TW381093B - 2-phenyl-1-benzyl indole compounds as estrogenic agents - Google Patents

Abstract

The present invention relates to new 2-phenyl-1-[4-2-aminoethoxy]-benzyl]-indole compounds which are useful as estrogenic agents, as well as pharmaceutical compositions and methods of treatment utilizing these compounds, which have the general structures I or II in which: R1 is selected from H, OH, or C1-C6 alkyl ester (straight chain or side chain), C1-C6 alkyl ( straight chain or side chain or cycloparaffin) ether, or halogen or C1-C4 halogen ether containing trifluoride methyl ether and trichloride methyl ether; R2 is H; R3 and R4 are selected from H, OH, or C1-C6 alkyl ester ( straight chain or side chain ), C1-C6 alkyl ( straight chain or side chain or cycloparaffin ) ether, benzyloxyl, halogen or C1-C4 halogen ether containing trifluoride methyl ether and trichloride methyl ether, C1-C6 alkyl ( straight chain or side chain ), or trifluoride methyl, but with the condition that when R1 is H, R2 is not OH; R5 is methoxyl or H; R6 is H; X is selected from H, C1-C6 alkyl, cyano, halogen; n is 2 or 3; Y is selected from : -N-R7R8 wherein R7 and R8 are selected from hydroxyl, halogen, C1-6 alkyl and cyclohexane; or R7 and R8 together form piperidine, acriheptine, acribicyclicheptine, acribicyclicaprylic, piperazine, acricaprylic and pyrrolidine and the piperidine can be optionally substituted by C1-6 alkyl or hydroxyl and acribycyclicaprylic can be optionally substituted by C1-6 alkyl and the pharmaceutically acceptable salts.

Description

A7 V. Description of the invention (The reaction for making this compound is similar to the production number 1 OU; 'Η NMR (DMSO) 7.50-7.29 (m, 11 Η), 7.17 (d, 1 H, J ( d, 1 H, J = 2.4Hz), 7.02 (d, 1H, J = 2.4Hz), 6.93-6.85 (in, 2 4H), 5.14 (s, 2H), 5.13 (s, 2H), 5.07 (m , 2 H), 3.92 (t, 2 H, (t, 2H, J = 5.9Hz), 2.42-2.29 (m, 4 H), 1.94 (s, 3H), 1.44 --1.34 (m, 2H). Example No. 133 3-Gas 2- 2- (4-fluorene-phenyl) -1--7.: 8.4Hz), 7.05 Η), 6.75-6.65 (m J = 5.9Hz), 2.55 1.40 (m , 4 H), 1.38 Γ 4- (2-Pyrrolidine-b-yl-ethoxy) -benzyl) -1H-indole-5 (HCL) Synthesized as in Example No. 134

Mp = 233-235 ° C; lH NMR (DMSO) 10.50 (s, 1 H), 9.88 (s, 1 H |, 9.01 (s, 1 H), 7.30 -7.20 (m, 3 H), 6.90 * 6.80 (m, 7 H), 6.68 (dd, 1 H, J = 2.4, Hz, 8.8 Hz), 5.20 (s, 2 H), 4.22 (t, 2 H, J = 4.8 Hz), 3.47 (t, 2 H, J = 4.8 Hz), 3.1 (1 (bm, 4 H), 1.90 (s, 4 H); IR (KBr) 3400, 1625, 1475, 825 cm'1; MS el m / z 462 (M +) ; C27H77C1N2 〇b +1 HC1 + .75H2 0 CHN calculation Example No. 1 3 4 Remove the benzyl ester to produce 3-ambient-2- U- 筠--Rong even) 1 Η-引 引 11¾ (Please read the back first Please note that you need to fill in this page again.) Packing. Ordered by the Central Bureau of the Ministry of Economic Affairs, Shellfish Consumer Cooperative, printed -hm (ηc η is similar to the step-based ether of 3-methylindolin outlined in Method 7. This compound is then as The transformation described in the aforementioned method 8 ρ = 207- 209 ° C; 1 H NHR (DMS0) 10.10 to remove benzyl hydrochloride; 7.22 (d, 1 H, J: (bs. 1 Η), 9.86 (s, 1H), 9.07 (s, 1 H), 7.26 (d, 2 H, J = 8.6 Hz), 8.8 Hz), 6.87 (d, 2 H, J = 8.6Hz), 6.81-6.78 (m, 5 H) , 6.65 (cd, 1 H, J = 8.8 Hz, J = 2.2 Hz), 5.20 (s, 2 H), 4.27 (t, 2H, J = 5.0Hz), 3.44-3 M (m, 4 H), 3.00 -2.85 (m, 2 H), 1.81-1.60 (m, 5H), 1.41-1.26 (m, 1 H); IR (KB ·) 3350, 1470 89- This paper size Applicable to China National Standard (CNS) A4 standard (210 > 297 ft) A7 B7 Printed by the Consumers' Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs 5. Description of the invention (1) 1 1 This invention is related to novelty 2-phenyl-1- C 4-(2 -Amine 1oxy) -benzyl] 1 1 indene compound > its estrogen as an estrogen > and Heli η these compounds 1 | the m-synthetic composition treatment method 〇 Please 1 I ϋ_ 明Background Read First 1 I 1 | Use of hormone replacement therapy to prevent bone loss in women after menopause. I have lost a lot of back. 1 I 1 more previous examples can be followed. General treatment of estrogen supplementation is like separating the daytime meaning 1 | The female _ t female leaven > ethynyl glycol or co-challenge estrogen 1 1 re 1 side (P r e ma r i η was obtained from Wyeth Pharmaceuticals). In a patient 4 due to estrogen filling, the proliferative effect of the hormone on the uterine tissue has a resistive amount (estrogen is not page 1 I and the use of lutein) is contraindicated. Hyperplasia is associated with endometrium 1 1 ectopic and / or increased risk of endometrial cancer. Estrogen without 1% anti-estrogen 1 1 is unclear for breast group / Ah 繊 > but it is also worrying Estrogen 1 1 Order 1 Maintain bone elasticity 9 Simultaneously reduce the need for uterine and breast growth | There is a clear need for a non-steroidal anti-estrogens once used in ovariectomy 1 I rat model and human clinical trials to maintain bone 〇For example: Mosfene 1 1 (T a οι 0 X ife η by Ze neca Pharmaceuticals »Dravid State * Witton > Tasmofen Citrate sold under the 1 No vade X® brand) Relief treatment of breast cancer by various VIs and similar effects for estrogen-producing agents on bone in the human body 1 1 Fruit ο but also a part of the agent in the uterus 9 It also causes a concern. 瑞罗思 1 | Fen (R a 1 0 X if e η), phenanthrene and anti-estrogens, _showed in eggs «1 | The degree of growth of the stimulated uterus of the resected rats is lower than that of tamoxifen, while maintaining the ability to protect bone mass. 0 For a comprehensive overview of the marketability of tissue-selective estrogen, see Discussion 1 | Article: T i SS ue -S el ective A cti 〇ns 0 f Es tr 0 1 e η A na 1 〇gs ", 1 Bo ne V 0 1 .1 7, N 〇 4, 195 1 3-〇, 1 8 1 s- 1 30S 〇1 1 1 1 1 1 This paper size applies to Chinese National Standard (CNS) A4 (2 丨 0297mm) Printed by A7 B7, Shellfish Consumer Cooperative, Central Standards Bureau of the Ministry of Economic Affairs 5. Description of the invention (2)昤 As an estrogen antagonist has been reported in Von Chemical Abstracts, Vol. 99, Abstract No. 5 3 88U. See also, J. Med. Chee 2635-2 84 0; J. Med. Chen. 1 987, 3 0, 13 1 Ger. 0ffen., DE 3821148 A1 891228 and WO 96/03375. These prior art compounds share the same structural similarity as the compounds of the present invention, but with different functionalities. For compounds containing amidines, there is no phenyl group as the perylene. The reported data for these compounds indicate that they have a weaker binding to the estrogen receptor than the compounds of the invention and that the reported compounds including a basic fluorene chain have shown a 4th house treatment effect in rat uterus The family of compounds listed in 03375 has a benzyl group, but does not have a salty side. "These compounds + most of them fall into the category of compounds with the best characteristics of" pure antiestrogens ". Most of the currently described compounds, because of their specific side, act as pure anti-estrogens in the uterus, and show strong dynamical effects in bone and heart and blood vessel systems. The related prior art compounds described in this article have not been Prove it

Angerer,, No. 7 (198 3). 1 9 9 0, 33, -1 36 «See also the indole of a boat compound with chain" The anti-statement has a consolidated version of Otsuka, the formulae I and 11 have the same as This WO A 95 17383 (Kar Bio AB) has a long straight hormone. Another related patent WOA 9 3 1 0 7 4 1 describes 5-hydroxyindole WO 9 3/2 3 3 7 4 (Japanese medicine) describing other compounds with different structures. R3 is defined as a sulfanyl group and the reference materials do not show the same structure provided by the invention with the indole compounds with the same structure, in which the side requirements are similar to those described herein, these compounds are amidine; in the present invention there is no Apply 11 fluorinated indole. This paper size applies to China National Standard Season (CNS) A4 specification (210X297 mm) — IIIII packaging — IIIII order II —— ^ ― 1 " (Please read the precautions on the back before filling this page) / Antagonist. In vitro staining analysis showed anti-estrogen _, and at the same time, uterine irritation caused suppression in rats. The combination and reduction of total bile A7 B7 V. Description of the invention (3) Invention ^ Illustrative formula (U and (II) of the general structure type 2-Benzene in the treatment of estrogen deficiency related diseases. Estrogen effect. The compounds of the invention show a strong binding analysis of estrogen receptors, including the analysis of Ishikawa's peptidase and ERE. These compounds have very few inherent estrogen properties and have been proven to completely antagonize Glycol production has shown little or no use in the analysis of individual doses of rat uterus. In addition, some of these compounds have been shown to have little or no uterine stimulatory effect on bone loss during ovariectomy, and are generally also found in ovariectomized animals. Reduce the weight and increase the sterol content. The present invention includes compounds of formula I or II: (Please read the precautions on the back before filling out this page) Packing _,? Τ X R3

(CH2) n_Y or

(CH2) n-Y (Π) Printed by the Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs

(D where:

Ri is selected from Η, -C12_ (straight or branched #) or its Ci -C12 (straight or branched or cyclic) alkyl ether, or halogen; or Ci including fluoromethyl ether and trimethyl ether -C4 toothed ether; -5-This paper size applies to Chinese National Standards (CNS> A4 specification (210X297 mm). Employees of the Central Standards Bureau of the Ministry of Economic Affairs printed by the cooperative. A7 B7. 5. Description of the invention (4) R2, R3, R4, Ri3 and Ji 6 are respectively selected from H, 0H or [1 _ C 12 ester (straight or branched chain) or Ci-Cw (straight or branched or cyclic) alkyl ether, halogen, or trifluoromethyl Ci-C, t-halogenated ether, trialkyl, Ci-Ce alkyl (straight- or branch-bonded), or trifluoroEP based on triethyl ether and trichloromethyl ether, provided that when Ri is Η, R2 Is not 0Η; X 傜 is selected from H, Ci-Ce alkyl, alkyl, nitro, trifluoromethyl, halogen; η is 2 or 3; Υ image is selected from: a) the part, / R7, N Re where R? And Rs are selected from H, Cl-Ce alkyl, or optionally CN, Ci-Cs alkyl (straight or branched), halogen, -OH, -CF 3. -〇CF 3 Substituted phenyl; b)-a five-membered saturated And or partially saturated heterocycles, which contain at most two heterocycles selected from the group consisting of -0-, -NH-, -N (Ci-Cz), -N =, and -S (0) m- Atom, where hi is 0-2 = [Integer, if necessary, 1-3 are selected from the group consisting of hydrogen, hydroxyl, halogen 3 ㊁, C 1 -C 4 alkyl, trihalomethyl, Cl -C4 alkoxy Base, trihalomethyl, C 1 -C 4 fluorenyl, Ci -iU alkylthio, Ci-Cd alkylsulfinyl, C 1 -C 4 alkylsulfonyl, Ci-C4 ) Alkyl, -C02 H-, -CN 'C0NHR 1-,-NH2-, Ci-C4 alkylamino, bis (C1-C4) alk-6-amino, This paper size applies to Chinese national standards (CNS ) A4 specification (210X 297mm) wide, please read the note of% Back δ before filling in this page. Binding standard standard member of the Ministry of Economic Affairs X. Printed by the cooperative A7 Β7 V. Description of invention (,) -NHSO 2 R 1- ,-NHCOR 1-, -N 0 2-and optionally substituted with 1-3 苯基 (Ci -C4) alkyl substituted phenyl substituents; lg g) a six-membered saturated, unsaturated or partially saturated hetero A ring whose 傜 contains at most two selected from the group consisting of -〇-,- ΝΗ-, -MC !. -C- Yuanji) _, -N =, and -S (0) m- heteroatoms, where m is an integer from 0-2, and 1 to 3 are selected as needed Including hydrogen, hydroxyl, halogen, (1-C4 alkyl, trihalomethyl, Cl-C4 alkanoyl, trihalomethoxy, C1-C4 acidoxy, Cl-C4 alkylthio, Ci _C4 courtyard sub-base, C 1 -C 4 comprehensive base, Ci-C4 base, -COsH-, -CN '-C0NHR 1-, -NH 2 Ci -C4 alkylamino group, Di (C 1 -C 4) amino group. -NHS0 2 R 1-, -NHC0R 1-, -N0 2-and substituents of phenyl substituted with 1-3 (Ci -C4) alkyl groups if necessary Substitution; or d) —a t-membered, unsaturated, or partially saturated heterocyclic ring, wherein 僳 contains up to two members selected from the group consisting of -0, -N,-, -N (C1-Cz alkyl)-, -N =, and -S (0) m-heteroatom, where in is an integer of 0-2, and optionally 1-3 are selected from the group consisting of hydrogen, hydroxyl, halogen, C 1 -C 4 , Trihalomethyl, Ci-C4 alkoxy, trihalomethoxy, ci-c 4 moxy, Ci-C4 alkylthio, C: 1-C4 alkenesulfinyl, Cl-C 4 alkane Sulfonyl, hydroxyl ("-C 4) Alkyl, -C02 H-, -CN-x -C0NHR 1-. -NH 2-, C 丄 -C 4 alkylamino, di (C i-C 4) amino, -NHS0 2 R a -, -NHC0R! '-N 0 2-and optionally substituted with 1-3 (Ci -C4 > alkyl-substituted phenyl substituents; or e)-a bridge containing 6-12 sulfonic atoms Or condensed bicyclic heterocyclic ring, whose 傜 contains at most two selected from the group consisting of -0-, -NH '-N (-7-C 1 -C 4 alkanes. The paper size is applicable to the Chinese National Standard (CNS) A4 specification (21 OX 297 mm) Please read the precautions for backing Λ before filling out this page. Binding and printing on the central standard of the Ministry of Economic Affairs, Consumer Co-operative Printing A7 B7 V. Description of the Invention (Knowledge)-, -N =, and-S (0 ) m-heteroatom, where B is an integer from 0 to 2, and optionally 1 to 3, respectively, selected from the group consisting of hydrogen, hydroxy 1 丨 •, halogen, Cl-C4, trimethyl, Cl-C4 alkyl group, trihalomethoxy group, C1-C4fluorenyl group, Ci-C4 alkylthio group, Ci-C < alkylsulfinyl group, Ci-C * alkylsulfonyl group, hydroxyl group (Ci- fU) alkyl, -CO 2 H '-CN'-C 0 NHR 1 '-ΝΗ 2' C i -C 4 Alkylamino, di (C! -C4) alkylamino, -NHSO 2 R 1-, -NHCOR 1 '-NO 2-and optionally phenyl substituted with 1-3 (Ci -C4) alkyl groups Substituent substitution; and pharmaceutically acceptable salts thereof. The better compounds of the present invention are those having a general structure I or II, wherein: K1 · is selected from the group consisting of H, 0H or Ci-C12 esters or their alkyl ethers, and Fs; R2, R3, R4, RS And "respectively selected from the group consisting of fluorene, 0H, or C 1 -C 12 esters or their ethers, dentines, gas groups, Ci -Cs groups, or trimethyl, preferably trifluoromethyl, provided that, When Ri is Η, R 2 is not 0H; X is selected from H, Ci-Cs alkyl, fluorenyl, nitro, trifluoromethyl, halogen; Y is this part: wR7 \ Re where R7 and R8 Respectively selected from H, Ci-C6 alkyl, or combined with-(CH2), where P is an integer from 2 to 6 so as to form a ring, and the ring is optionally selected from up to 3, including hydrogen, hydroxyl, halogen Ci-C 4 -8-This paper size applies to China National Standard (CNS) A4 (210X 297 mm) Please read the precautions on the back before filling in this page.

