl ₃ ) δ ppm: 3.36-3.30 (1H, m), 3.19-
3.13 (1H, m), 2.69-2.58 (1H, m), 2.55-2.50 (1H, m),
2.38-2.19 (5H, m), 2.02-1.93 (2H, m), 1.87-1.80 (1
H, m), 1.59-1.50 (1H, m).

[0269]

[Reference Example 2] (±) -1, 2 , 3, 5, 6, 7, 8,
8a-Octahydroindolizin-7-one 1) (±) -1- (t-butoxycarbonyl) -2-
[4- (p-toluenesulfonyl) -2-oxobutyi]
[ 2 ] 206 mg (10.86 mmol) of (±) -1- (t-butoxycarbonyl) -2- (2-oxo-3-butenyl) pyrrolidine obtained in Reference Example 1-2) was dissolved in 2 ml of tetrahydrofuran. 4-methylthiophenol 107
mg (0.86 mmol) was added and the mixture was stirred at room temperature for 2 hours. The reaction solution was concentrated under reduced pressure, and the obtained residue was dissolved in dichloromethane (2 ml), and 468 mg (1.894 mmol) of 70 wt% m-chloroperbenzoic acid was added little by little under ice-cooling and stirring, followed by stirring at room temperature for 2 hours. A 10% aqueous solution of sodium thiosulfate and a saturated aqueous solution of sodium hydrogen carbonate were sequentially added to the reaction solution, followed by stirring and extraction with dichloromethane. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain 322 mg of the title compound as a colorless oil (yield 94%).

The ¹ H-nuclear magnetic resonance spectrum (500 MH
z, CDCl ₃ ) δ ppm: 7.78 (2H, d, J = 8 Hz), 7.37
(2H, br.d, J = 8Hz), 4.14-4.04 (1H, m), 3.48-3.22 (4
H, m), 3.00-2.77 (3H, m), 2.49-2.35 (4H, m), 2.10-
1.98 (1H, m), 1.86-1.74 (2H, m), 1.43 (9H, br.s),
1.33-1.22 (1H, m). 2) (±) -1,2,3,5,6,7,8,8a-e
Obtained in Kuta hydro indolizine-7-one 1) (±) -1- (t- butoxycarbonyl) -
322 mg (0.814 mmol) of 2- [4- (p-toluenesulfonyl) -2-oxobutyl] pyrrolidine is dissolved in 3.2 ml of methanol, and 0.61 ml (2.44 mmol) of a 4N hydrochloric acid / dioxane solution is added thereto to give 50%.
Stirred at C for 30 minutes. The reaction mixture was concentrated under reduced pressure to distill off the solvent and excess hydrochloric acid, and a saturated aqueous sodium hydrogen carbonate solution was added to the residue, followed by extraction with dichloromethane. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure.
The residue was subjected to alumina column chromatography (solvent; ethyl acetate) to give the title compound (74 mg) as a pale-brown oil (yield 65%). ^{According to 1} H-nuclear magnetic resonance spectrum, the compound was identified as (±) -1,2,3,5,6,
It was confirmed to be 7,8,8a-octahydroindolizin-7-one.

[0271]

Reference Example 3 (S) -1, 2, 3 , 5, 6, 7, 8,
8a-Octahydroindolizin-7-one 1) (S) -1-methylmalonyl homoproline

[0272]

Embedded image

1.00 g of (S) -homoproline (7.7 g)
4 mmol) was suspended in 30 ml of dichloromethane, and 1.08 ml (7.74 mmol) of triethylamine was added, and 0.83 ml of methylmalonyl chloride was added with stirring under ice-cooling.
(7.74 mmol) was added dropwise, and the mixture was stirred at the same temperature for 15 minutes. After further stirring at room temperature for 30 minutes, a saturated aqueous solution of sodium bicarbonate was added to the reaction solution, and the mixture was separated. Concentrated hydrochloric acid was added to the aqueous layer to adjust the pH to 2, followed by extraction with a mixed solution of dichloromethane: isopropanol = 4: 1. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was washed with diisopropyl ether to give the title compound (1.42 g) as a pale-yellow powder (yield 80%).

Melting point: 142-144 ° C. ¹ H-nuclear magnetic resonance spectrum (500 MHz, CDC
l ₃ ) δ ppm: 4.40-4.38 (0.8H, m), 4.35-4.29 (0.2
H, m), 3.76 (2.4H, s), 3.57-3.43 (3H, m), 3.42 (1.6
H, s), 3.00 (0.8H, dd, J = 16Hz, 4Hz), 2.65 (0.2H, d
d, J = 16Hz, 4Hz), 2.52 (0.2H, dd, J = 16Hz, 8Hz), 2.46
(0.8H, dd, J = 16Hz, 8Hz), 2.20-2.08 (1H, m), 2.07-
1.92 (2H, m), 1.90-1.83 (1H, m). 2) (8aS) -6-methoxycarbonyl-1,2,2
3,5,6,7,8,8a-octahydroindolizine
-5,7-dione

[0275]

Embedded image

200 mg (0.87 mmol) of (S) -1-methylmalonyl homoproline obtained in 1) was suspended in 6 ml of tetrahydrofuran, 156 mg (0.96 mmol) of carbonyldiimidazole was added, and the mixture was stirred at room temperature for 30 minutes. , 1,8-diazabicyclo [5.4.0]
143 μl (0.96 mmol) of -7-undecene was added, and the mixture was further stirred for 1 hour. The reaction solution was concentrated under reduced pressure, and dichloromethane and a 1N aqueous hydrochloric acid solution were added to the residue to carry out liquid separation. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain 183 mg of the title compound as a pale yellow powder (yield: quantitative).

The ¹ H-nuclear magnetic resonance spectrum (500 MH
z, CDCl ₃ ) δ ppm: 3.90 (3H, s), 3.76-3.69
(1H, m), 3.67-3.60 (1H, m), 3.53-3.44 (1H, m), 2.68
(1H, dd, J = 17Hz, 4Hz), 2.54 (1H, dd, J = 17Hz, 13H
z), 2.30-2.23 (1H, m), 2.08-2.00 (1H, m), 1.88-1.76
(1H, m), 1.70-1.56 (2H, m). 3) (S) -1,2,3,5,6,7,8,8a-e
Kutahydroindolizine-5,7-dione

[0278]

[Of 60]

183 mg (0.8%) of (8aS) -6-methoxycarbonyl-1,2,3,5,6,7,8,8a-octahydroindolizine-5,7-dione obtained in 2).
7 mmol) was dissolved in 2 ml of a 10% aqueous acetic acid solution.
After stirring at 0 ° C. for 30 minutes, the mixture was cooled to room temperature. The reaction solution was made alkaline by adding a saturated aqueous solution of sodium hydrogen carbonate, and then dichloromethane: isopropanol = 4: 1.
Extracted. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give the title compound (117 mg) as a pale-brown oil (yield: 87%).

The ¹ H-nuclear magnetic resonance spectrum (500 MH
z, CDCl ₃ ) δ ppm: 3.89-3.81 (1H, m), 3.72-
3.64 (1H, m), 3.60-3.53 (1H, m), 3.27 (2H, dd, J = 24
Hz, 20Hz), 2.85 (1H, dd, J = 17Hz, 3Hz), 2.36-2.30 (1
H, m), 2.29 (1H, dd, J = 17Hz, 12Hz), 2.13-2.04 (1H,
m), 1.97-1.86 (1H, m), 1.72-1.62 (1H, m). 4) (S) -7- (1-pyrrolidinyl) -1,2,2
3,5,8,8a-Hexahydroindolizin-5-o
In

[0281]

Embedded image

(S) -1, 2, 3, 5, 6, obtained in 3)
117 mg (0.76 mmol) of 7,8,8a-octahydroindolizine-5,7-dione was added to ethanol 1.
Dissolved in 2 ml, and pyrrolidine 128 μl (1.53 mm
ol) and left at room temperature for 5 minutes, and the solvent and excess pyrrolidine were distilled off under reduced pressure to give 160 mg of the title compound.
Was obtained as a pale yellow powder (yield: quantitative).

The ¹ H-nuclear magnetic resonance spectrum (500 MH
z, CDCl ₃ ) δ ppm: 4.60 (1H, s), 3.70-3.58
(2H, m), 3.50-3.41 (1H, m), 3.37-3.11 (4H, br.m),
2.62 (1H, dd, J = 16Hz, 5Hz), 2.30-2.14 (2H, m), 2.05
-1.57 (7H, m).

This compound was found to have no R-form by HPLC measurement under the following conditions, and it was confirmed that the compound had an optical purity of 99% ee or more.

HPLC conditions Column: CHIRALPAK OD (manufactured by Daicel Chemical Industries, Ltd., inner diameter 0.46 cm, length 25 cm) Mobile phase: n-hexane / isopropanol = 90/10 Flow rate: 1.0 ml / min Temperature: 40 ° C. Detection: 254 nm (UV) Retention time: S form 27.23 minutes R form 32.30 minutes. 5) (S) -1,2,3,5,6,7,8,8a-e
Kutahydroindolizin-7-one

[0286]

Embedded image

The 645 mg (3.13 mmol) of (S) -7- (1-pyrrolidinyl) -1,2,3,5,8,8a-hexahydroindolizin-5-one obtained in 4) was added to 10 ml of tetrahydrofuran. After melting, 356 mg of lithium aluminum hydride (9.39 mmol
l) was added. After stirring at room temperature overnight, 1.44 ml of a 1N aqueous sodium hydroxide solution was added to the reaction solution, and then ethanol was added to remove the insoluble matter. The filtrate was concentrated under reduced pressure, and the residue was subjected to alumina column chromatography (solvent; ethyl acetate) to obtain 236 mg of the title compound as a slightly brown oil (yield 54%).

Boiling point: 75-78 ° C./6 mmHg ¹ H-nuclear magnetic resonance spectrum (500 MHz, CDC
l ₃ ) δ ppm: 3.36-3.30 (1H, m), 3.19-3.13 (1H,
m), 2.67-2.58 (1H, m), 2.55-2.50 (1H, m), 2.38-2.19
(5H, m), 2.02-1.93 (2H, m), 1.87-1.80 (1H, m), 1.5
9-1.50 (1H, m).

This compound was analyzed by ¹ H-nuclear magnetic resonance spectroscopy using a shift reagent (WHPirkleand DJ Hoover, To
p. Stereochem., 13, 263 (1982)), the presence of the R-isomer was not recognized, and the optical purity was confirmed to be 99% ee or more.

[0290]

Reference Example 4 (8aS) -2-methyl-1,2,3,3
5,6,7,8,8a-octahydroindolizine-7
-One 1) (S) -1-benzyloxycarbonyl-4-me
Chilideneproline methyl ester potassium t-butoxide 1.41 g (12.6 mmol
l) was suspended in 100 ml of diethyl ether, and 4.80 g (13.4 g) of methyltriphenylphosphonium bromide was suspended.
mmol) and stirred at 5 ° C. for 15 minutes.
30 ml of a diethyl ether solution of 2.50 g (9.0 mmol) of -1-benzyloxycarbonyl-4-oxoproline methyl ester was added, and the mixture was stirred at 35 ° C. for 3 hours. The reaction solution is cooled with ice to a saturated aqueous ammonium chloride solution 50
The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure, and the residue was subjected to silica gel column chromatography (solvent; ethyl acetate: hexane =).
1: 3) to give 1.80 g of the title compound as a pale yellow oil (yield 72%).

The ¹ H-nuclear magnetic resonance spectrum (400 MH
z, CDCl ₃ ) δ ppm: 7.40-7.23 (5H, m), 5.21-
4.95 (4H, m), 4.60-4.50 (1H, m), 4.20-4.09 (2H, m),
3.74 (1.5H, s), 3.60 (1.5H, s), 3.07-2.91 (1H, m),
2.65 (1H, d, J = 16Hz). 2) (2S) -4-methylproline methyl ester (S) -1-benzyloxycarbonyl-4 obtained in 1)
1.80 g of methylideneproline methyl ester (6.
5 mmol) was dissolved in 50 ml of methanol, 180 mg of 10% palladium-carbon was added, and the mixture was stirred under a hydrogen atmosphere at room temperature for 2 hours. The reaction solution was filtered, and the filtrate was concentrated under reduced pressure to obtain 0.93 g of the title compound as a pale yellow oil (yield quantitative).

The ¹ H-nuclear magnetic resonance spectrum (400 MH
z, CDCl ₃ ) δppm: 3.82 (1H, t, J = 8Hz), 3.7
4 (3H, s), 3.08 (1H, dd, J = 10Hz, 7Hz), 2.60 (1H, d
d, J = 10Hz, 8Hz), 2.33 (1H, dt, J = 12Hz, 8Hz), 2.28-
2.15 (1H, m), 1.44-1.37 (1H, m), 1.27 (1H, dd, J = 1
4Hz, 7Hz), 1.02 (3H, d, J = 7Hz). 3) (2S) -1-benzyloxycarbonyl-2-
0.93 g (6.5 mmol) of (2S) -4-methylproline methyl ester obtained from hydroxymethyl-4-methylpyrrolidine 2) in 20 ml of toluene
And dissolved in sodium hydrogencarbonate 1.89 g (22.5 m
mol) of aqueous solution and 1.5 ml of benzyl chloroformate.
4 ml (10.8 mmol) was added and the mixture was stirred at room temperature overnight. Ethyl acetate was added to the reaction solution for extraction, and the organic layer was washed with water and concentrated under reduced pressure to obtain 1.78 g of (2S) -1-benzyloxycarbonyl-4-methylproline methyl ester as a pale yellow oil (yield). 99%). Next, the whole amount of this compound was dissolved in 30 ml of tetrahydrofuran, 0.28 g (13 mmol) of lithium borohydride was added in three portions, and the mixture was stirred at room temperature for 5 hours. Extracted with ethyl. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (ethyl acetate: hexane = 2: 5) to give the title compound (1.07).
g was obtained as a pale yellow oil (66% yield).