Central quasi-% of the Ministry of Economic Affairs printed A7 B7 printed by consumer cooperatives V. Description of the invention (7) Alkyl, trihalomethyl, Cl-C4 alkane, trihalo 1 1 group, C 1-C 4 alkylthio group , Ci-C4 alkylsulfonyl, C1-C4 alkylsulfinyl, hydroxy (C i -C 4) alkyl, -C 0 2 fluorene, -CN, -C 0 NH (C 1 -C 4), -NH 3, Ci-tU alkylamino, Ci-C4 dialkylamino, -HHS 〇 2 (C! -C 4), -NHC 0 (Ci-C 4), and -N 0 a, substituents Substitutions and pharmaceutically acceptable salts thereof. As previously mentioned, the ring formed with r8 may include, but is not limited to, aziridine, azetidine, pyrrolidine, hexapyridine, f 5 methyleneamine ring or t methyleneamine ring β The best compounds of the present invention are those having the general structure I or II, wherein Ri is 0H; R2-Re is as defined above; X 傜 is selected from C1, N 0 2, CN, CF 3 or C Η 3 Base; and Y is the part, corpse 7 \ Re · and R7 and R8 together are-(CH2) r-, where r is an integer from 4 to 6 to form a ring, which can be selected from up to three if necessary Including hydrogen, hydroxy, halogen, Cl-C4 alkyl, trihalomethyl, Cl-C4 alkyloxy, trihalomethyl, Ci-C4 alkylthio, Ci-tU alkylsulfonyl, C 1-C 4 alkanesulfinyl, hydroxy (Cl -C4) alkyl, -C02 Η, -CN, -CONH (Ci -C4) alkyl, -NΗ3, Ci -C4 alkylamine 5 — * (Ci -C4) alkane Amino group, -NHS02 (Ci -C4) alkyl group, -NHC 0 (C i -C 4) alkyl group, and -N 0 2 substituents are substituted for 9 and its pharmaceutical composition. -9-This paper size is in accordance with Chinese National Standard (CNS) A4 (210X 297mm) Please read the precautions before filling in this page to bind A7 B7 V. Description of the invention (ί) Another crossbones of the invention In the embodiment, where R7-(CH2) P-, where p is an integer from 2 to 6, it is preferred to form a look around 1-3 selected from the group including Ci-(printed by the Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs Fluoromethyl. This acid salt can be obtained from triethylamine salt by free radicals or dibasic acid salts. The desired acid of phosphorous acid can accept iodic acid, acid, citric acid, acid. Substitute the acid and R 8 together to form a 4 to 6, 3 alkyl, trihalo, hydrogen, phenyl, nitro, -CN substituents including phenolic sulfate, amine Sulfonates are rapidly prepared by reacting free phenolic compounds with triple gaseous sulfur complexed with amines (e.g., pyridine, etc.). They are produced from the desired alkylamino amine sulfohydrazine in the presence of a suitable base such as pyridine. Prepared by processing "Phenol and the desired sulfonyl sulfonyl group gas are suitable for alkali. The invention includes phosphate compounds containing phenols. Phosphates can be hydrolyzed to produce free phosphate salts by the hydrolysis of phenols with appropriate chlorophosphonium dialkyl phosphates, in which the phenol is the dialkyl of the desired dialkylphosphonium nitride phenol O-acid salts. Includes inverse salt forms from additions with inorganic or organic acids. Inorganic acids such as hydrogen acid, sulfuric acid, phosphoric acid, nitric acid, and organic acids such as citric acid, maleic acid, malic acid, etc. Tartrate methanesulfonic acid, toluenesulfonic acid, sulfonic acid, camphor compounds known to have basic nitrogen can be compounded with many different acid acids), and they are generally preferred. The sulfate ester, thiotrimethylamine, aminosulfonic acid of the present invention Amine or alkylamine sulfates can be reacted with dialkyl phosphates in the presence of a reaction, or a reaction can be applied to produce the hydrobromic acid, hydroacetic acid, propyl, phthalic acid, butanoic acid, benzenesulfonate (Protonic acid compounds are granted in salt form. Furthermore, the present invention includes Grade 4 of the compounds. The paper size is applicable to the Chinese National Standard (CNS) A4 specification (210X 297 mm). (Please read the precautions on the back before (Fill this page) A. Clothing. Order A7 B7 5. Invention Description (9) Ammonium salts. These can be prepared by reacting a nucleophilic amine with a hydrazone bond with a suitable halogenated alkyl or benzyl halide. The compound of the invention can be synthesized according to the following flow chart. Example 1 (Please read the notes on the back before filling this page) Printed by the Consumers' Cooperatives of the Central Bureau of Standards of the Ministry of Economic Affairs -1 1 This paper applies Chinese national standards (CNS ) A4 size (210X297mm) Printed by the Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs

I -------- install-(Please read the precautions on the back before filling this page)

、 1T -12 This paper size is in accordance with Chinese National Standard (CNS) A4 specification (210 X 297 mm) A7 B7-bromoketone (b) and the after product are prepared by gasification of benzyl (e). When. Better guarantee 5. Invention description (") The initial indine synthesis is heated in DMF to form indene (c) by heating appropriately substituted "desired". Natural benzyl (e) is alkylated to produce a substituted indene (f). It can be quickly prepared from the aldehyde (d) in the two steps shown. The product (g) can be converted from (f) alcohol to bromine by reduction of the ester, replacing bromine with the desired amine in a suitable solvent ^ THF or DMF, and finally protecting R 1 or R 2 or both if necessary. In the case of ester protection, deprotection requires benzyl as the protecting group, which can be easily removed by several conventional methods (specifically, hydrolysis). ---------- Outfit-(Please read the precautions on the back before filling out this page) The Central Consumers Bureau of the Ministry of Economic Affairs's consumer co-operative prints. The bromine 3 is set to t and the N-site of the ash group is connected with the 3-al group. It is better to borrow the S-ester of 3- than the amine, and to borrow U1B3-acid. The basis is 醯. Quality. Election, nl, ^ 0 ^ 0 ^^ __ 0 Nitrogen is two into the first I) B1 can be a foreign body, and Ding Wanzhi (I or i or Jishutaiji selects the chlorine chloride, mercury, yl.) Its cyanoselective N-easy group is used as one of rffl nitriles. It can be used as a solvent for methylation fo to form an aryl group. It can be used as a fluorinated fluorene 1 (hydrogen and nitrate. It can be shown as easy-to-test trisine ^ 1) B * is made of fluorinated dual-core®r, which can be obtained by fluorid, and it is made of triamine and triammonium — it is made in the same position. The second is to take M ^ oxime. Ding Zuo of earthworms can be topped up, such as plain iodine can be raked: 5 change the unreachable diameter = H kinds of halogen N-physical combination (# 1 转 3 -And the acid group X or the synthesizing group is provided by Ying B, etc., and the amidation reaction should be reversed and the indole transyl methylmethoxamine can be formed to the 3-diindene compound. The acetic acid hydrolysate of acetonitrile is compatible with trinitrate, 11 paper sizes are applicable to China National Standard (CNS) A4 (210X 297 mm). Printed by the Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs.

(Please read the notes on the back before filling out this page) Printed by the Staff Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs

Binding key (Please read the precautions on the back before filling out this page) Printed by the Staff Consumer Cooperative of the Central Bureau of Standards, Ministry of Economic Affairs

(Please read the notes on the back before filling out this page) -u ^ ·. 、? Τ if V. Description of the invention (u A7 B7 The synthesis steps shown in the flow chart 4 can be used for the similar example number 97 Compound with 2 partial sulfonic chain. This example number 1 2 7 of the flow chart 4 9. Flow chart 4 a

NH3 + CI-

DMF. EtaN OBn CBn ΟΑβ # [20886 · 03 < η CAS # (51388-20-61

CAS # [99847-87-71 Example No. 127

+ Example 缜 号 P

NaH

Printed by DMF Employees' Cooperatives

OBn K Example No. 50 has an optional substituent at the 3-position of indrine (CN, both of which are synthesized using 3 -unsubstituted indine No. 141) ^ By Fisher method · , Using the condensing gland derived from 4-benzyl CAS number [5 4 636-05-8] and 4-solenyl phenyl well-58-5]. 腙 number 140 and then B C 1) Indolin precursor. H__phenylphenylethyl_ CAS number 丨 5 1 1 4 5 Use of I-! N I ^ III __ — Order IIII hair (please read the precautions on the back before filling this page) 17- This paper size applies China National Standard (CNS) A4 specification (210X297 mm) A7 Printed by the Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs

(Please read the notes on the back before filling out this page) V. Invention Description (π) A7 B7 Printed by the Staff Consumer Cooperative of the Central Bureau of Standards, Ministry of Economic Affairs

---------- One Pack-(Please read the precautions on the back before filling out this page) Order A7 B7 Printed by the Staff Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs

(Please read the precautions on the back before filling this page), 1T Μ Β7 Printed by the Consumers' Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs 5. Description of the invention (1) 1 1 Due to the selectivity of these compounds, it can be used for treatment Or prevent breastfeeding 1 1 milk due to estrogen deficiency (in some groups such as bone or heart blood vessels) or 1 1 related disease states or syndromes. It can also be used in η treatment from the uterus please 1 membrane difference Or endometriotic hyperplasia »Heteroplastic effect or pre-reading 1 1 1 | Method of growth 〇Back 1 I 1 1 The compound of the present invention acts like estrogen to lower cholesterol by rain 1 | Ability and prevention of bone loss. 0% of these compounds can be used to treat many of the issues caused by 1 I and 1 estrogen effects and excess or deficiency of estrogen. Osteoporosis, pineal disease, prostate hypertrophy »Infertility» Breast cancer 9 Endometrial cancer * Heart palpitations Page 1 I Vascular diseases 9 Contraceptives of Alzheimer's disease and melanoma. In addition, these chemical compounds can be used for menopause Later women or other women must be supplemented with estrogen M hormone 1 I hormone deficiency as hormone replacement therapy 0 1 1 The compounds of the present invention can also be used in the treatment and prevention of bone loss9 Bone 1 Mass loss may be caused by individual new bone group iron 1 I imbalance between generated and old tissue absorption causes J to lead to bone loss 0 This type of bone emptying leads to 1 1 Μ body i, especially postmenopausal women 9 women undergoing ovariectomy > receiving 1 or once Patients receiving long-term corticosteroid treatment 9 Gonadal dysplasia I Good 9 and Cushing syndrome 0 Special needs for bone replacement 1 1 People can also use the compound 9 of the present invention, including osteoporotic structure defect 1 I 9 and undergoing bone related surgery and / or implantation of Tengfu. In addition to the aforementioned question 1 I »These compounds can be used to treat osteoporosis > Bardt's disease 9 1 1 Osteomalacia 9 Bone loss 9 Endometrial cancer Multiple money tumours and other 1 | Forms of cancer that have a harmful effect on the bone marrow Ο Diseases listed here 1 The treated individual administers one or more pharmaceutically effective amounts of 1 1 -2 1-1 1 1 1 This paper size is applicable to the Chinese National Standard (CNS) Λ4 specification (210 × 29? Male f) A7 B7 Staff consumption of the Central Standards Bureau of the Ministry of Economic Affairs Printed by the cooperative V. Description of the invention (^) A compound of the present invention or a pharmaceutically acceptable salt thereof. The present invention also includes a pharmaceutical composition »including one or more compounds of the present invention and / or its peony Accepted salt together with one or more medically acceptable m agents 9 forms m etc. 0 It should be understood that the amount of these compounds and how they are used 1 will vary depending on the disease and the individual being treated »and determined by the physician 〇 Preferably, one or more of the compounds described herein are administered in a low dose, and then eta is dosed until the desired effect is obtained. The effective administration of the compound can be from about 0.1 mg / day to about 1,000 mg. A dose of 0 is preferred, and 5 is administered at a dose of about 10 mg / day to about 600 mg / day, more preferably about 50 mg to 600 mg / day in a single dose or two or more respectively. Dosage: This dose can be administered by any means including direct application of the active compound to the recipient's bloodstream including P administration »Implantation» non-m «hL. Intestinal tract (including, intramuscular, intraperitoneal and subcutaneous injection), Rectum) vagina > Transdermal is the huge 9 7 shown. The solution is transdermal administration, which includes all the linings of the body surface and the lining of the body path including epithelial and mucosal tissues. 0. This administration can use the present invention. Compounds or their pharmaceutically acceptable salts are carried out with emulsion creams »Foam 9 capsulating suspension solutions and suppositories (rectal or vaginal). Formulations containing active compounds of the invention may include any conventionally used form» Including lozenge 1 capsule t cheek type 9 sugar bond, tablet and liquid P capsules may contain active ingredients and inert carriers / or diluents such as pharmaceutically acceptable starch (such as corn, potato or tapioca starch), jh. + Sucrose > artificial sweetener 9 powder-2 fiber 2-vitamin * such as crystalline and microcrystalline m-dimensional --------- one pack-(Please read the precautions on the back before filling in this (Page) This paper size applies to Chinese National Standard (CNS) A4 (210 X 297 mm) '? Τ shout gum (Merck, etc., available from EM pray. Printed in the Consumer Cooperatives of the Central Bureau of Standards of the Ministry of Economic Affairs A7 B7 V. Invention Description (> 丨) Vegetarian, flour, gelatin, gum, etc. Effective tablets can be produced by conventional compression, wet granulation or dry granulation methods and can be used in pharmaceuticals to accept diluents, binders, lubricants, disintegrating agents, suspensions or stabilizers, including but not limited to, Magnesium stearate, stearic acid, talc, sodium lauryl sulfate, crystalline cellulose, calcium carboxymethyldividin calcium, polyvinylpyrrolidamine alginic acid, arabic tincture, Sanxian lemon-like sodium Silicate, calcium carbonate, glycine, dextrin, mannose, anthocyanin, dicalcium phosphate, calcium sulfate, lactose, kaolin, mannitol, sodium chloride, talc, dry starch, powdered sugar. Oral formulations can be modified here using standard extended or time release formulations to alter the yield of the active compound. Suppositories can be formulated from traditional substances, including cocoa butter, with or without the addition of brain to alter the suppository melting point, and glycerin. Water-soluble suppository bases such as polyethylene glycol in various amounts can also be used.

Aldrich Sure Seal ™ is soluble, anhydrous without purification and can be used in the reactions described herein and from Aldrich Chemical Company. All reactions were performed under nitrogen atmosphere. 230-400 mesh silicon grade 60 (Aldrich Chemical Co.), chromophore analysis. The silica gel 60F254 plate of Science was used to complete the thin layer color separation. Brucher AM-400 or Bruker DPX-300 instrument was used to obtain the 1 HNMR spectrum and chemical shift report in DJS0. The melting point was determined on the Thoeas-Hoover instrument without correction. IR spectra were recorded in Perkin-Elner diffraction gratings or Perkin-El * er784 spectra. Mass spectra were recorded on a Kratos MS 50 or Finnigan 8230 mass spectrometer. Elemental analysis was obtained using a Perkin-E 1 be r 2 4 0 0 elemental analyzer. Unless stated otherwise, compound-2 3-This paper size applies Chinese National Standard (CNS) A4 (210X297 mm) --------- ί Packing-(Please read the precautions on the back first Fill out this page again) -1Τ 5. Description of the invention (^) The named CHN of the A7 B7 compound is within 0.4% of the theoretical value of the known chemical formula. Transformation is accomplished with the Beilstein Autonom ™ program. Synthetic formula of α-zhangyin to synthesize Hi α-bromo ketone By dissolving the starting phenyl ketone in diethyl ether (0.05-0.10 M) and adding 1.1 equivalents dropwise at room temperature. Bromine is complete. The reaction can be monitored by T L C detection of starting material consumption. The reaction was completed by washing with a hydrogen carbonate aqueous solution followed by a 10% aqueous sodium sulfite solution. Brine and dried over magnesium sulfate. Concentration of the reaction mixture typically yields bromone in purity. Bromone was used as such (no purification or beading) in the next step. 3-A certain Ν 丨 盹 washed ether layer good yield ---------- ίΊ-- (Please read the precautions on the back before filling this page) Flow chart 8X ~ ^》-NHa.C丨 CAS # [51145-58-5]

1 -E t a N, DMF order

Br 2-additional aniline

Example No. 20 Printed by the Staff Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs

Table 1

No. 1 Η Η No. la F 〇Βα No. 2 Η 4'-〇Βη This paper size applies to Chinese National Standards (CNS) A4 specifications (_2f〇4X_297 mm A7 B7 V. Description of invention (η) Central Bureau of Standards, Ministry of Economic Affairs Employee Consumer Cooperative Cooperative Form 1 (锧 Example No. 3 OBn Η No. 4 OBn 4'-OMe No. 5 OMe 4, -OMe No. 6 OBn 4'-OEt No. 7 OBn 4, -OBn No. 8 OBn 4, -F No. 9 OBn 3'-OMe, 4, -OBn No. 10 OBn 3 ,, 4, -0CH20- No. 11 OBn 4, 0-iPr No. 12 OBn 4,- 0-Cp No. 13 OBn 4'-CF3 No. 14 OBn 4'-CH3 No. 15 OBn 4'-Cl No. 16 OBn 2'-OMe, 4'-OMe No. 17 OBn 3'-OBn No. 18 OBn 4'-OBn, 3'-F No. 19 OBn 3, -OMe No. 20 OBn 4, -OCF3 11 敝. 5-benzylamino-2-U-benzylarginyl-phenylbenzene 3 -Methyl-1 iL- IB "CAS number [51145-5 8 ~ 9 0. 23 Moore), 4'-benzyloxy-2-bromophenylphenylbenzene C.ic 6 6 4 1 4-1 9-5] (2 1 g, 0 · Q 6 6 mol) and 50 ml D MF bottle "heat reaction at reflux for 30 minutes, Then cool to room with 250 ml of EtGAc and 100 ml of 1N fi C 1 (aqueous solution) O (aqueous solution) and brine to wash EtO Ac and dry it with MgSO 4 and pour 53 (45 g with NaHCO -25- ------ ---- 1 ^-(Please read the notes on the back before filling in this page)

, 1T This paper size is applicable to the national standard (CNS) A4 specification (210X297 mm) Ministry of Economic Affairs t Central Standards Bureau Shellfish Consumer Cooperative Seal A7 B7 V. Description of the invention (μ) and dissolving the residue in c H 2 C Add 12 and add hexane to precipitate 25 g of crude solid. The solid was dissolved in CH2C12 and evaporated on silica gel i, and chromatographed using C Hfl 2 / hexane (125) to give 9.2 g of a brown solid (33%): Mp = 150-152 ° C; ^ NMR (DMSO) 10.88 (s, 1 H), 7.56 (d, 2 H, J = 8.8 Hz), 7.48 (d, 4 H, J = 7.9 Hz), 7.42 · 29 (m, 6H), 7.21 ( d, 1 H, J = 7.0 Hz), 7.13 (d, 2 H, J = 8.8 Hz), 7.08 (d, 1 H, J = 2.2 Hz), 6.94 (dd, 1 H, J = 8.8, 2.4 Hz ), 5.16 (s, 2 H), 5.11 (s, 2 H), 2.33 (s, 3 H); IR (KBr) 3470, 2880, 2820, 1620 cm'1; MS el m / z 419. Also for Method 2 of Fen Example No. 7 is shown in Figure 8) The reagent used is the same as Method 1, except that additional triethylamine is used here. Bromone number [6 6 4 1 4-1 9-5] (50 · 0 g, 0.16 mol) in 200 ml DMF with aniline hydrochloride CA 3 [51145-58-5] (44 g, 0.2 2 mol) and the reaction was rinsed for 10 minutes. Triethylamine (54.6 mL) was added and the reaction was allowed to proceed at 12 h (a plus 2 h. TLC analysis (EtOAc / hexane) showed that the starting material formed a more polar point and disappeared. The reaction mixture was cooled and an additional 48 g was added. Amine hydrochloride. The reaction was heated at 150 ° C for 2 hours. An additional 5 g was added; the amidine and the reaction were heated at 15 (TC for an additional 30 minutes. Mix the reaction ®; Dat to room temperature, then Fill with about 1.5 liters of water and extract with 2 liters of Z acid < 1 ester. If necessary solids are dissolved with additional ethyl acetate ° Washed with 1 liter of 1 N NaO Η aqueous solution, 1 liter of water, brine, It was then dried over magnesium sulfate and filtered. The organic layer was concentrated to produce a crude solid, which was stirred and filtered with 50 ml of methanol. The solid was then stirred and filtered with ethyl acetate. The solid was alternately stirred with methanol and ether until it was white and The melting point is similar to the melting point of No. 7 described in Method 1. Back grinding S -9 β------ produces 36 grams of products. This paper size applies + national national standards (CNS > A4 size (210X297 mm) Please read the notes of back Λ before filling Write this page to print A7 B7 printed by the Shellfish Consumer Cooperative of the Central Bureau of the Ministry of Economic Affairs. 5. Description of the invention (<) Ml dazzling physical numbers following 3 -methylindrine (No. 1-No. 2 0) are based on Scheme 2 uses the steps of the method, using appropriate substituted bromoketones (prepared as described above) and aniline (commercially available, A 1 drich) as the initiator synthesis. Case No. 1 2-Rong -3 -Shenxi-1 Η-B5 Mp = 90 -94 ° C;! H NMR (DMSO) 11.13 (s, 1 H), 7.68-7.64 (n ί, 2 H), 7.54-7.46 (m, 3 H), 7.37-7.32 (m, 2 H), 7.12-7.06 (m, 1 H), 7.03-6.97 (m, 1 Η), 2.40 (s, 3 H); MS el m / z 207 (M + ). Fentative case number la 5-argon 2- 2- (4-benzylpyrene-Rongmou methyl-1 Η-dumb 1 Mp = 1 4 3-1 4 6 ° C Rich case number 2 2- ( 4 -benzyl argon- Rongshijia -1 H-llil ίϊ Mp = 118-120 ° C; 1h NMR (DMSO) 11.03 (s, 1 H), 7.57 (dd, 2 H, J = 2.0 Hz, 6.6 Hz), 7.48-7.46 (m, 3 H), 7.44-7.28 (m, 4 Η), 7.18-7.11 (m, 2 H), 7.08-7.03 (m, 1 H), 7.0-6.95 (m, 1 H), 5.16 (s 2 Η), 2.36 (s, 3 H); MS el m / z 313 (M +). Fen example number 3 5-benzamidine -2-jumou -3-a certain-1 H-mm Mp = 141-144 ° C; Ή NMR (DMSO) 10.98 (s, 1 H), 7.65-7.61 (m 2 Η), 7.51-7.44 (m, 4 H), 7.42-7.28 (m, 4 H), 7.23 (d, 1 H, J = 8.8Hz), 7.10 (d, 1 Η, J = 2.5Hz), 6.80 (d, 1 H, J = 6.0Hz), 5.10 (s, 2 H), 2.36 (s, 3 H); MS el m / ε 313 (Μ +). Example number 4 5-solar term-2- (4 -methylargon-benzyl) -3 -methyl-1-4-B4I ¢ 4 Mp = 158 ° C; Ή NMR 10.85 (brs, 1 H), 7.56 (d , 2 H, J = 8.8 Hz), 7.48 (d, 2 Η, J = 8.3 Hz), 7.45-7.36 (m, 2 H), 7.34 -7.28 (m, 1 H), 7.21 (d, 1 H, J = 8.6 Hz), 7.09-7.04 (m, 3 H), 6.79 (dd, 1 H, J = 8.8 Hz), 5.11 (s, 2 H), 3.80 (s 3 Η), 2.33 (s, 3 H ); IR (KBr) 3400, 2900, 1610 αη'1; MS el m / z 343 (M +); C23H21NO2 + 〇 · 25Η2 0 CHN calculation value 〇-27- (Please read the precautions on the back before filling in this (Page) This paper size applies to Chinese National Standard (CNS) A4 (210X297 mm)

V order A7 B7 V. Description of the invention (a) -2- (4- Use 氤 a-¾ an embodiment number 5 & _ 二 £ _ £ -1 Η-_Introduction H, J »2.2 Hz) 3 Η), 2.33 (s, 3 H); • Ί-Shen Μρ = 139-142 ° C; lH NMR (DMSO) 10.85 (s, 1 H), 7.57 (d, ^ H, J = 8.8 Hz ), 7.19 (d, 1 H, J = 8.6 Hz), 7.04 (d, 2 H, J = 6.8 Hz), 6.95 (d, 6.71 (dd, 1H, J = 8.5 Hz, J = 2.4 Hz), 3.80 (s, 3 H), 3.76 (s, MS el m / z 267 (M +); C Η N calculated for CH w N 0 2 Example No. 6 5 Shame II covers 8.6 Hz, J = 2.4 U (t, 3 H, J = 7.0

Mp = 143-145 ° 0 ^ NMR (DMSO) 10.86 (s, 1H), 7.54 (d, 2 it, J = 8.5 Hz), 7.46 (d, 2 H, J = 7.3 Hz), 7.41-7.37 (m , 2 H), 7.32-7.30 (m, 1 H), 7.20 (d, 1 H, J = 8.6 Hz), 7.05 (d, 1 H), 7.03 (d, 2 H, J = 8.8 Hz), 6.79 (dd, 1 H, J Hz), 5.10 (s, 2 H), 4.07 (q, 2 H, J = 6.8 Hz), 2.32 (s, 3 H), li Hz); MS el m / z 357 ( M +). Example No. 8 5 ^ 二 ¥ —grade ^ 2 2 LL grade diphenyl cover ": _3 2 l cover