The ¹ H-nuclear magnetic resonance spectrum (400 MH
z, CDCl ₃ ) δ ppm: 7.42-7.29 (5H, m), 5.14
(2H, br.s), 5.07-4.90 (1H, m), 4.08-3.87 (1H, m),
3.86-3.40 (4H, m), 2.90-2.65 (1H, m), 2.40-2.05 (2
H, m), 1.02 (3H, d, J = 6Hz). 4) (2S) -1-benzyloxycarbonyl-2-
(2S) -1-benzyloxycarbonyl- obtained by cyanomethyl-4-methylpyrrolidine 3)
2-hydroxymethyl-4-methylpyrrolidine 1.07
g (4.29 mmol) was dissolved in 15 ml of dichloromethane, and 0.68 ml (4.90 mmol) of triethylamine was dissolved.
l), 0.35 ml (4.46 mmol) of methanesulfonyl chloride was added under ice-cooling and stirring, and 3
Stirred for 0 minutes. After a saturated aqueous solution of sodium hydrogen carbonate was added to the reaction solution, the mixture was extracted with dichloromethane, the organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain 1.26 g of a brown oil (mesylate form).

Next, the product was treated with dimethyl sulfoxide 1
Dissolved in 5 ml, sodium cyanide 0.19 g (3.
87 mmol) and stirred at 100 ° C. for 30 minutes.
A saturated aqueous sodium hydrogen carbonate solution was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain the title compound (0.77 g) as a pale brown oil (yield). 70%).

The ¹ H-nuclear magnetic resonance spectrum (400 MH
z, CDCl ₃ ) δ ppm: 7.50-7.30 (5H, m), 5.25-
5.05 (2H, m), 4.20-3.78 (1.8H, m), 3.70-3.62 (0.2H,
m), 3.15-2.88 (1.4H, m), 2.84-2.67 (1.2H, m), 2.62
-2.50 (0.4H, m), 2.45-2.30 (0.8H, m), 2.23-2.00 (1
H, m), 1.89-1.77 (0.2H, m), 1.60-1.49 (1H, m), 1.10
-1.03 (3H, m). 5) (2S ) -1-benzyloxycarbonyl- obtained by (2S) -4-methylhomoproline hydrochloride 4)
17.70 g of 2-cyanomethyl-4-methylpyrrolidine
(68.5 mmol) in 100 ml of concentrated hydrochloric acid,
After stirring overnight at room temperature, the mixture was cooled to room temperature and concentrated under reduced pressure. The obtained solid was washed with acetone, 50 ml of ethanol was added thereto, and the insoluble material was removed by filtration. The filtrate was concentrated under reduced pressure to obtain 11.44 g of the title compound as a white powder (yield 93%).

The ¹ H-nuclear magnetic resonance spectrum (400 MH
z, DMSO-d ₆ ) δppm: 3.90-3.60 (1H, m), 3.40-3.
20 (1H, m), 2.90-2.63 (3H, m), 2.42-2.16 (2H, m),
1.29-1.13 (1H, m), 1.06-0.95 (3H, m), 6) (8aS) -2-methyl-1,2,3,5,6
(2S)-obtained in 5) instead of 7,8,8a-octahydroindolizin-7-one (S) -homoproline
The same reaction as in Reference Example 3-1) was carried out using 4-methylhomoproline hydrochloride and using twice the number of moles of triethylamine, and then Reference Examples 3-2), 3),
The same reaction as in 4) and 5) was successively performed to obtain the title compound as a yellow oil (yield: 61%).

The ¹ H-nuclear magnetic resonance spectrum (400 MH
z, CDCl ₃ ) δ ppm: 3.34-3.22 (1.2H, m), 2.7
7 (0.8H, dd, J = 9Hz, 3Hz), 2.68-2.55 (1H, m), 2.51-
2.43 (2H, m), 2.39-2.24 (5H, m), 2.20-2.10 (1H, m),
1.87-1.75 (0.8H, m), 1.57-1.51 (0.2H, m), 1.14 (2.
4H, d, J = 7Hz), 1.04 (0.6H, d, J = 7Hz).

[0298]

[Formulation Examples] The preparations of the present invention containing the compound having the above general formula (I) or a pharmaceutically acceptable salt, ester or other derivative thereof as an active ingredient can be produced, for example, by the following method.

[0299]

Formulation Example 1 Powder 5 g of the compound of Example 1, 895 g of lactose and 100 g of corn starch are mixed with a blender.
A powder is obtained.

[0300]

Formulation Example 2 Granules 5 g of the compound of Example 2, 865 g of lactose and 100 g of low-substituted hydroxypropylcellulose are mixed, and then a 10% aqueous solution of hydroxypropylcellulose 30
Add 0 g and knead. This is granulated using an extrusion granulator and dried to obtain a granule.

[0301]

Formulation Example 3 Capsule 5g of the compound of Example 3, lactose 115g, corn starch 58g and magnesium stearate
After mixing 2 g using a V-type mixer, 180 mg is filled into No. 3 capsules to obtain capsules.

[0302]

Formulation Example 4 Tablets 5 g of the compound of Example 4, 90 g of lactose, 34 g of corn starch, 20 g of crystalline cellulose and 1 g of magnesium stearate are mixed in a blender and then tableted with a tablet machine to obtain tablets.

[0303]

[Test example]

[0304]

[Test Example 1] Human whole blood IL-1β and TNFα production
Inhibition test (in vitro) Hartman et al. Method (DAHartman, SJ Ochalski a
nd RPCarlson; Theeffects of antiinflammatory and
antiallergic drugs on cytokine release after stim
ulation of human whole blood by lipopolysaccharide
and zymosanA: Inflamm. Res., 44, 269 (1995)).

Peripheral blood was collected from healthy volunteers in the presence of heparin. 1000 μl of whole blood is added to an eppendorf tube to which 2 μl of a dimethyl sulfoxide solution of the test compound has been added in advance, and lipopolysaccharide (LPS) (derived from E. coli O26: B6, Dif
After adding 10 μl (final concentration: 10 μg / ml), the mixture was mixed well, and cultured at 37 ° C. for 6 hours under the conditions of 5% CO ₂ . After completion of the culture, the reaction was stopped by cooling to 4 ° C., and immediately centrifuged at 14,000 rpm for 5 minutes, and the plasma of the supernatant was separated and collected. IL- produced and released in plasma
1β and TNFα were measured with an enzyme-linked immunosorbent assay (ELISA) kit (Cayman and Genzyme). The inhibition rate was determined from the amount of cytokine production in the presence and absence of the test compound. Based on these average suppression rates, the IC ₅₀ value was determined by the least squares method. Table 14 TNFα production inhibitory effect and IL-1β production inhibitory effect ―――――――――――――――――――――――――――――――― TNFα production inhibition Effect IL-1β production inhibitory effect Test compound IC ₅₀ [μM] IC ₅₀ [μM] ――――――――――――――――――――――――――――――― ――― Compound of Example 2 0.070 0.035 Compound of Example 12 0.0026 ― ――――――――――――――――――――――――――― ――――――― As shown in Table 14 above, in this test, the compound of the present invention showed an excellent inhibitory effect on cytokine production.