Mp = 132 ° C; NMR (DMSO) 11.0 (s, 1 H), 7.68-7.64 (m, 2 H), 7.49-7.47 (m, 2 H), 7.41-7.31 (m, 5 H), 7.23 ( d, 1 H, J = 8.8 Hz), 7.10 (d, 1 H, J = 2.4 Hz), 6.82 (dd, 1 H, J = 8.8, 2.4 Hz), 5.11 (s, 2 H), 2.34 (s , 3 H); MS m / z 331; C Η N calculated for c 22 H 18 FN 0. Example body number (please read the precautions on the back before filling this page) r Festival A certain -2- (4 -benzyl a certain -3- India i a certain-Juki) -3 -Shen a certain 1 Η- 1¾

Mp = 155 -158 ° C; Ή NMR (DMSO) 10.88 (s, 1H), 7.50-^ .45 (m, 4 H), 7.41 7.35 (m, 6H), 7.22-7.20 (m, 2 H), 7.14 (s, 2 H), 7.08 (d, 1H, J = 2.2Hz). 6.78 (dd, 1H, J = 8.5 Hz, J = 2.4Hz), 5,13 (s, 2H), 5.11 (s, 2H), 3.8 ^ (s, 3H), 2.35 (s, 3H); MS el m / z 449 (M +). Example number ID 2-benzof 1 is printed by the Shellfish Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs. 3 Ί two fingers leisure -5-a-^ aryl-3 a certain -1 Η-Μ 丨 Pg, J = 7.0 Hz), 7.40 H, J = 8.8 Hz, J 357 (M +);

Mp = 142-145 ° C; Ή NMR (DMSO) 10.86 (s, 1H), 7.48 (d, 2 H -7.30 (m, 3 H), 7.20 (m, 2 H), 7.10-7.05 (m, 3 H), 6.78 (dd, = 2.4 Hz), 6.06 (s, 2 H), 5.10 (s, 2 H), 2.31 (s, 3 H); MS el m / z C 23 Η 19 N 0 3C计算 N Calculated value e 28- This paper size applies to Chinese National Standard (CNS) (210X297 mm) V. Description of the invention (β Assets Example Group 铽 1 -1) 某-til 1¾ A7 B7 m U4-xing : Radical) -3-φ Μρ = 136-138 ° C; lH NMR (DMSO) 10.86 (s, 1 H), 7.55-7.51 7.47 (d, 2 H, J = 7.3 Hz), 7.40-7.34 (mt 2 H), 7.39-7.28 (m (d, 1 H, J = 8.7 Hz), 7.06 (d, 1 H, J »2.2 Hz), 7.02 (d, 2 H, J (dd, 1 H, J = 2.4 Hz, 8.8 Hz), 5.10 (s, 2 H), 4.68-4.62 (m, .1 φ 1.28 (d, 6 H, J = 6.0 Hz); MS el m / z 371 (M +). (M, 2 H), 7.50 -1 H), 7.20 8.8 Hz), 6.77, 2.32 (s, 3 H),: monophenyl.yl: 丄 Example No. 1 2 5-benzyl-2- (4-ring戍 氤 -1 Η -141 η Μρ = 161-167 ° C;! Η NMR (DMSO) 10.85 (s, 1 H), 7.53 (d. 2 k J = 8.8 Hz), 7.47 (d, 2 H, J = 8.4 Hz), 7.40-7.36 (m, 2 H), 7.33-7.28 (m, 1 H), 7.20 (d, 1 H, J = 8.6 Hz), 7.07 (d, 1 H, J = 2.4 Hz), 7.01 (d, 2 H, J = 8.8 Hz), 6.78 (dd, 1 H, J = 8.6 Hz, 2.2 Hz) , 5.10 (s, 2 H), 4.88-4.84 (m, 1 H), 2.32 (s, 3 H), 1.99-1.88 (m, 2 H), 1.78-1.69 (m, 4 H), 1.64-1.52 (m, 2 H); 2920,1600 cm · 1; MS el m / z 397 (M +); C2? Hz? N2 + 0.25H Example No. 13 5 2 i 氲 .. Tri-Arginyl Diben HMJi IR (KBr) 3400, 2 0 CHN calculated value cover "-22 1 2-.-Central Standard of the Ministry of Economic Affairs 扃 Printed by Employee Consumer Cooperative Ή NMR (DMSO) 11.0 (br s, l H), 7.87-7.82 (m, 4 H), 7.48 (c, 7.44-7.35 (m, 2 H), 7.34-7.26 (m, 2 H), 7.15 (d, 1 H, J = 2.2 (dd, 1 H, J = 8.6 Hz, 2.4 Hz), 5.12 (s, 2 H), 2.41 (s, 3 H); Calculated CHN value of C23HisF3 NO 0-1 base, 2 H, J = 8.8 Hz), Hz) , 6.87 Example number Η 5-benzylazine-2-U-ff or even -1 Η-1¾ Μρ = 144-146 ° C; iH NMR (DMSO) 10.91 (s, 1 H), 7.56-7.20 (m , 10 H), 7.08 (d, 1 H, J = 2.4 Hz), 6.80 (dd, 1 H, J = 2.4 Hz, 8.6 Hz), 5.11 (s, (s, 3 H), 2.34 (s, 3 H); MS el m / z 327 (M +). Example No. 1 5 5-Benzyl-2- (4- -朱某） -3- Μρ = 134-136 ° C; Ή NMR (DMSO) 11.04 (s, 1H), 7.65 (d, 2H, -29. This paper uses Chinese National Standard (CNS) A4 specifications ( 210X297 mm) L- 丄 -1 cover 2 Η), 2.34

A certain -1 H-HI U J = 8.3Hz), 7.53 (Please read the precautions on the back before filling this page)

Central Standards of the Ministry of Economic Affairs% Employee Consumer Cooperative Association A7 B7 V. Description of Invention (w, (d, 2 H, J »8.5Hz), 7.47 (d, 2 Η, J» 6.8 Hz), 7.41-7.37 (m, 2H > , 7.31 · 7.28 (mf 1H), 7.25 (d, 1H, J »8.5 Hz), 7.11 (d, 1 H, J * 2.4Hz), 6.82 (dd, 1H, J = 8.8 Hz, J = 2.4 Hz) , 5.11 (s, 2H), 2.35 (s, 3H); IR (KBr) 3380, 1210 c · 1, Hs e I * / z 3 4 7 (M +); C 22 H w C 1 N 0 2 Example of calculated values of CHN 16 5 -Section Argon-2- (2.4 -Second-Rongmou)-:?-Jiamou-1 Η-Η 丨 盹 Oil; NMR (DMSO) 10.58 (s, 1 H), 7.50-7.18 (m, 7 H), 7.0 m 1 H, J = 2.4 Hz), 6.76 (dd, 1 H, J = 2.3 Hz, 8.6 Hz), 6.69-6.62 (m, 2 H), 5 .11 (s, 2 H), 3.82 (s, 3 H), 3.78 (s, 3 H), 2.12 (s, 3 H). Example No. 17 Hi. Cap II 1-13 II JL base Dibenzyl radical :: 3 t. Radical_ -1 Η-ΜΙ Ι Ϊ Mp = 83-86 ° C Fen Example Group No. 18 5-benzyl argon-2- U-narrow argon -.H:-芏 某）-Jiamou-1 Η-Ml Lion 4 Mp = 135-137 ° C; AH NMR (DMSO) 10.94 (s, 1 H), 7.50-7.3 1 (m, 13 Η), 7.22 (d, 1 Ht J = 8.6 Hz), 7.10 (d, 1 H, J = 2.2 Hz), 6.81 (dd, 1 H, J = 5.6 Hz, 2.2 Hz), 5,23 (s, 2 H), 5.11 (s, 2 H), 2.34 (s, 3 H); MS el m / Z 437 (M +); C H N calculated for C 29 H 24 FN 0 2 Example No. 1 9 5 dii-nitro-2- (3 -Methylamino-benzene: 3 i)-3-methyl zAiLilMJL .. Mp = 107-109 ° C; 'H NMR (DMSO) 11.00 (s, 1 H), 7.51 -1 / 8 (m, 2 H), 7.43-7.20 (m, 7 H), 7.13-7.12 (d, 1 H, J = 2.1 Hz), 6.93-6.90 (dd, 1 H, J = 2.3 Hz, J = 5.7 Hz), 6.86- 6.82 (dd, 1 H, J = 2.3 Hz, J = 6.3 Hz), 5.12 (s, 2 H), 3.83 (s, 3 H), 2.38 (s, 3 H); IR (KBr) 3400, 2900 1600 cmMS el / z 3 4 3 (K 〇; C 23 Η 21 N 0 2 C Η N Calculation Example S3 No. 20 5 * ~ ¥ mood some-3-shen some-2- (4-if 1氤 Very-¾ Even 1-1 Η-Mp = 127-128 ° C; * H NMR (DMSO) 11.07 (s, 1 H), 7.77-7.7 —30— This paper size applies the Chinese National Standard (CNS > A4 Specifications (210X 297mm) Please read the note on the back first

I L.

Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs

(Please read the notes on the back before filling this page) A7 V. Description of invention (and Table 2 Printed by the Consumers' Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs Example No. XQ No. 2 1 Η fl No. 22 OBn H No. 23 OBn 4 '-0 Me number 24 UPie 4 f -OMe number 25 OBn 4' -OEt number 26 OBn 4 '-OBn number 27 OBn 4'--F number 28 OBn 3 '-OMe, 4'- OBn number 29 OBn 4 "-0-i P r number 30 OBn 3 ', 4' -0CH 2 〇- number 31 OBn 4, -OCp number 32 OBn 4, -CF 3 number 33 OBn 4 1-C 1 No. 34 OBn 2 T -OHe, 4 '-OMe (Please read the notes on the back before filling this page)

L-, Λ. * 1Τ place-Fang · .. Method 1. -B3I »Dor (indrine liter) solution β β stirring anti 4-75-3] ether together grinding 0Mp = 129-131 ° C; h five Description of the invention (Λι) @ Hq FF 伦 例 force No. 2 6 of 3 -methyl hydrazine $ acetic acid ethyl _ {4- "5-benzyl argon even-2-(4-benzyl umbrium-Rongmou)-3 2 I _1_Shishen 1-Erythryl) -acetamidate 5-benzyloxy-2- (4-benzyloxy-phenyl) -3-methyl-Π Example No. 7) (3 2 g , 7 7 mol) was cooled to 0-C in DMF (0 · 1 5 and should be treated with sodium hydride (2.2 g, 89 mol) for 20 minutes, and then the benzyl CAS NO (804S (29 G, 127 mmol) and the reaction was stirred at room temperature for 18 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The ethyl acetate was washed with brine and dried over magnesium sulfate, the ethyl acetate was concentrated and together with 4 ether Triturated to obtain 21 g of a white solid. The filtrate was concentrated and combined with B to yield an additional 7 g of white solid with a total yield of 28 g NMR (DMSO) 7.47 (d, 4 H, J = 7.2 Hz), 7.39 (q, 4 H, J = 7.9 Hz), Ί36-132 (m, 1 H), 7.29 (d, 2 H, J = 8.8 Hz), 7.19 (d, 1 H, J = 9.0 Hz), 7.13-7.09 (m, 4 H), 6.80 (dd, 1 H, J = 8.8, 2.4 Hz), 6.73 (s, 4 H), 5.16 (s, 2 H), 5.1 i (s, 2 H), 5.11 (s, 2 H) , 4.66 (s, 2 H), 4.11 (q, 2 H, J = 7.2 Hz), 2.15 (s, 3 H), 1.16 (t, 3 H, J = 7.2 Hz); MS el m / z 612. (Please read the precautions on the back before filling out this page.) The data of pm g is printed on the shellfish consumer cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs.-Use method 3 according to flowchart 9 to select from (numbers 1 to starting Properly substituted 3-methylindine of the starting material was used to prepare the acylated product. Example No. 2 1 (4-M-fluorenyl) -ethyl acetate 3 3 No. 16) as the following indinoline 1-a Shen XiΊ The paper size is in accordance with Chinese National Standard (CNS) A4 (210X 297 mm) 5. Description of the invention (A7 B7

Oil; lH NMR (DMSO) 7.57-7.30 (m, 7 H), 7.13-7.02 (m, 2 H), 5.22 (s, 2 H), 4.65 (s, 2 H), 4.09 (q, 2 H, J = 7.2 Hz), 2.20 (t, 3 H, J = 7.0 Hz); MS el m / z 399 (M +). $), 6.77-6.70 (m, 4 (s, 3 H), 1.15芏 氤）) 7. Cool Oil; ΐ NMR (DMSO) 7.50-7.40 (m, 10 Η), 7.22 (d, 1 Η, J (d, 1H, J = 2.5Hz), 6.83 (d, 1 H, J = 2.5 Hz), 6.72 (s, 4 H), 5 (s, 2 H), 4.65 (s, 2 H), 4.10 (q, 2 H, J = 7.2 Hz), 2.16 (s, 3 H), 7.0Hz); MS el m / z 505 (M +). $ .4Hz), 7.14 .18 (s, 2 H), 5.11 1.14 (t, 3H, J = Example No. 2 3 ί 4- f 5 -narrow argon -2-(4 -methyl hydrogen $ -rongmou) -3-φ om -N 丨 盹 -1-um a -1-ruthium -1-7. acid Μρ = 90-96 ° C; Ή NMR (DMSO) 7.47 (d, 2 H, J = 6.8 Hz), 7j 7.33-7.27 (m, 3 H), 7.19 (d, 1 H, J = 8.8 Hz), 7.12 (d, 1 H , J (d, 2 H, J = 8.8 Hz), 6.80 (dd, 1 H, J = 8.8 Hz, 2.4 Hz), 6.74 (s (s, 2 H), 5.11 (s, 2 H), 4.65 ( s, 2 H), 4.11 (q, 2 H, J = 7.0 Hz), (s, 3 H), 1.16 (t, 3 H, J = 7.0 Hz); IR (KBr) 2990, 2900, 1760, m / z 536 (M + H +).

i-7.37 (m, 2 H), 2.4 Hz), 7.03 t 4 H), 5.16 3.79 (s, 3 H), 2.15 10cm-l; MSFAB ^^ 1- ^^^ 1 11 In nn 1 I ^^ 1 In HI I— ^ t. 、-»(Please read the notes on the back before filling this page) Printed by the Central Standards Bureau of the Ministry of Economic Affairs, Shelley Consumer Cooperatives 34- This paper is compatible with Chinese National Standard (CNS) A4 specifications ( 210X297 mm) 5. Description of the invention (minutes) A7 B7 Covered case number 2 4 丄 _4 [5 -methylamino-2-(4 methylJK main: phenyl) -3 riyl. Diindyl1 cover _Group '' __acetic acid Mp = 109-113 ° C; Ή NMR (DMSO) 7.27 (d, 2 H, J = 8.8Hz), 7.17 (d, 1H, J * 8.8 Hz), 7.03 (d , 2 HJ = 8.6 Hz), 6.99 (d, 1, J = 2.5 Hz), 6.78-6.70 (m, 5 H), 5.15 (s, 2H), 4.65 (s, 2 Η), 4.Π (q , 2 H, J = 7.0 Hz), 3.78 (s, 3 H), 3.76 (s, 3 H), 2.15 (s, 3 H), 1.15 (t, 3 H, J = 7.1 Hz) (M +). MS el m / z 459 data cover example SB No. 2 5 丄 JLr_ _ L i: i gas group II. 2:. 丄 4:. 乙 _Cl__ Shenmou-Ml 丨 g-1 -Mr. Shenm 1-Mining Argon} -ethoxyzyl β β.