[0306]

Test Example 2 TNFα Production Inhibition Test (in Vivo) The method of Ochalski et al. (SJ Ochalski, DAHartma)
n, MTBelfast, TLWalter, KBGlaser and RPCar
lson; Inhibition of endotoxin-induced hypothermia
and serum TNF-α levels in CD-1 mice by various ph
armacologicalagents: Agents Actions 39, C52-C54 (199
3) Performed according to).

TNFα production was induced by intravenous injection of LPS into mice. Balb / c mice (male, 5 to 7 weeks old, weighing 22) fasted overnight from the day before the experiment.
g of LPS (derived from E. coli O26: B6, Difc) using a physiological saline solution to adjust to 0.045 mg / ml in the tail vein of Charles River Japan
o company) was administered at a rate of 10 ml / kg body weight. One hour later, the mouse was opened under anesthesia with ether, and blood was collected from the abdominal vena cava. For blood collection, a 1 ml disposable syringe with a 23G needle attached and an inner wall wetted with heparin was used. After blood collection, the blood was immediately transferred to a 1.5 ml Eppendorf tube, and centrifuged at 14,000 rpm at 4 ° C. to separate plasma. This plasma is TNF
Stored at −20 ° C. until measurement of α.

The amount of TNFα was measured by enzyme immunoassay (ELI).
SA) kit (mouse TNFα ELISA K
IT, Genzyme).

The test compound was suspended in 0.5% tragacanth solution and orally administered at a ratio of 10 ml / body weight 1 kg 30 minutes before the injection of LPS. A minimum of 3 doses per test compound were administered to 5 mice each. The average inhibition rate for the control group was calculated for each dose.

In this test, the compound of the present invention showed an excellent inhibitory action on TNFα production.

[0311]

[Test Example 3] IL-1β production inhibition test (in vivo
o) The method of Griffith et al. (Richard J. Griffiths, Ethan J. Sta
m, James T. Downs and Ivan G. Otterness; ATP Induces
the Release of IL-1 from LPS-Primed Cells In Vivo:
J. Immunol., 154, 2821-2828 (1995)).

[0312] By intraperitoneal injection of LPS and adenosine triphosphate (ATP) into mice, IL-
Induction of 1β was induced. Ba fasted overnight from the day before the experiment
LPS prepared in abdominal cavity of a lb / c mouse (male, 5 to 7 weeks old, around 22 g, Charles River Japan) using a physiological saline solution to a concentration of 0.0045 mg / ml.
(E. coli O26: derived from B6, Difco) was administered at a rate of 10 ml / kg body weight. Two hours later, 0.5 ml of ATP adjusted to 6.03 mg / ml using a physiological saline solution was intraperitoneally administered. 0.5 hours after ATP administration, 3 ml of washing PBS (heparin:
10 U / ml, PMSF: 0.25 mM, leupep
sin: 1 μg / ml, pepstatin: 1 μg /
ml, containing 1 mM EDTA) was injected intraperitoneally and the peritoneal cavity was washed. A 1 ml disposable syringe equipped with a 21G needle was used for collecting the washing solution. After the collection, the washing solution from the peritoneal cavity was immediately transferred to a 1.5 ml Eppendorf tube, and centrifuged at 4 ° C. and 7,500 rpm to separate the supernatant. This supernatant is
Stored at -20 ° C until measurement of L-1β.

The amount of IL-1β was measured by enzyme immunoassay (EL
ISA) kit (mouse ELISA KIT, G
test compound was suspended in 0.5% tragacanth solution, and 10 ml 30 minutes before LPS injection.
Oral administration was performed at a rate of 1 kg / body weight. A minimum of 3 doses per test compound were administered to 5 mice each. The average inhibition rate for the control group was calculated for each dose.

In this test, the compound of the present invention showed an excellent inhibitory action on IL-1β production.

[0315]

[Test Example 4] Adjuvant arthritis onset suppression test (in
Vivo) The method of Winder et al. (Arthritis Rheum., 12, 472-482, 196)
It was carried out according to 9).

Heat-killed cells of Mycobacterium butyricum (D
Ifco Laboratories, lot 679123) was refined in an agate mortar, and suspended in dry and heat-sterilized liquid paraffin (Wako Pure Chemical Industries, Ltd., first grade) to a concentration of 2 mg / ml, followed by ultrasonication. An adjuvant was made. This adjuvant (100 μg / 0.05 ml / paw of heat-killed cells) in the skin of the right hind footpad of Lewis female rats (9 weeks old, weight around 190 g, Charles River Japan Co., Ltd.)
Was injected to induce arthritis.

The test compound was suspended in a 0.5% aqueous solution of sodium carboxymethylcellulose, and was suspended daily from the day of injection of adjuvant (Day 0: Day 0) to Day 20.
Oral administration was performed at a rate of 5 ml / kg.

3,5,7,1 after injection of adjuvant
On days 0, 13, 15, 18 and 21, the volumes of the right foot (the foot injected with adjuvant) and the left foot (the foot not injected) were measured and the swelling volume (hind foot volume of the adjuvant-injected animal-hind foot foot in the healthy group). Volume) was calculated. Rat foot volume measurement device (Plesthymometer, Ugo Basile) for foot volume measurement
Was used to measure from the hairline of the hind limb to the tip of the foot in the tank of the measuring device.

Further, the swelling inhibition ratio of the test compound-administered group to the test compound-untreated control group on day 21 was calculated by the following equation.

Swelling inhibition rate (%) = {1- (swelling volume of test compound administration group) / (swelling volume of control group)} × 100 In the present test, the compound of the present invention exhibited an excellent inhibitory effect on adjuvant arthritis. Indicated.

[0321]

[Test Example 5] Anti-collagen antibody-induced arthritis suppression test
In this test, a mouse anti-collagen antibody-induced arthritis model was employed.

An anti-collagen antibody solution (4 mg / ml, Arthritis cocktail manufactured by Immune Biology Laboratories) was injected into the tail vein of Balb / c mice (male, 5-6 weeks old, Charles River Japan Co., Ltd.). 0.5 ml was administered, and 3 days later, 0.1 ml of a lipopolysaccharide solution (0.5 mg / ml, Arthritis cocktail manufactured by Immune Biological Laboratories, Inc.) was intraperitoneally administered to induce arthritis.

The test compound was suspended in a 0.5% tragacanth solution for 7 days from the day when the anti-collagen antibody solution was administered.
It was orally administered once a day at a rate of 10 ml / kg. still,
The control group received a 0.5% tragacanth solution instead of the test compound suspension.

After the administration of the test compound (or tragacanth solution) was completed, the degree of swelling was scored for each limb according to the following criteria.

0: Normal (no swelling is observed at all) 1: Swelling is observed at one finger 2: Swelling is observed at two or more fingers 3: The entire limb is swollen.

For each individual, the sum of the scores of the limbs was used as the solid swelling score, and the score of each individual in the test compound administration group relative to the average of the control group scores was calculated as follows:
The inhibition rate was calculated, and the inhibition activity of the test compound was determined based on the calculated inhibition rate.

In this test, the compound of the present invention showed an excellent anti-collagen antibody-induced arthritis development inhibitory action.

[0328]

[Test Example 6] Anti-collagen antibody-induced arthritis treatment test
(In vivo) In this test, a mouse anti-collagen antibody-induced arthritis model was adopted.

An anti-collagen antibody solution (4 mg / ml, Arthritis cocktail manufactured by Immune Biology Laboratories) was injected into the tail vein of Balb / c mice (male, 5-6 weeks old, Charles River Japan Co., Ltd.). 0.5 ml was administered, and 3 days later, 0.1 ml of a lipopolysaccharide solution (0.5 mg / ml, Arthritis cocktail manufactured by Immune Biological Laboratories, Inc.) was intraperitoneally administered to induce arthritis.

7 days after the administration of the anti-collagen antibody solution
One day later, the degree of swelling was scored according to the criteria shown in Test Example 5, and mice with a score of 3 for both hind limbs were selected, and a therapeutic test was performed using these mice.

The test compound was suspended in a 0.5% tragacanth solution, and once a day at 10 ml / day for 3 days from the date of the above selection.
Oral administration was performed at a rate of kg. The control group received a 0.5% tragacanth solution instead of the test compound suspension.

After the administration of the test compound (or tragacanth solution) was completed, the degree of swelling of both hind limbs was scored again according to the criteria shown in Test Example 5. The inhibition rate was calculated from the score of each individual in the test compound administration group with respect to the average value of the scores in the control group, and thereby the inhibitory activity of the test compound was determined.

In this test, the compounds of the present invention showed an excellent anti-collagen antibody-induced arthritis therapeutic effect.

[0334]

The compound of the present invention has an excellent inhibitory action on inflammatory cytokine production (in particular, an inhibitory action on IL-1β and TNFα production), has good oral absorbability, and has low toxicity. So it is useful as a medicament, for example,
Analgesic / anti-inflammatory agent, antiviral agent, rheumatoid arthritis, osteoarthritis, allergic disease, asthma, sepsis,
As a preventive or therapeutic agent for psoriasis, osteoporosis, autoimmune diseases (eg, systemic lupus erythematosus, ulcerative colitis, Crohn's disease, etc.), diabetes, nephritis, hepatitis, tumor, ischemic heart disease, Alzheimer's disease, arteriosclerosis Useful and
In particular, it is useful as an analgesic / anti-inflammatory agent and a preventive or therapeutic agent for rheumatoid arthritis, osteoarthritis, allergic disease, sepsis, psoriasis, osteoporosis, ulcerative colitis, diabetes, hepatitis, arteriosclerosis. .

──────────────────────────────────────────────────の Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI theme coat ゛ (Reference) A61P 37/00 A61P 37/00 (72) Inventor Akira Nakao 1-258 Hiromachi, Shinmachi-ku, Tokyo F term in Sankyo Co., Ltd. (reference) 4C065 AA03 BB04 CC01 DD01 EE02 HH03 PP06 PP09 PP13 4C086 AA01 AA02 AA03 AA04 CB05 MA01 MA04 NA14 ZA07 ZA08 ZA97 ZB02 ZB05 ZB07 ZB11

Claims (30)