Mp = 113-115 ° C; Ή NMR (DMSO) 7.45 (d, 2 H, J = 7.3 Hz), 7.40-7.25 (m, 5 H), 7.17 (d, 1 H, J = 8.8 Hz), 7.11 (d, 1 H, J = 2.2 Hz), 7.01 (d, 2 H, J = 6.8 Hz), 6.78 (d < *, 1 H, J = 8.8Hz, J = 2.4 Hz), (, .73 ( s, 4 H), 5.15 (s, 2 H), 5.10 (s, 2 H), 4.65 (s, 2 H), 4.15-4.01 (m, 4 H), 2.14 (s, 3H), 1.33 (t , 3 H, J = 5.7 Hz), 1.16 (t, 3 H, J = 7.1 Hz); MS el m / z 549 (V1 +).

Example No. 2 7 (4- ί 5-Benzylamino-2- (4-M-咄-1 -some Shenmou 1 -Rong 氤 mou) 7. 酴 ... I — 基 "二三 二 SL Cover 1h NMR (DMSO) 7.50-7.15 (m, 16 H), 5.20 (s, 2 H), 5.12 (s, 2 H), 4.62 (s, 2 H), 4.13 (q, 2 H, J = 7.1 Hz), 2.18 (s, 3 H), 1.20 (t, 3 H, J = 7.1 Hz). Rubidium cesium example M No. 2 B. 丄 丄-. (5 dimolyl-2-(3-gas -3-甲 择 -Ml 8¾ -Bu Jizui]. :: Fat base Ji B.Face (fitting ------ ίτ (please read the precautions on the back before filling this page) Central standard of the Ministry of Economic Affairs Printed by Bureau Consumers Cooperative

Foam; Ή NMR (DMSO) 7.50-7.30 (m, 10 H), 7.22 (d, 2H, j = 9.1 Hz), 7.13 (d, 2 H, J = 8.6 Hz), 6.85-6.70 (m, 6 H ), 5.17 (s, 2H), 5.13 (s, 2h) f 5.11 (s, 2 H), 4.66 (s, 2 H), 4.14 (m, 2H), 3.61 (s, 3 H), 2.17 (s , 3 H), 1.16 (t, 3 H, J = 7.0 Hz). .35 · This paper size is applicable to China National Standard (CNS) A4 (210X297 mm, printed by staff consumer cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs, Α7 Β7, five 2. Description of the Invention (Family) Example "No. 29 丄 Α: 丄 5 二 ifiL 基 .- 丄 -_ (4. 二 兴 1 -1-_ 里 _ 基 -HLliL 二 m 盖 丄: 玉" & _ 基"Diethyl acetate CHI; lH NMR (DMSO) 7.46 (d, 2H, J 7.7 Hz), 7.42-7.28 (ι η, 3 Η), 7.25 (d, 2 H, J = 8.7 Hz), 7.17 (d , 1 H, J = 8.7 Hz), 7.11 (d, 1 H, J = 2.4 Hz), 6.99 (d, 2 H, J = 8.6 Hz), 6.79 (dd, 1 H, J = 2.4 Hz, 8.8 Hz ), 6.73 (5, 4 Η), 5.15 (s, 2 H), 5.10 (s, 2 H), 4.70-4.60 (m, 3 H), 4.10 (q, 2 H, J = ^ .0 Hz) , 2.15 (s, 3 H), 1.27 (d, 6 H, J = 5.9 Hz), 1.16 (t, 3 H, J = 7.1 Hz); M! El m / z 563 (M +). Review * | s Li Li ".Ή) i 4-Γ 5- Helium even -2-(3.4 -methyl 11 14 fluorenyl-fluorine argon) -3 -methyl- 丨-1 -ylmethyl] -phenylfluorenyl L Oil; Ή NMR (DMSO) 7.45 (d , 2 H, J = 7.0 Hz), 7.37 (m, 2 H), 7.32 (m, 1 Η), 7.19 (d, 1H, J = 8.8 Hz), 7.11 (d, 1 H, J = 2.2 Hz) , 7.00 (d, 1 H, J = 7.9 Hz), 6.90 (d, 1 H, 5.0 Hz), 6.82-6.75 (m, 6H), 6.07 (s, 2H), 5.16 (s, 2 Η), 5.10 (s, 2H), 4.65 (s, 2 H), 4.10 (m, 2 H), 2.15 (s, 3 H), 1.15 (t, J Η, J = 7.0 Hz); MS el m / z 549 ( M +). Fenju Lie 31 (4-Γ5 -Shen Ar Mou 2- 2-U-Ga Mou-Phenyl "_ -3 -A Mou-Ml ίϊ-1 -A Mou 1 -Fructus Mou 1-7. Methylphenol phenol = 96-98 ° C; Ή NMR (DMSO) 7.47 (d, 1 H, J = 7.2 Hz), 7.4 0-7.36 (m, 2 Η), 7.33-7.30 (m, 1 H), 7.26 (m, 2 H), 7.18 (d, l H, J = 8.8 Hz), 7.11 (d, 1 H, J = 2.4 Hz), 6.98 (d, 2 H, J = 8.8 Hz) , 6.79 (dd, 1 H, = 8.8 Hz, 2.4 Hz), 6.74 (s, 5 H), 5.15 (s, 2 H), 5.11 (s, 2 H), 4.86-4.80 (m, 1 H), 4.66 (s, 2H), 4.13 (q, 2 H, J = 7.2 Hz), 2.15 (s, 3 H), 1.98-1.85 (m, 2 H), 1.79-1.65 (m, 4 H), 1.62- 1.55 (m, 2 H), 1.16 (t, 3 H, J = 7.0 Hz); IR (KBr) 2950, 2910 2890, 1760, 1610 c R, M s el n / z 583 (H +); CHN calculated price C: 77 .;) 3 H: 6. 6 7 N: 2.38 Real value: C: 76.76 H: 6.63 N: 2.27 Fen example group number 32 丨 4-Γ5- 笮 argon (4- = MW-based-benzyl) >-丨 4 丨 Pyrene-〗-ShenmingΊ -Rongxiong 1 fii 1 ethyl acetate Mp = 221 ° C; Ή NMR (DMSO) 7.83 (d, 2 H, J * 8.1 Hz), 7.60 (d , 2 H, J = 7.9 Hz), 7.48 (d, 2 H, J = 8.4 Hz), 7.40 -7.36 (m, 4 H), 7.18 (d, 1 H, J =: 2.4 Hz), 6.86 (dd , 1 H, J = 8.8 Hz, 2.4 Hz), 6.72 (s, 4 H), 5.21 (s, 2 H), 5.12 (s, 2 H), 4.65 -36- This paper size applies to the Chinese National Standard (CNS } A4 size (21 OX297 mm) Please read the precautions before filling in this page to order

V. Description of the invention (X A7 B7 7.0 Hz); IR (KBr) (s, 2 H), 4.11 (q, 2 H, J = 7.2 Hz), 2.20 (s, 3 H), 1.16 (t, 3 H , J = 2920, 1730c ·· 1; Hs el bi / z 573 (M +); + 0 2 5 H 2 0 Calculated Example Compilation »33. 丄 a 二 .. [mi.-2 二 u- m) .-. 3-Medium.16 HI-1 -A certain a certain 1 -Ambient a certain) acid_Ethyl. Mp = 99-101 ° C; Ή NMR (DMSO) 7.52 (d, 2 H, J = 8.6Hz), 7,46 (d, 2 H, J = 6.8 Hz), 7.42-7.38 (m, 4 H), 7.36 (m, 1H), 7.25 (d, 1 H, J = 9.0Hz), 7.14 (d, 1 H, J = 2.4Hz), 6.83 (dd, 1 H, J Hz), 6.72 (s, 4 H), 5.18 (s, 2 H), 5.11 (s, 2 H), 4.65 (s , 2 H), 4 7.2 Hz), 2.16 (s, 3 H), 1.15 (t, 3H, J = 7.2 Hz); MS cl m / z 539 (C 33 H ^ C 1 N 0 4 of C Η N Calculated value Example No. 3 4 丄 生 二 丄 5 r (2_ · Jiali—Xi Er_Jie 1: 丄 二 [£ _1 丄 二: 篆 1 盖 丄 ._Diethyl acetate Oil;! H NMR (DMSO ) 7.30-6.45 (m, 15 H), 4.95 (s, 2 H), 4.75 4.50 (s, 2 H), 3.97 (q, 2 H, J = 7.1 Hz), 3.65 (s, 3 H), 3.51 (s, 3 1.01 (t, 3 H, J = 7.1 Hz). 8 · 8Ηζ, J = 2.5 11 (q, 2H, J = Λ + y, .gas..base)-. 3-. -4.65 ( m, 2 Η), Η), 1.87 (3 Η), (Read the notes on the back before filling in this page)

、 1T 3-Jiamou 1¾ Rong Yi 鹾 Process Circle 10 Printed by the Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs

〇〇Η [Example No. 21.24 · 27_29 · 34 Example No. 35 * 46 • 37. This paper size is applicable to China National Standard (CNS) A4 specification (210X297 mm) 5. Description of the invention (π) A7 B7 Say Bfl Strike?锎 overflow number 3 R ： > 3 -Methysine 丨 iminobenzidine synthesis _im L fA- Γ 5 -benzylamidine-2 -U-benzylargon -amyl) even-NIP #- 1-Some Shenmiao-Benzoyl I _ diethyl „i The solution of No. 26 (5.5 g, 8.8 mmol) from the previous step in THF (50 ml) was cooled to 0 ° C and added dropwise. LiAlH4 in THF solution. After 3 D minutes at 0 ° C, the reaction was carefully quenched with water and distributed between 810 4 (; and 1 (111 (: 1. Dry with> ^ 304; || £ 1: (^ (;, concentrated, and chromatographed on a silica gel with EtOAc / hexanes (2: 3) to produce grams of white foam numbered 38: foam:! H NMR (DMSO) 7.48-7.46 ( m, 4 H), 7.42-7.27 (m, 8 H ;, 7.20 (d, 1 H, J = 8.8 Hz), 7.12-7.10 (m, 3 H), 6.80 (dd, 1 H, J = 8.8, 2.4 Hz), 6.73 (s, 4 H), 5.15 (s, 2 H), 5.13 (s, 2 H), 5.11 (s, 2 H), 4.80 (t, 1 J = 5.5 Hz), 3.86 (t , 2 H, J = 4.8 Hz), 3.63 (q, 2 H, J = 5.3 Hz), 2.15 (s, 3 H). Material 盹 Ethanol Ethanol Physical Data Market Use Method 4 to select according to Flowchart 10 The following compounds were prepared from No. 21 to when substituted indylethyl esters. Suitable examples of No. 3 4 No. 3 5 2ji_ 丄 丄 二 f 2 -phenanthrene-3 -methyl-indio-1 -shy—Li: 1-Ju M) alcohol ---------- it-- (please first (Read the notes on the back and fill out this page) Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs

Oil; 1h NMR (DMSO) 7.57-7.32 (m, 7 H), 7.13-7.02 (m, 5.21 (s, 2 H), 4.80 (s, 1 H), 3.86-3.83 (m, 2 H), 3.62 (s, 2 H), m / z 357 (M +).: ί Η), 6.74 (s, 4 Η),: ».20 (s, 3 H); MS el Example No. 3 δ 2- ( 4- Γ 5 -methylamino-2-based "-39- This paper size applies to Chinese national standards (CNS > A4 size (210X 297 mm): 8.8 Hz), 7.03, 5H), 5.14 (s, 2 (s, 3 H), 3.63 A7 B7 printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs 5. Description of the invention (w)

Oil; 'H NMR (DMSO) 7.27 (d, 2 H, J = 8.8 Hz), 7.17 (d, 1 H, J (d, 2 HJ = 8.6 Hz), 6.99 (d, 1 H, J = 2.5 Hz ), 6.78-6.70 (m H), 4.80 (brs, 1H), 3.85 (t, 2 H, J = 5.0 Hz), 3.78 (s, 3H), 3.76 (t, 2H, J = 5.0 Hz), 2.16 (s, 3H); MS el m / z 417 (M +). Example No. 3 7 2- f4- ί 5 -Benzyl hydrogen -2- (4 -7. iS 某-朱 茱) -3 -Shen -Pi! 丨 盹 -1 -A Jia Mou -Rong Yu 1-7. 醆

Foam; Ή NMR (DMSO) 7.45 (d, 2 Η, J = 7.3 Hz), 7.40-7.25 (m, 5 H), 7.17 (d, 1 H, J = 8.8 Hz), 7.11 (d, 1 H, J = 2.2 Hz), 7.01 (d, 2 E, J = 6.8 Hz), 6.78 (dd, 1 H, J = 8.8Hz, J = 2.4 Hz), 6.73 (s, 4H), 5.15 (s, 2 H ), 5.10 (s, 2H), 4.80 (brs, 1 H), 4.06 (q, 2 H, J = 6.8 Hz), 3.85 (t, 2 H, J = 5.0 Hj :), 3.63 (t, 2H, J 4.8 Hz), 2.14 (s, 3H), 1.33 (t, 3H, J = 6.9 Hz); MS el m / z 507 (M +). 4 0- This paper size applies to China National Standard (CNS) A4 specifications ( 210X297 mm) (Please read the notes on the back before filling this page)

V. Invention Talk (β) A7 B7 ® Example No. 39 2 2 L4 :. L5 2 iSLA * 2 2 L 2 U 2 2 2 2 deer _ cover _)-3 2 Li Kei-1-Some Shen 1 1 Some 1 -, .H NMR (DMSO) 7.40-6.60 (m, 16 Η), 5.10 (s, 1 Η), 5.07 (s, 3.76 (t, 2 H, J = 4.9 Hz), 3.53 (t, 2 H , J * 5.0 Hz), 2.06 (s, 3 H). 窨 Example No. 40 2- (4- Γ 5 -benzyl nitrogen, some argon, some Δ.B: H). 5.02 (s. 2 H) , Ϋ)-3-Φ-盹-1-gg-Ί-mining 氤 1 Oil; Ή NMR (DMSO) 7.45 (d, 2 H, J = 7.0 Hz), 7.37 (m, 2 7.19 ( d, 1H, J = 8.8 Hz), 7.11 (d, 1 H, J = 2.2 Hz), 7.00 (d, 1 H (d, 1 H, 5.0 Hz), 6.82-6.75 (m, 6H), 6.07 ( s, 2 H), 5.16 (s,: »(s, 2 H), 3.86 (t, 2 H, J« 5.0 Hz), 3.63 (t, 2 H, J = 5.0 Hz),: m / z507 (M +). H), 7.32 (m, 1 H),, J = 7.9 Hz), 6.90 H), 5.10 15 (s, 3 H); MS cl Example No. 4 1 2 2.2. 1. qi.—base. 2: 2— 丄 4: one 11 bases> -3-Jiamou- | ij | 1¾-1-a certain Shen Qiyong-Rongji bases two second

Foam; lH NMR (DMSO) 7.46 (d, 2H, J = 7.7 Hz), 7.42-7.28 ((d, 2 H, J = 8.7 Hz), 7.17 (d, 1 H, J = 8.7 Hz), 7.11 ( d, 1 H, J (d, 2 H, J = 8.6 Hz), 6.79 (dd, 1 H, J = 2.4 Hz, 8.8 Hz), 6.73 (s, (s, 2 H), 5.10 (s, 2 H), 4.80 (bs, 1 H), 4.70-4.60 (m, 1 H), 3.8: (t, 2 H, J = 4.8 Hz), 3.63 (t, 2 H, J = 5.1 Hz), 2.13 ( s, 3 H), 1.3 ((d, 6 a J = 5.9 Hz); MS el m / z 521 (M +). Alcohol n, 3 H), 7.25 2.4 Hz), 6.99 4 H), 5.14 it (Please (Read the notes on the back before filling out this page)

* 1T Printed by the Central Consumers' Association of the Ministry of Economy

Example No. 4 2 2 2 丄 4-丄 5_: i parent-2-(4 -Can $ _1_ 二 ._3 二 5 __ ^ 二! ^ 1_! 5__1_1 二 基 _ 见 _ 基基 -1—— -: Dragon ... Ga.Base 丨 .....- B Mp = 129-13TC; Ή NMR (DMSO) 7.47 (d, 2 H, J = 7.2 Hz), 7.3 (t, 2 H, J = 7.2 Hz), 7.33-7.28 (m, 1 H), 7.25 (d, 2 H, J = 8.8 ψ (d, 1 H, J = 8.8 Hz), 7.11 (d, 1 H, J = 2.4 Hz), 6.98 (d, 2 H, J (dd, 1 H, J = «.8 Hz, 2.4 Hz), 6.74 (s, 4H), 5.15 (s, 2 H), 5.11 (m, 1 H), 4.79 ( t, 1 H, J = 5.7 Hz), 3.86 (t, 2 H, J = 4.8 Hz), 3. ^ (q, 2 H, J = 5.1 Hz), 2.15 (s, 3 H), 1.96-1.87 (m, 2 H), 1.77 --1.53 (m, 2 H); IR (KBr) 3490 br, 2920, 1620 cm-1; MS el m / Z m 8 z), 7.18 8.8 Hz), 6.79 k 2 H), 4.84-4.80 3 1.65 (m, 4 H), 1.62 547 (M +). 41 t paper size applies Chinese National Standard (CNS) A4 specification (210X297 mm) 5. Description of the invention (β) A7 B7 Examples No. 43 2 ^ 丄 _4 ^ 丄 5 two 31_ ^ base_two 2_ :: -14.-three "1_ and base two cover__) two 3 two use _ cover _-? This 1 [二 1- 基1-base J .: Benzyl) -Ethyl Foam; * H NMR (DMSO) 7.83 (d, 2 H, J = 8.1 Hz), 7.59 (d, 2 (d, 2 H, J = 8.3 Hz), 7.42-7.36 (m, 2 H), 7.35-7.29 (m, 2 H), (d, 1 H, J = 2.4 Hz), 6.87 (dd, 1 H, J = 8.1 Hz, 2.4 Hz), 6.77- (s, 2 H), 5.12 (s, 2 H), 4.81 (br s, 1 H), 3.85 (t, 2 H, J = 5.1 Hz > (t, 2 H, J = 5.1 Hz), 2.19 ( s, 3 H); MS cl m / z 531. J = 7.9 Hz), 7.47 7.18 5.68 (m, 4 H), 5.21, 3.63 Example No. 4 4 2 2_L4 Ertian even-Η 丨 盹- 1 -Shenmou 1 5-Membenyl-2 Table Diphenylcaprobenzene-fluorene-cabin] -Ethanol ... OU; JH NMR (DMSO) 7.46 (d, 2 H, J = 7.2 Hz), 7.45-7.18 (rr, 8 H), 7.12 (d, 1 H, J = 2.4 Hz), 6.81 (dd, 1 H, J = 2.4 Hz, 8.6 Hz), 6.73 (s, 4 H), 5.15 (s, 2 H ), 5.1 (¾ ^. 2 H), 4.80 (bX 1 H), 3.85 (t, 2 H, J = 4.8 Hz), 3.63 (t, 2 H, J = 4.9 Hz), 2.34 (s, 3 H ), 2.15 (s, 3 H); MS el m / z 477 (M + V Example No. 4 5 L peroxodicapronyl- _ hydrazone-1 -ylmethyl] -diphenyl- 1-based 丄 — :: ethyl alcohol Mρ = 110- 113 ° C; Ή NMR (DMSO) 7.52 (d, 2 H, J = 8.6Ηφ 6.8Hz), 7.38 (m, 4 H), 7.42-7.37 (m , 1 H), 7.25 (d, 1 H, JJ = 2.4Hz), 6.83 (dd, 1H, J = 8.8Hz, J = 2.5 Hz), 6.76-6.70 (H), 5.11 (s, 2H), 3.85 (t, 2H, J = 5.2Hz), 3.63 (t, 2H, J = 5.0 MS el m / z 497 (M +)., 7.46 (d, 2 H, J = Φ.ΟΗζ), 7.14 (d, 1 H, m, 4H), 5.17 (s, 2 Hz), 2.16 (s, 3 H); 丄. 4-Γ 5-rhythm. Cover: + m. 4_ '-1-¾ -Gas base I -Z1 (Please read the precautions on the back before filling this page)

.V

, 1T Printed by the Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs

Oil;! H NMR (DMSO) 7.46 (d, 2 H, J = 7.5 Hz), 7.39-7.35 (m, 1H), 7.16-7.06 (m, 3 H), 6.82-6.72 (m, 5 H), 6.68 (d, 1 (dd, 1 H, J = 2.4 Hz, 8.3 Hz), 5.0 (s, 1 H), 4.88 (s, 2 H), 4.85 4.69 (d, 1 H, J = 6.3 Hz), 3.63 (t, 2 H, J = 6.9 Hz), 3.58 (s, 3 ψ 3.40 (t, 2 H, J = 6.9 Hz), 1.80 (s, 3 H) .m-benzyl alcohol (medium, 2 Η ), 7.31 -7.28 H, J = 2.2 Hz), 6.61, 1H, J = 6.3 Hz),, 3.46 (s, 3 H), 4 > — 'The paper size applies the Chinese National Standard (CNS) A4 specification (210X297 (Mm) A7 B7 printed by the Consumer Cooperatives of the Central Bureau of Standards of the Ministry of Economic Affairs _, _ V. Description of the Invention (μ) 3 -methyl "data

(Please read the notes on the back before filling this page)

This paper size applies to Chinese National Standard (CNS) A4 specifications (210 × 297 mm) A7 B7 V. Description of invention (#) Table 4 (Entangled) Printed by the Consumer Standards Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs Example No. XQ No. 51 OBn 4 '-F No. 52 OBn 3', 4 '-OCH 2 0-No. 5 2 a OBn 3'-OMe, 4'-OBn No. 53 OBn 4 f-0-i P r No. 54 OBn 4 r -OCp No. 55 OBn 4 '-CF 3 No. 56 OBn 4' -CH a No. 57 OBn 4 '-C 1 Explain Cao Yulin No. 5 0 Xi 3-Jia Xirong Yi Formation. Method 5 Test step 5-solar terms 2- (4-benzyl argon -1-茏) -1- "4- (2-chun | -7 >. argon) -44- This paper size applies to Chinese national standards (CNS ) A4 specification (210X 297 mm) ---------- ίν-- (Please read the notes on the back before filling in this page), 1T via A7 B7 V. Description of invention (〇) -3-A. Add CBr4 (2.9 g, 8.7 mmol) and PPH3 (2.3 g, 8.7 mmol) to Example No. 38 (3.3 g, 5.8 mmol)- ) In THF solution. The reaction was stirred at room temperature for 3 hours, then concentrated and Et 0 A c / hexane was used. 1: 4) gradient chromatography on silica gel to produce 13.2 g white solid skull: M p = U 1-1 3 4 ° C; 1 Η NMD Μ SO) 7.64- 7 · 3 0 (in, 1 〇Η), 7 · 2 9 {d, 2 Η, J = 8.8 Η ζ>, 7. 2 0 (d, 1 Η, J = 8.8 Hz), 7.12-7.09 (ni, 3H ), 6.80 (dd, 1H, J = 8.8, 2.4 Hz), 6.77-6.73 (βι, 4Η), 5.16 (s, 2H), 5.13 (s, 2 Η), 5.11 (s, 2H), 4.2〇 ( t, 2H, J = 5.3 Hz), 3.73 (t, 2 Η, J = 5.5 Β ζ), 2.15 (s, 3H); MS FAB 631/633 (M + H +, Br exists). Wu 7, Physical, data, and chemical properties of a certain JL®. The following compounds are described in the method according to Scheme 11: Prepared with substituted indole appropriately selected from No. 3 5-No. 45. Two example numbers 47 1- Γ 4- (2 -fluorene-ethylmethyl) -benzyl) -2-Rongmou-3- Tianshi-1 Η-Β4ΙTermine Oil; 1h NMR (DMSO) 7.57-7.32 (m, 7 H), 7.13-7.02 (m, 2 Η), 6.74 (s, 4 Η), 5.21 (s, 2 H), 4.19 (t, 2 H, J = 5.2 Hz), 3.71 (t, 2 H, J = 5.5 Hz), 2.20 (s, 3 H); MS el m / z 419 (M +) · oil review; Li Li 48 Methyl Argon-2- (4 -Shenyl chloride-Zhuhan) -1- Γ 4- (2-淖-气 某)-¥ some Ί-3-甲某 -1 Η-丨 ming Oil; Ή NMR (DMSO) 7.27 (d, 2 Η, J = 8.8Hz), 7.17 (d, 1H, J = 8.8 Hz), 7.03 (d, 2 HJ = 8.6 Hz), 6.99 (d, 1 H, J = 2.5 Hz), 6.80-6.69 (m, 5 H), 5.14 (s, 2H ), 4.19 (t, 2H, J = 5.4 Hz), 3.78 (s, 3 H), 3.76 (s, 3 H), 3 72 (t, 2H, J = 5.5 Hz), 2.16 (s, 3H); MS el m / z 479 (M +). -4 5- This paper size is applicable to China National Standard (CNS) A4 (210X 297mm) Please k, read the notes on the back and fill in this page to order