[Claims] 1. A compound having the following general formula (I), or a pharmacologically acceptable salt, ester or other derivative thereof: {In the formula, A, benzene having three groups R ^4, pyridine having two radicals R ^4, pyridazine having the group R ^4, a pyrimidine having a group R ^4, a furan having the group R ^4, the radicals R ⁴ represents a trivalent group of a ring selected from thiophene having ⁴ ; pyrazole having a group R ⁴ ; imidazole having a group R ⁴ ; isoxazole and isothiazole; R ¹ is an aryl group; An aryl group substituted with a group selected from a group β; a heteroaryl group; or a heteroaryl group substituted with a group selected from a group α and a group β, wherein R ² is a nitrogen atom A heteroaryl group having at least one nitrogen atom, and substituted with a group selected from the substituent group α and the substituent group β, wherein R ³ is a group represented by the following general formula ( IIa) (IIb) or (II
a group having c): [Wherein, the bond containing the dotted line represents a single bond or a double bond, m represents 1 or 2, R ⁵ represents a hydrogen atom, a substituent group α, a substituent group β, and a substituent group γ Represents one to three groups arbitrarily selected, one of D and E represents a nitrogen atom, and the other represents> C (R ⁶ ) — (where R ⁶ is a hydrogen atom, a substituent group represents one group selected from α and the substituent group β, and B represents a 4- to 7-membered heterocyclic ring (the ring is saturated or unsaturated; an aryl group, a heteroaryl group , A cycloalkyl group or a heterocyclyl group.). And R ⁴ is
Hydrogen atom; one group selected from substituent group β; cycloalkyl group substituted with a group selected from substituent group α, substituent group β and substituent group γ; aryl group;
An aryl group substituted with a group selected from the substituent group β and the substituent group γ; a heteroaryl group; a heteroaryl substituted with a group selected from the substituent group α, the substituent group β, and the substituent group γ A heterocyclyl group; or a heterocyclyl group substituted with a group selected from substituent group α, substituent group β and substituent group γ. However, the atoms on the cyclic group A to which R ¹ and R ³ are bonded are respectively adjacent to the atoms on the cyclic group A to which R ² is bonded. ｝ [Substituent group α] a hydroxyl group, a nitro group, a cyano group, a halogen atom, a lower alkoxy group, a halogeno lower alkoxy group,
Lower alkylthio group, halogeno lower alkylthio group,-
A group having NR ^a R ^b (where R ^a and R ^b are the same or different and each represent a hydrogen atom, a lower alkyl group, a lower alkenyl group, a lower alkynyl group, an aralkyl group, or a lower alkylsulfonyl group, Or a nitrogen atom to which R ^a and R ^b are bonded to form a heterocyclyl group.) [Substituent group β] a lower alkyl group, a lower alkenyl group, a lower alkynyl group, an aralkyl group, Cycloalkyl group, lower alkyl group substituted with a group selected from substituent group α, lower alkenyl group substituted with a group selected from substituent group α, substituted with a group selected from substituent group α Alkynyl group [Substituent group γ] oxo group, hydroxyimino group, lower alkoxyimino group, lower alkylene group, lower alkylenedioxy group, lower alkylsulfinyl Group, lower alkylsulfonyl group, aryl group, aryl group substituted with a group selected from substituent group α and substituent group β, aryloxy group, group selected from substituent group α and substituent group β Substituted aryloxy, lower alkylidenyl, aralkylidenyl. 2. A compound according to claim 1, wherein R ¹ is an aryl group; or an aryl group substituted with a group selected from the group of substituents α and β, or a pharmaceutically acceptable salt thereof; Esters or other derivatives. 3. The method according to claim 1, wherein R ¹ is phenyl,
A compound which is naphthyl, or phenyl or naphthyl substituted with a group selected from substituent group α and substituent group β, or a pharmacologically acceptable salt, ester or other derivative thereof. 4. The method of claim 1, R ¹ is phenyl,
Or compound is a phenyl substituted with a group selected from Substituent group alpha ¹ and Substituent group beta ¹ or a pharmacologically acceptable salt, ester or other derivative. [Substituent group α ¹ ] halogen atom, lower alkoxy group, halogeno lower alkoxy group, group having —NR ^a R ^b (wherein one of R ^a and R ^b represents a hydrogen atom or a lower alkyl group, and the other is Represents a hydrogen atom, a lower alkyl group or an aralkyl group.) [Substituent group β ¹ ] Lower alkyl group, halogeno lower alkyl group, hydroxy lower alkyl group, nitro lower alkyl group, amino lower alkyl group, lower alkylamino lower alkyl group A di (lower alkyl) amino lower alkyl group,
Aralkylamino lower alkyl group 5. The method of claim 1, wherein R ¹ is phenyl,
Or a compound which is phenyl substituted with a group selected from the following substituent groups, or a pharmacologically acceptable salt, ester or other derivative thereof. [Substituent groups] a halogen atom, a halogeno lower alkyl group,
A halogeno lower alkoxy group. 6. The method of claim 1, R ¹ is phenyl,
4-fluorophenyl, 3-fluorophenyl, 3-chlorophenyl, 3,4-difluorophenyl, 3,4
A compound which is 5-trifluorophenyl, 3-chloro-4-fluorophenyl, 3-difluoromethoxyphenyl or 3-trifluoromethylphenyl, or a pharmaceutically acceptable salt, ester or other derivative thereof. 7. A method selected from claims 1 to 6.
In any one of the terms, R ^TwoHas one or two nitrogen atoms
5- or 6-membered heteroaryl group containing:
And a nitrogen atom substituted with a group selected from substituent group β
A 5- or 6-membered heteroaryl group containing 1 or 2
Or a pharmacologically acceptable salt, ester or
Is other derivatives. 8. A method selected from claims 1 to 6.
In any one of the terms, R ^TwoBut pyridyl, pyrimidiny
Or a group selected from the substituent group α and the substituent group β
Compounds that are substituted pyridyl or pyrimidinyl
Or its pharmacologically acceptable salts, esters or other
Derivatives. 9. A method selected from claim 1 to claim 6.
In any one of the terms, R ^TwoIs 4-pyridyl, 4-pyridyl
Selected from midinyl, or substituent group α and substituent group β
4-pyridyl or 4-pyrimidini substituted with a group
Or a pharmacologically acceptable salt or ester thereof.
Or other derivatives. 10. The method according to claim 1, wherein R ² is 4-pyridyl, 4-pyrimidinyl, or one selected from substituent group α and substituent group β. Or a pharmacologically acceptable salt, ester or other derivative thereof, which is 4-pyridyl or 4-pyrimidinyl substituted at the 2-position with the group of 11. The method according to claim 1, wherein R ² is ² -pyridyl, 4-pyrimidinyl, or a 2-membered group selected from the following substituent groups. Is a substituted 4-pyridyl or 4-pyrimidinyl, or a pharmaceutically acceptable salt, ester or other derivative thereof. [Substituent groups] methoxy, amino, methylamino, benzylamino, α-methylbenzylamino 12. The method according to claim 1, wherein R ³ is a group having the general formula (IIa) or (IIb), and B is a group having one nitrogen atom. Containing, nitrogen atom, oxygen atom, sulfur atom, group> S
A 5- or 6-membered heterocyclic ring optionally containing one atom or group selected from the group consisting of O and a group> SO ₂ (the ring being saturated or unsaturated; an aryl group, Which may be fused with an aryl group, a cycloalkyl group or a heterocyclyl group), or a pharmacologically acceptable salt, ester or other derivative thereof. 13. The method according to claim 1, wherein R ³ is a group having the general formula (IIa) or (IIb), and B is D; E; A 5- or 6-membered heterocyclic ring of 3 or 4 carbon atoms, wherein the ring is saturated or unsaturated; it may be fused with an aryl, heteroaryl, cycloalkyl or heterocyclyl group Or a pharmacologically acceptable salt, ester or other derivative thereof. 14. The compound according to any one of claims 1 to 13, wherein R ³ is a group having the general formula (IIa) or a pharmaceutically acceptable salt, ester or other compound thereof. Derivatives. 15. The compound according to any one of claims 1 to 14, wherein B is pyrrolidine or pyrroline, or a pharmaceutically acceptable salt, ester or other derivative thereof. 16. The compound according to any one of claims 1 to 15, wherein m is 1, or a pharmacologically acceptable salt, ester or other derivative thereof. 17. The method according to claim 1, wherein R ⁵ is arbitrarily selected from a hydrogen atom, a substituent group α, a substituent group β, and a substituent group γ ^1. Compounds having one or two groups, or pharmacologically acceptable salts, esters or other derivatives thereof: [Substituent group γ ¹ ] oxo, hydroxyimino, lower alkoxyimino, lower alkylene, lower alkylenedi An oxy group, a lower alkylsulfinyl group, a lower alkylsulfonyl group, an aryl group, an aryl group substituted with a group selected from the substituent group α and the substituent group β. 18. The method according to claim 1, wherein R ⁵ is a hydrogen atom, a hydroxyl group,