Printed by the Consumer Standards Cooperative of the Central Bureau of Standards Printed by the Bureau of Standards of the Ministry of Economic Affairs Printed by A7 B7 V. Description of the Invention (#) 号 Group No. 49 5-Benzyl Argon-?-(4-7. Old, even-¾ Even) -1- 「4- (2-淖 argon) -benzyl Ί -2 -Rongshi Β5 Mp = 118-120 ° C; lH NMR (DMSO) 7.45 (d, 2 H, J = 7.3 Hz ), 7.41-7.26 (m, 5 H), 7.17 (d, 1 H, J = 8.8 Hz), 7.11 (d, 1 H, J = 2.2 Hz), 7.01 (d, 2 H, J = 6.8 Hz) , 6.78 (dd, 1 H, J = 8.8Hz, J = 2.4 Hz), 6 78-6.74 (m, 4 Η), 5.15 (s, 2 H), 5.10 (s, 2 H), 4.22-4.18 ( m, 2 H), 4.04 (q, 2 H, J = 6.8 Hz), 3.72 (t, 2 H, J = 5.5 Hz), 2.14 (s, 3 H), 1.33 (t, 3 H, J = 7.0 Hz); N [S el m / z 569 (M +). Fen Example No. 51 5 -benzylamino-1-f4- (2 -chun-7, 氲) -benzyl 1 -2 -U -argon -Caimou)-:?-Amou-1 Η -Basic P4 Mp = 114-116 ° C;! H NMR (DMSO) 7.47 (m, 2 H), 7.45-7.20; m, 8 Η), 7.14 ( d, 1 H, J = 2.4 Hz), 6.83 (dd, 1 H, J = 2.7 Hz, 9.0 Hz), 6.80-6.70 (m, 4 H), 5.16 (s, 2 H), 5.11 (s, 2H ), 4.19 (t, 2 H, J = 5.27 Hz) , 3.72 (t, 2 H, J = 6.4 Hz), 2.15 (s, 3H); Ms el ai / z 543 (M +); C3iHz? BrFN0: calculated value of CHN for t e Example No. 52 2-benzene And [1.31 二 焯 某 -5- 某 · 5 -narrow argon 1- Γ 4- (2-'? Fu-7. Qisome-benzyl Ί-· *?-田某-ΙΗ-ΒϋΙ n Mp = 133-136 ° C; * H NMR (DMSO) 7.45 (d, 2 H, J = 7.0 Hz) ,: .41-7.38 (m, 2 H), 7.35-7.30 (m, 1 H), 7.19 (d , 1 H, J = 8.8 Hz), 7.11 (d, 1 H, J: = 2.2 Hz), 7.00 (d, 1 H, J = 7.9 Hz), 6.90 (d, 1 H, 1.4 Hz), 6.82- 6.78 (m, 2H), 6.77 (s, 4 H), 6.07 (s, 2 H), 5.16 (s, 2 H), 5.10 (s, 2 H), 4.20 (t, 2 H, J = 5.5 Hz ), 3.73 (t, 2H, J = 5.2Hz), 2.15 (s, 3H); MS el m / z 569 (M +). Example No. 52a 5 -Benzylhydrogen-1-"4- (2- Zhang-Z'Ί 【some 1-笮 some 1 -2- (3- Tian 氲 some-4-benzazepine some- Rongshitian some -1 Η-B4I (4 Foam; lH NMR (DMSO) 7.47-7.42 (m , 4 H), 7.40-7.30 (m, 6 Η), 7.20 (d, 1 Η, J = 8.8 Hz), 7.12-7.10 (m, 2 H), 6.86-6.84 (m, 2 H), 6.81 ( dd, 1 Η, J = 8.8 Hz, 2.4 Hz), 6.78 (s, 4 H), 5.17 (s, 2 H), 5.11 (s, 2 H), 5.10 (s, 2 H), U0 (t, 2 H, J = 5.0 Hz), 3 .72 (t, 2 H, J = 5.4 Hz), 3.63 (s, 3 H), 2.17 (s, 3 H); MS FAB m / z 662 (M + H +). -46- This paper size applies to China National Standard (CNS) A4 specification (210X 297mm) Please read the note page on the back Φ first

I. V. Description of the invention (#) A7 B7 Example number δ 3 5-Benzylamino group is small [4- (2-bromo. 7. ZJ & some) -benzyl

-2- (4 -Lipromium-Jumou 3-Shenmou-1Η-»4 丨 Pdecane Mp = 125-128 ° C; lH NMR (DMSO) 7.46 (d, 2H, J = 7.7 Hz), 7.25 (d, 2 H, J = 8.7 Hz), 7.17 (d, 1 H, J = 8.7 Hz), 7.11 (d, 1 (d, 2 H, J = 8.6 Hz), 6.79 (dd, 1 H, J = 2.4 Hz, 8.8 Hz), 6.73 (s, 2 H), 5.10 (s, 2 H), 4.70-4.60 (m, 1 H), 4.19 (t, 2 H, J = 5 (t, 2 H , J = 4.4 Hz), 2.13 (s, 3 H), 1.30 (d, 6 H, J = 5.9 Hz); MS 7.42-7.28 (m, 3 H),】 i, J = 2.4 Hz), 6.99 ( s, 4H), 5.14 3 Hz), 3.72 el mjz 583 (M +). Example No. 54 5-benzylargon and even 1-"4-f 2-溥 -7. hydrogen-2- (4-fluorene hydrogen Mum-Jumou) -3-A-mau-1 >]-11 Quote Mp = 110-112 ° C; 7.47 (d, 2 H, J = 7.0 Hz), 7.38 (t, 2 H, J = 7.0 ( m, 1 H), 7.25 (d, 2 H, J = 8.8 Hz), 7.18 (d, 1 H, J = 8.8 Hz), 7 (d, 1 H, J = 2.4 Hz), 6.98 (d, 2 H, J = 8.6 Hz), 6.79 (dd, 1 H, J 6.78-6.74 (m, 4 H), 5.16 (s, 2 H), 5.11 (s, 2 H), 4.86-4.83 (A (t, 2 H, J = 5.3 Hz), 3.73 (t, 2 H, J = 5.5 Hz), 2.15 (s, 3 H), 2.0 (i 1.79-1.65 (m, 4 H), 1.63-1.56 (m, 2 H); IR (KBr) 2950, 2910, / z 6 0 9, 6 1 1 (M +); Br exists).

Hz), 7.35-7.28 11 = 8.6 Hz, 2.4 Hz),, 1 H), 4.20 -1.87 (m, 2 H), 1610 cm-1; MS el ------------ ( (Please read the notes on the back before filling out this page)

、 1T Example No. 5 5 5 -Benzyl gas -1-Γ 4-(2 -Chun-Z. Argon-3 -Memo-2-(4 -Triargon Shenmou -Rongmou) -1 Η- Nl Mp = 106 -109 ° C; 'H NMR (DMSO) 7.83 (d, 2 H, J = 8.1 Hz), 7.60 printed by the Consumers' Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs, 7.39 9.0 Hz, 2.6 Hz), = 5.3 Hz), 3.72 (d, 2 H, J = 7.9 Hz), 7.35-7.29 (m, 2 H), 7.48 (d, 2 H, J = 8.6 (t, 2 H, J = 7.0 Hz), 7.18 (d, 1 H, J = 2.2 Hz), 6.87 (dd, 1 H, J 6.77-6.71 (m, 4 H), 5.22 (s, 2 H), 5.12 (s, 2 H), 4.20 (t , 2 H, J (t, 2 H, J = 5.3 Hz), 2.20 (s, 3 H); IR (KBr) 2910, 2850, 1620 cn ^ -1; MS el m / z 595, 593 (M +) Example No. 56 Benzyl Argon-1-"4-(2-? Grass-Z gas 3-methyl-2-U-Shenmou-¾ a certain 11¾ -47- Benzene 1) This paper size applies Chinese national standards ( CNS) A4 specification (210X297 mm) 45-7.18 (m, 8 Η), 3 (s, 4 Η), 5.15 4.4 Hz), 2.34 E) -benzyl Ί A7 ___B7_ 5. Description of the invention (sen)

Mp = 82-95 ° C; 1h NMR (DMSO) 7.46 (d, 2 H, J = 7.2 Hz), 7 7.12 (d, 1 H, J = 2.4 Hz), 6.81 (dd, 1 H, J = 2.4 Hz, 8.6 Hz), (s, 2 H), 5.10 (s, 2 H), 4.19 (t, 2 H, J = 5.3 Hz), 3.72 (t, 2 H, J (s, 3 H), 2.15 (s, 3 H); MS el m / z 539 (M +). Example No. 5 7 5-Methyl Chlorine-1- "4- (2-Zhang-Z Argon 3-甲某 -2-U- Qi-Zhumou) -1 Η-Nl

Hz), 7.38 f = 2.4Hz), 6.83 5.11 (s, 2H), 4.19 el m / z 559 (M +). (Please read the notes on the back before filling this page), 4. Order the Central Bureau of Standards of the Ministry of Economic Affairs The paper size printed by the employee consumer cooperative is applicable to Chinese national standards (CNS > A1 2 3 4 specifications (210X 297 mm) 1 H NMR (DMSO) 7.52 (d, 2H, J = 8.6Hz), 7.46 (d, 2H , J = 6. $ 2 (m, 4 H), 7.36 (m, 1H), 7.25 (d, 1H, J = 9.0Hz), 7.14 (d, 1H, 3 (dd, 1H, J = 8.8Hz, J = 2.5 Hz), 6.72 (m, 4H), 5.17 (s, 2H), 4 (t, 2H, J = 5.5 Hz), 3.72 (t, 2H, J = 5.5 Hz), 2.16 (s, 3H) ; M5

7 B

V. Description of the invention Bu 7) The use of a certain 3-methylindinophenethyl gaseous gas as an intermediate flow chart 12 CI data

NaH, DMF 〇 Example No. 17.1β, 2〇

Cl CAS # [99847-Θ7-7]

Cl Example No. 58-60 (Please read the notes on the back before filling this page)

I >

Table 'τ Γ Example number printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economy. Κ No. 58 OBn 3, -C IBn No. 59 OBn 3, -F, 4, -OBn No. 60 OBn 4'-( ) CF, • 49- This paper size is in accordance with Chinese National Standard (CNS) A4 (21 OX 297 mm) Printed by the Consumers Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs A7 B7 V. Description of the Invention (Anvil) ; ≫ 3-Tian Qi earthworm 盹 Rong a certain gaseous material will form A. Hn 5 ^ 3 £ 1-_2-〇 knot argon even-mining) -1- "4- (2- 气-? *. m-based)-Form-1-Η-ί 14 Add 0.85 g of sodium hydride (60% in mineral oil) to 5-solenyl-3 -methyl-2- (3-benzyloxy- Phenyl) -1Η-indine (Indodol S 5 case 17) in 80 ml of dry DMF solution. After mixing the mixture for 30 minutes (until no bubbles appear), add 4.8 g of 1-chloroform 4- (2-Gas-ethoxy-fluorene) CAS number [9 9 8 4 7-87-7]. The reaction mixture was allowed to react overnight at room temperature. 200 ml of ethyl acetate was added to the reaction mixture. f 3, then washed with water (3 X 1 G 0 ml). The organic solution was washed with saturated brine, dried over magnesium sulfate, filtered and evaporated to dryness on a rotary evaporator. The product was recrystallized from ethyl acetate. Μρ = 125-127 ° C; »H NMR (DMSO) 7.48 -7.46 (d, 2 H, J = 5.8 Hz), 7.40-7.35 (m, 7 H), 7.33-7.28 (m, 2 H), 7.23-7.21 (d, 1 H, J = 8.8 Hz), 7.13 -7.12 (d, 1 H, J = 2.2 Hz), 7.07-7.04 (m, 1 H), 6.94-6.92 (d, 2 H, J = 6.1 Hz), 6.83-6.80 (dd, 1 H, J = 2.5 Hz, J = 6.3 Hz), 6.78-6.72 (m, 4 H), 5.] 4 (s, 2H), 5.11 (s, 2 H), 5.04 (s, 2 H), 4.13-4.10 (t , 2 H, J = 5.1 Hz), 3.86-3 84 (t, 2 H, J = 5.1 Hz), 2.14 (s, 3 H); IR 3420, 2900 cm1; MS el ti / z 587 (M +); The calculated value of C38H34C1N03 CHN0 is called the physical data of the gaseous substance of the US. The following compounds were prepared according to Scheme 12 using the appropriate substituted indines numbered 18 and 2 as described in Method 5a. «God} Sales Office _S 9 fi-benzyl hydrazone-2- (4-benzylhydroxy-3-rat-weihua) 1 _ "-Γρr gas-7. Value 'some)-benzyl ] -3 -Methyl-1 ILdl [LI -50- This paper size is applicable to Chinese garden house standard (CNS) A4 specification (210X297mm) Please read the precautions before back 5. The invention description (ο) Α7 Β7

Mp = 88-91 ° C;! H NMR (DMSO) 7.49-7.43 (m, 4H), 7.43-7.21! (M, 2H), 7.13-7.09 (m, 2H), 6.88-6.72 (m, 5H) , 5.21 (s, 2H), (s, 2H), 4.13 (t, 2H, J = 5.2 Hz), 3.87 (t, 2H, J = 5.2 Hz), 2.16

(m, 7H), 7.26-7.21 | .18 (s, 2H), 5.11 (s, 3H); MS el m / Z 6 0 5 (M +); C 38 H 33 C 1 FN 0 3C Η N Calculated value 0 Example number δ I) Η-MM -1-"4-" 2-(Qi-Cai M)-benzyl 1-3-methyl even-2-(4-triargon methyl argon (Rongmou) -1 Η ff 朵

Mp = 108-110 ° C; Ή NMR (DMSO) 7.49-7.48 (m, 6 H), 7.40-7.25 (m, 4 H), 7.17-7.16 (d, 1 H, J = 2.9 Hz), 6.88- 6.84 (m, 1 H), 6.77-6 72 (m, 4 H), 5.20 (s, 2 H), 5.14-5.13 (d, 2 H, J = 2.3 Hz), 4.16-4.11 (m, 2 H ) 3.89-3.84 (m, 2 H), 2.19-2.17 (m, 3 H); IR 3400, 2900, 1600 cm1; MS 4 m / z 566 (M +): C 32 HC 1 F 3 N 0 3 + 0 . Calculated value of C Η N for 2 5 H 2 0. 'Amine 7. A certain argon of argon flow chart 1 3 Z (amine) THF when X = Br-^ or Z (amine) DMF, K1 when C 1

ό C '(Please read the notes on the back before filling this page), 1Τ

X Ｃ 例 #Example No. 6144 84 Example printed by the Consumer Cooperatives of the Central Bureau of Standards, Ministry of Economic Affairs, No. 47-60 5 1- This paper size applies to China National Standard (CNS) Α4 size (210 × 297 mm> A7 B7 5 Description of the invention (β) Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs. Example No. 6 Q z No. 61 OBn 4 * -0Et 0 No. 62 OBn H o No. 63 OBn 4'-0Bn 0 No 64 OBn 4'-0Bn 0 No. 65 OBn 4'-0Bn (Please read the notes on the back before filling out this page) The size of the paper is applicable to China National Standard (CNS) A4 (210X297 mm) Central Ministry of Economic Affairs Standards Bureau Consumers' Consumer Cooperative A7 B7 V. Description of Invention (β) Table 6 (Performance) Example No. Q No. 66 OBn 4'-OBn fV \ No. 66a OBn 4, -OBn k No. 67 OBn 4 -OBn σ No. 68 OBn 4'-OBn a No. 69 OBn 4, -OBn O No. 70 OBn 4, -OBn No. 71 OBn 4, -OBn No. 71a OBn 4, -OBn No. 72 OBn 4, -F 0 (Please read the notes on the back before filling out this page) This paper size applies to Chinese national standards (CNS > A4 size (210 X 297 mm)) Ministry of Economic Affairs Printed by the Central Standards Bureau's Consumer Cooperatives V. Description of Invention (P) Table 6 (Continued) Example No. K No. 72a OBn 4, -F 0 No. 72b OBn 4, -Cl 0 No. 73 OBn 3 ', 4, -0CH2O 0 No. 74 OBn 4, -0-iPr 0 No. 75 OBn 4, -CH3 0 No. 76 OBn 3'-OBn 0 No. 77 OBn 3'-OBn 0 No. 78 OBn 4,- OBn, 3, -F 0 No. 79 OBn 4, -OBn, 3, -F r 0 (Please read the precautions on the back before filling out this page) -¾, va The size of this paper is applicable to Chinese national standards (CNS) A4 size (210 X 297 mm)