A halogen atom, a lower alkoxy group, a lower alkylthio group, a halogeno lower alkoxy group, a lower alkyl group, a halogeno lower alkyl group, an oxo group, an aryl group, an aryl substituted with a group selected from the substituent group α and the substituent group β Group, lower alkylene group, lower alkylenedioxy group,
And arbitrarily selected from lower alkylsulfonyl groups and 1
Or a compound having two groups or a pharmacologically acceptable salt, ester or other derivative thereof. 19. The method according to any one of claims 1 to 16, wherein R ⁵ is a hydrogen atom, a hydroxyl group,
1 or 2 arbitrarily selected from a fluorine atom, a chlorine atom, methoxy, ethoxy, propoxy, methyl, ethyl, propyl, phenyl, and phenyl substituted with a group selected from the substituent group α and the substituent group β Or a pharmacologically acceptable salt, ester or other derivative thereof. 20. The method according to any one of claims 1 to 16, wherein R ⁵ is one group arbitrarily selected from a hydrogen atom, methoxy, methyl, ethyl, propyl and phenyl. A compound or a pharmacologically acceptable salt, ester or other derivative thereof. 21. The method according to any one of claims 1 to 20, wherein R ⁴ is a hydrogen atom; a lower alkyl group; a lower alkyl group substituted with a group selected from the substituent group α; An aryl group substituted with a group selected from substituent group α, substituent group β, and substituent group γ; a heterocyclyl group; or a group selected from substituent group α, substituent group β, and substituent group γ. A compound which is a substituted heterocyclyl group, or a pharmacologically acceptable salt, ester or other derivative thereof. 22. The method according to any one of claims 1 to 20, wherein R ⁴ is a hydrogen atom; a lower alkyl group; a halogeno lower alkyl group; or a substituent group α, a substituent group β, and a substituent. A compound or a pharmacologically acceptable salt thereof, which is a phenyl group substituted with a group selected from group γ,
Esters or other derivatives. 23. The compound according to any one of claims 1 to 22, wherein A is pyrazole having a group R ⁴ , or imidazole having a group R ⁴ , or a pharmaceutically acceptable salt thereof. , Esters or other derivatives. 24. The compound according to any one of claims 1 to 22, wherein A is pyrazole having a group R ⁴ , or a pharmacologically acceptable salt, ester or other derivative thereof. 25. The compound according to claim 1, wherein the compound is selected from the following or a pharmacologically acceptable salt, ester or other derivative thereof: 3- (1,2,3,5,6,8a-hexahydroindo Lysin-7-yl) -5-phenyl-4- (pyridin-4-yl) pyrazole 5- (3-fluorophenyl) -3- (1,2,3,
5,6,8a-Hexahydroindolizin-7-yl)
-4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (1,2,3,
5,6,8a-Hexahydroindolizin-7-yl)
-4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-methyl-
1,2,3,5,6,8a-Hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-phenyl-1 , 2,3,5,6,8a-Hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-hydroxy-1, 2,3,5,6,8a-Hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-methoxy-1,2 , 3,5,6,8a-Hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 3- (2-fluoro-1,2,3,5,6,8a-hexa (Hydroindolizin-7-yl) -5- (4-fluorofuran Enyl) -4- (pyridin-4-yl) pyrazole 3- (2,2-difluoro-1,2,3,5,6,8
a-Hexahydroindolizin-7-yl) -5- (4
-Fluorophenyl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (8-methyl-
1,2,3,5,6,8a-Hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 5- (3-chlorophenyl) -3- (1,2,3
5,6,8a-Hexahydroindolizin-7-yl)
-4- (pyridin-4-yl) pyrazole 3- (1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4- (pyridin-4-yl)-
5- (3-trifluoromethylphenyl) pyrazole 5- (3,4-difluorophenyl) -3- (1,
2,3,5,6,8a-hexahydroindolizine-7
-Yl) -4- (pyridin-4-yl) pyrazole / 5
-(4-fluorophenyl) -3- (1,2,3,5
6,8a-hexahydroindolizin-7-yl) -1-methyl-4- (pyridin-4-yl) pyrazole 3- (4-fluorophenyl) -5- (1,2,3,
5,6,8a-Hexahydroindolizin-7-yl)
-1-Methyl-4- (pyridin-4-yl) pyrazole ・ 3- (4-fluorophenyl) -1-methyl-5-
(2-methyl-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 3- (4-fluorophenyl) -1-methyl −5-
(2-phenyl-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4- (pyridine-4-
Yl) pyrazole 3- (4-fluorophenyl) -5- (2-hydroxy-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -1-methyl-4- (pyridine -4-
Yl) pyrazole 3- (4-fluorophenyl) -5- (2-methoxy-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -1-methyl-4- (pyridine -4-yl) pyrazole 5- (2-fluoro-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -3- (4-fluorophenyl) -1-methyl-4 -(Pyridin-4-yl) pyrazole 5- (2,2-difluoro-1,2,3,5,6,8
a-Hexahydroindolizin-7-yl) -3- (4
-Fluorophenyl) -1-methyl-4- (pyridine-
4-yl) pyrazole 3- (4-fluorophenyl) -1-methyl-5
(8-methyl-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -4- ( Pyridine-4
-Yl) -3- (3,5,6,8a-tetrahydroindolizin-7-yl) pyrazole 5- (4-fluorophenyl) -3- (1,2,3,
5,8,8a-Hexahydroindolizin-7-yl)
-4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (7-hydroxy-1,2,3,5,6,7,8,8a-octahydroindolizine-7 -Yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (1,2,3,
5,6,7,8,8a-octahydroindolizine-7
-Yl) -4- (pyridin-4-yl) pyrazole 4- (4-fluorophenyl) -1- (1,2,3,
5,6,7,8,8a-octahydroindolizine-7
-Yl) -5- (pyridin-4-yl) imidazole 5- (4-chlorophenyl) -3- (1,2,3,
5,6,8a-Hexahydroindolizin-7-yl)
-4- (pyridin-4-yl) pyrazole 3- (2-ethyl-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -5- (4-fluorophenyl)- 4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-propyl-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4 -(Pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-methylidene-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4- (Pyridin-4-yl) pyrazole 3- (2-ethylidene-1,2,3,5,6,8a-
Hexahydroindolizin-7-yl) -5- (4-fluorophenyl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-propylidene-1,2,2 3,5,6,8a-Hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -1-methyl-3-
(2-methyl-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -1-methyl -3-
(2-phenyl-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4- (pyridine-4-
Yl) pyrazole 5- (4-fluorophenyl) -3- (2-hydroxy-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -1-methyl-4- (pyridine -4-
Yl) pyrazole 5- (4-fluorophenyl) -3- (2-methoxy-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -1-methyl-4- (pyridine -4-yl) pyrazole 3- (2-fluoro-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -5- (4-fluorophenyl) -1-methyl-4 -(Pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -1-methyl-3-
(8-methyl-1,2,3,5,6,8a-hexahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- ( 2-methyl-
3,5,6,8a-Tetrahydroindolizin-7-yl) -4- (pyridin-4-yl) pyrazole 3- (2-ethyl-3,5,6,8a-tetrahydroindolizin-7-yl ) -5- (4-Fluorophenyl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-propyl-3,5,6,8a-tetrahydroindolizine- 7-
Yl) -4- (pyridin-4-yl) pyrazole 5- (4-fluorophenyl) -3- (2-phenyl-3,5,6,8a-tetrahydroindolizine-7-
Yl) -4- (pyridin-4-yl) pyrazole. 26. A medicament comprising the compound according to any one of claims 1 to 25 or a pharmacologically acceptable salt, ester or other derivative thereof as an active ingredient. 27. A method for producing a compound having the following general formula (53), which comprises substantially the following step A, step B, and step C: [Wherein, B is a 4- to 7-membered heterocyclic ring (the ring is saturated or unsaturated; and may be condensed with an aryl group, a heteroaryl group, a cycloalkyl group or a heterocyclyl group)] Wherein R ⁵ is 1 selected from a hydrogen atom, a substituent group α, a substituent group β, and a substituent group γ.
To indicate the three groups, R ^24, R ²⁵ and R ²⁶ are the same or different and each represents one group selected from the groups defined in R ^5, the carbon atom marked with * The configuration based on indicates S or R. <Step A> Compound having the following general formula (48) or a reactive derivative thereof; [Wherein, B, R ⁵ , R ²⁴ , R ²⁵ and R ²⁶ have the same meanings as described above, R ⁷ represents a carboxyl-protecting group, and *
The configuration based on the carbon atom with is represented by the general formula (53)
Shows the same configuration as the compound having To produce a compound having the following general formula (49): [Wherein, B, R ⁵ , R ²⁴ , R ²⁵ , R ²⁶ and R ⁷ have the same meanings as described above, and the configuration based on the carbon atom marked with * is a compound having the general formula (53) Shows the same configuration. <Step B> a step of producing a compound having the following general formula (50) by hydrolyzing and decarboxylating the compound having the general formula (49); [Wherein, B, R ⁵ , R ²⁴ , R ²⁵ and R ²⁶ have the same meanings as described above, and the configuration based on the carbon atom marked with * is the same as that of the compound having the general formula (53). Is shown. <Step C> A step of producing a compound having the general formula (53) by reducing the amide moiety of the compound having the general formula (50). [Substituent group α] a hydroxyl group, a nitro group, a cyano group, a halogen atom, a lower alkoxy group, a halogeno lower alkoxy group,
Lower alkylthio group, halogeno lower alkylthio group,-
A group having NR ^a R ^b (where R ^a and R ^b are the same or different and each represent a hydrogen atom, a lower alkyl group, a lower alkenyl group, a lower alkynyl group, an aralkyl group, or a lower alkylsulfonyl group, Or a nitrogen atom to which R ^a and R ^b are bonded to form a heterocyclyl group.) [Substituent group β] a lower alkyl group, a lower alkenyl group, a lower alkynyl group, an aralkyl group, Cycloalkyl group, lower alkyl group substituted with a group selected from substituent group α, lower alkenyl group substituted with a group selected from substituent group α, substituted with a group selected from substituent group α Alkynyl group [Substituent group γ] oxo group, hydroxyimino group, lower alkoxyimino group, lower alkylene group, lower alkylenedioxy group, lower alkylsulfinyl Group, lower alkylsulfonyl group, aryl group, aryl group substituted with a group selected from substituent group α and substituent group β, aryloxy group, group selected from substituent group α and substituent group β Substituted aryloxy, lower alkylidenyl, aralkylidenyl. 28. The method according to claim 28, wherein the step C is substantially the following step C
28. The method according to claim 27, comprising a step C2 and a step C3. <Step C1> a compound having the general formula (50) and a general formula: R ¹⁴ —NH—R ¹⁵ [where R ¹⁴ and R ¹⁵ are The same or different and each represents a hydrogen atom, a lower alkyl group or an aralkyl group, or R ¹⁴ and R ¹⁵ together with the nitrogen atom to which they are attached form a heterocyclyl group] Producing a compound having the following general formula (51) by reacting the compound with the compound having: Wherein B, R ⁵ , R ²⁴ , R ²⁵ , R ²⁶ , R ¹⁴ and R
¹⁵ has the same meaning as described above, and the configuration based on the carbon atom marked * has the same configuration as the compound having the general formula (53). <Step C2> a step of producing a compound having the following general formula (52) by reducing the amide moiety of the compound having the general formula (51); Wherein B, R ⁵ , R ²⁴ , R ²⁵ , R ²⁶ , R ¹⁴ and R
¹⁵ has the same meaning as described above, and the configuration based on the carbon atom marked * has the same configuration as the compound having the general formula (53). <Step C3> A step of producing a compound having the general formula (53) by hydrolyzing the compound having the general formula (52). 29. A compound having the following general formula (48) or a reactive derivative thereof: [Wherein, B is a 4- to 7-membered heterocyclic ring (the ring is saturated or unsaturated; and may be condensed with an aryl group, a heteroaryl group, a cycloalkyl group, or a heterocyclyl group)] Wherein R ⁵ is 1 selected from a hydrogen atom, a substituent group α, a substituent group β, and a substituent group γ.
R ⁷ represents a carboxyl group-protecting group; R ²⁴ , R ²⁵ and R ²⁶ are the same or different and are each one selected from the groups defined for R ⁵ And the configuration based on the carbon atom marked with * is
Shows S or R. To form a compound having the following general formula (49): [Wherein, B, R ⁵ , R ²⁴ , R ²⁵ , R ²⁶ and R ⁷ have the same meanings as described above, and the configuration based on the carbon atom marked with * is a compound having the general formula (48) The same configuration is shown. ]. [Substituent group α] a hydroxyl group, a nitro group, a cyano group, a halogen atom, a lower alkoxy group, a halogeno lower alkoxy group,
Lower alkylthio group, halogeno lower alkylthio group,-
A group having NR ^a R ^b (where R ^a and R ^b are the same or different and each represent a hydrogen atom, a lower alkyl group, a lower alkenyl group, a lower alkynyl group, an aralkyl group, or a lower alkylsulfonyl group, Or a nitrogen atom to which R ^a and R ^b are bonded to form a heterocyclyl group.) [Substituent group β] a lower alkyl group, a lower alkenyl group, a lower alkynyl group, an aralkyl group, Cycloalkyl group, lower alkyl group substituted with a group selected from substituent group α, lower alkenyl group substituted with a group selected from substituent group α, substituted with a group selected from substituent group α Alkynyl group [Substituent group γ] oxo group, hydroxyimino group, lower alkoxyimino group, lower alkylene group, lower alkylenedioxy group, lower alkylsulfinyl Group, lower alkylsulfonyl group, aryl group, aryl group substituted with a group selected from substituent group α and substituent group β, aryloxy group, group selected from substituent group α and substituent group β Substituted aryloxy, lower alkylidenyl, aralkylidenyl. 30. A substantially pure optically active substance having the following general formula (53). Embedded image [Wherein, B is a 4- to 7-membered heterocyclic ring (the ring is saturated or unsaturated; and may be condensed with an aryl group, a heteroaryl group, a cycloalkyl group or a heterocyclyl group)] Wherein R ⁵ is 1 selected from a hydrogen atom, a substituent group α, a substituent group β, and a substituent group γ.
To indicate the three groups, R ^24, R ²⁵ and R ²⁶ are the same or different and each represents one group selected from the groups defined in R ^5, the carbon atom marked with * The configuration based on indicates S or R. [Substituent group α] a hydroxyl group, a nitro group, a cyano group, a halogen atom, a lower alkoxy group, a halogeno lower alkoxy group,
Lower alkylthio group, halogeno lower alkylthio group,-
A group having NR ^a R ^b (where R ^a and R ^b are the same or different and each represent a hydrogen atom, a lower alkyl group, a lower alkenyl group, a lower alkynyl group, an aralkyl group, or a lower alkylsulfonyl group, Or a nitrogen atom to which R ^a and R ^b are bonded to form a heterocyclyl group.) [Substituent group β] a lower alkyl group, a lower alkenyl group, a lower alkynyl group, an aralkyl group, Cycloalkyl group, lower alkyl group substituted with a group selected from substituent group α, lower alkenyl group substituted with a group selected from substituent group α, substituted with a group selected from substituent group α Alkynyl group [Substituent group γ] oxo group, hydroxyimino group, lower alkoxyimino group, lower alkylene group, lower alkylenedioxy group, lower alkylsulfinyl Group, lower alkylsulfonyl group, aryl group, aryl group substituted with a group selected from substituent group α and substituent group β, aryloxy group, group selected from substituent group α and substituent group β Substituted aryloxy, lower alkylidenyl, aralkylidenyl.