7 7 AB V. Description of the Invention (β) Table M continued) Example No. t K a 1Z .... No. 80 OBn 3, -OMe 0 No. 81 OBn 4, -OCF3 0 No. 82 OBn 4, -OBn hn-〇No. 83 OBn 4'-OBn No. 84 OBn 3, -OMe 0 sharp Ming Fen number (Π Xitong: > replaced by the public method 6: > Endurance step brewing (please Read the precautions on the back before filling in this page) R-Narrow arg-2-U-Narrow cymbal; A-benzyl-1-Shenm-1-1 4- (2-VI, ye Γ Central Ministry of Economic Affairs BH printed by the local shellfish consumer cooperative; 腚 -1 -some-bm) -festival}-1 Η-hrs. Example No. 50 (3.2 g, 5.0 mmol) at 1'1 ^ ( 50 ml) solution was treated with hexapyridine (5 ml, 50 mmol) and heated to reflux. After 5 hours, the reaction mixture was concentrated and dissolved in E t 0 A c, washed with saturated NaHC03, and dried over MgS04. And column chromatography on silica gel using a gradient dissolution column with EtOH./hexane to EtOAc. The product (Ϊ.7 g) was a white solid with Mp = 93-9 5 ° C; 'H NMR (DMSO) 7.48-7.46 (m, 4 H), 7.42-7.38 (m, 4 H), 7.38-7.32 (m, 2 H), 7.29 (d, 2 H, J = 8.8 Hz), 7.19 (d, 1 H, J = 9.0 Hz ), 7.12-7.10 (m, 3 H), 6.80 (dd, 1 H, J = 8.8, 2.4 Hz), 6.73 (s, 4 H), 5.15 (s, 2 H), 5.13 (s, 2 H) , 5.11 (s, 2 H), 3.93 (t, 2 H, J = 5.7 Hz), 2.60-2.50 (m, 2 H), 2.41-2.30 (m, 4 H), 2.15 3 H), 1.47-1.42 (m, 4 H), 1.36-1.32 (m, 2 H); MS FAB 637 (M + iT). -55- This paper size is applicable to _ national national standard (0can > 8 4 specifications (210 father 297 male) (Centi) A7 B7, a cooperative of the Central Bureau of Prospecting and Coordinating of the Ministry of Economic Affairs, V. Description of the invention (r4) Method for synthesis of gaseous product No. 76 of Razor Product R9 Xi Xuan Optional Step Jun „Example No. δ δ 5-Benzyl Argon Radical-2- (3 diy arg--¾) Shitian -1- Γ4-ί > -hexaargyrimidine-1-even-? *, Argon is even Ί -1 Η-Β primer will be 1. ] Ml (H · 0 1 12 Moore) of hexahydropyridine, and 0.93 g (0.056 Moore) of potassium iodide was added to 1.1 g (0.00953 Moore) 5-1 gas-based -2- (3-benzyloxy-phenyl) -3-methyl-1- [4- (2-chloro-ethoxy) -benzyl] -3-methyl-1 Η-(Example No. 5 8) In 10 ml of DMF solution. The reaction mixture was heated to ~ 40-50 ° C over 4 hours. After the trickle was cooled to room temperature, 150 ml of ethyl acetate was added, and the mixture was washed with ice (3 × 100 mL). The organic solution was collected, washed with saturated edentulous water, removed, dried over magnesium sulfate, filtered and evaporated to produce 1.0 g of product after the product was chaotic. Mp = 125-126 ° C;! H NMR (DMSO) 7.48-7.45 (d, 2 H, J = 7 2 Hz), 7.41-7.35 (m, 7 H), 7.33-7.28 (m, 2 H), 7.23-7.21 (d, 1 H, J = 9.0 Hz), '.13-7.12 (d, 1 H, J = 2.4 Hz), 7.06-7.03 (m, 1 H), 6.95-6.91 (m, 2 H ), (.83-6.80 (dd, 1 H, J = 2.4 Hz, J = 6.3 Hz), 6.75-6.70 (m, 4 H), 5.13 (s, 2 H), 5.11 (s, 2 Η), 5.02 (s, 2 H), 3.93-3.90 (t, 2 H, J = 6.0 Hz), 2.56-2.53 (t, 2 H, J = 5.9 Hz), 2.49 -2.48 (m, 4 H), 2.14 ( s, 3 H), 1.46-1.40 (m, 4 H), 1.35-1.31: tn, 2 H); IR (KBr) 3400, 2900cm · 1; Ms el m / z 636 (M +); C43H44 li 2 Calculated value of C Η N for 0 3 + 0.2 5 H 2 0. The following compounds were prepared using amines in place of the following compounds: P Consumption Example No. 76-No. 84 Use method 6a for preparation other than β Fenxi Example No. 61 Benzyl argon -2- (4-7, hydrogen-phenyl) Ί Tian-56- This paper is applicable to the standard Pugu Family Standard (CNS> Α4 Specification (210X297mm) Please read the precautions of back Λ before

Order L economy A7 B7 V. Description of the invention (<) Even -1- "4-0- 六 Μ 卅 腚 -1- 某-乙 氲 某 Benzezhuang 1-1 Η-Bil Μρ = 188-191 ° C; * H NMR (DMSO) 7.45 (d, 2 H, J = 7.3 Hz) H), 7.17 (d, 1 H, J = 8.8 Hz), 7.11 (d, 1 H, J = 2.2 Hz), 7.01 Hz) , 6.78 (dd, 1 H, J = 8.8Hz, J = 2.4 Hz), 6.73 (s, 4H), 5.1; 2H), 4.05 (q, 2H, J = 6.8 Hz), 3.93 (t, 2H, J = 6.0 Hz), 2.55 (t 2.41-2.35 (m, 4 H), 2.14 (s, 3 H), 1.46-1.40 (m, 4H), 1.38 el m / z 574 (M +). fi2 Qimou-2-benmou-bumethyl-1, 7.40-7.25 (m, 5 (d, 2 Η, J = 6.8 5 (s, 2H), 5.10 (s,, 2H, J = 5.7 Hz),- 1.30 (m, 5 H); MS-"4-azepine-1-yl-ethoxy) -benzyl] -1H-ind" Oil; Ή NMR (DMSO) 7.50-7.43 (m, 4 H ), 7.42-7.37 (m, 5 HH), 7.22 (d, 1 H, J = 8.8 Hz), 7.14 (d, 1 H, J = 2.4 Hz), 6.81 Hz), 6.72 (s, 4 H), 5.18 (s, 2 H), 5.11 (s, 2 H), 3.90 (t, 2 H, 2.75 (m, 2 H), 2.68-2.59 (m, 4 H), 2.16 (s, 3 H), 1.58 -1.43 (n 544 (M +). Example No. fi4 5-section argon 2--2- (4-benzylargonyl-phenyl), 7.33-7.30 (m, 1 (d, 1 H, J = 6.6 J = 6.1 Hz), 2.81-i, 8 H); MS el m / z) -Shenmou-1-ί 4-Ο -Aclanmin-1 -mother-7 , Argon) -benzyl]-1 H-»ίΙ Μρ = 106-107 ° C; 'H NMR (DMSO) 7.47 (d, 4 H, J = 8.3 Hz), 7.36-7.30 (m, 2 H) , 7.29 (d, 2 H, J = 8.8 Hz), 7.19 (d, 1 H, J 7.10 (m, 3 H), 6.80 (dd, 1 H, J = 8.8 Hz), 6.73 (s, 4 H) , 5.15 ((s, 2 H), 5.11 (s, 2 H), 3.90 (t, 2 H, J = 5.9 Hz), 2.76 (t, 2 H, J 2.56 (m, 4 H), 2.15 (s , 3 H), 1.58-1.44 (m, 8 H); MS FAB mA 渝 溢 溢 ft ϋ S-Sulfur argon and even 2- (4-benzylhydrogen-ethyl S 7.41-7.36 (m, 4 H ), = 8.8 Hz), 7.14-}, 2H), 5.13 = 5.9 Hz), 2.64 -651 (M + H +).: Some 3 -methyl-yexyl 1 1-r 4-ί 2-rilimide Some-: ι-yl-ethane) -benzyl 1 -1 Η-㈣U Μρ = 148-150 ° C; * H NMR (DMSO) 7.47 (d, 4 H, J = 8.3 Hz) (m, 4 H), 7.36-7.32 (m, 2 H), 7.28 (d, 2 H, J = 8.8 Hz), 7.19 7.13-7.08 (m, 3 H), 6.80 (dd, 1 H, J = 8.8 Hz, 2.4 Hz), 6.76-(s, 2 H), 5.13 (s, 2 H), 5.11 (s, 2 H), 3.75 (t, 2 H, J = 7.0 Hz), (t, 2 H, J = 7.0 Hz), 2.15 (s, 3 H), 0.93 (d, 12 H, J = 6.4 Hz); M (M + H +).-^ 7- 7.41-7.36 (i, 1 H, J = 9.0 Hz), 5.68 (m, 4 H), 5.14: .95 (m, 2 H), 2.67! ≫ FAB m / z 653 This paper size is applicable to the National Standard for Chinese Bacteria (CNS) A4 (210X297 mm) Please read the precautions on the back Φ before ordering by the Central Bureau of Standards X. Printed by the Consumer Cooperative V. Invention Description ( a) A7 B7 Example No. β 6 5 -benzyloxy-2-(4-benzyloxy_.diphenyl _._ yl-1- "4-0 -butanyl-Tamine Ethyl chloride) -benzyl Mρ = 101-104 ° C; lH NMR (DMSO) 7.45 (d, 4 HJ = 7.5 Hz) H), 7.19 (d, 1 HJ = 8.8 Hz), 7.12-7.08 (in, 3 H), 6.80 (dd, 1 1 h-fli? Im

, 7.40-7.25 (m, i H, J = 6.5 Hz, J 2.4 Hz), 6.72 (s, 4 H), 5.14 (s, 2 H), 5.13 (s, 2 H), 5.10 (s, 2 H ), 3.91 (t, 2 H, J = 5.9 Hz), 2.64-2.59 (m, 2H), 2.35-2.29 (m, 2 H), 2.17 (s, 3 H), 2.14 (s, 3 H), 1.40-1.31 (m, 2 H), 1.25-1.19 (m, 2 H), 0.83 (t, 3 H, 7.? Hz); MS el m / z 638 (M +). Example No. 66a 5 · -Benzyloxychloro-fluorene-1- (4-diamineamine-7. Amo) -benzyl] -1 H ..- hour 1

Mp = 1 2 3-1 2 4 ° C -1-f 4-f 2-(2 -Shenshi-Hexamidine-1-some) 7. Hydrogen []-benzyl 1_ -1Η-8¾

Mp = 12 1 ° C Example No. 6 8 I Benzylarginyl 2- (_4-poleoxy.yl.-phenylshen 1-(4- rm-free-6 M Bit, pyridine-1- Some -ΪΒ- b? Im Mp = 9 0 ° G Example No. 6 9 5-benzylamino- 2- (4-benzylamino-mosyl-3-methyl I. —— IIIII —L ^- --I nn ^ (Read the precautions on the back before filling out this page) Printed by the Shellfish Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs 1 ~ f 4-Γ 2- (4-甲某-六 蕾 .fftf. 麻- 1-some 'gas: some) -1 Η-Ρ ^ ί Μρ = 98 ° C; Ή NMR (DMSO) 7.46 (d, 4 H, J = 7.2 Hz), 7.42-7.h 7.31 (m, 2 H), 7.28 (d, 2 H, J = 8.6 Hz), 7.19 (d, 1 H, J = 9.0 Hz () (m, 3 H), 6.80 (dd, 1 H, J = 8.8 Hz, 2.4 Hz), 6.73 (s, 4 H), 5.15 6 (m, 4 H), 7.36, 7.12-7.10 s, 2H), 5.13 58- This paper size applies to the Chinese national standard (CNS > A4 size (21 OX 297 (Mm) Ministry of Economic Affairs t Central sample standard% Cooperative printed A7 Β7 V. Description of the invention (〇) (s, 2 Η), 5.11 (s, 2 Η), 3.93 (t, 2 H, J = 5.9 Hz) , 2.85-2.78 (m, 2 H), 2.62-2.56 (m, 2 H), 2.15 (s, 3 H), 1.97-1.87 (m, 2 H), 1.55-1.47 (m, 2 i), 1.30- 1.20 (m, 1 H), 1.15-1.02 (m, 2 H), 0.85 (d, 3 H, J = 6.6 Hz); MS es: m / z 651 (M + l) + Examination Case® No. 7 (1 β- 笮 argon-2-U-Benzyl Ar--¾)-3-Methyl-1 ί 4-"2-(ΠΒ)-2. Β-Ershen -Hexamidine-1 -even) -ZS)-pole even) -1 H-841 Β5 Μρ = 106-107 ° C; Ή NMR (DMSO) 7.46 (d, 4 H, J = 8.1 Hz), 7.42-7.36 (m, 4 Η), 7.37-7.31 (m, 2 H), 7.29 (d, 2 H, J = 8.8 Hz), 7.18 (d, 1 H, J = 8.8 Hz), 7.14-7.09 ( m, 3 H), 6.80 (dd, 1 H, J = 8.8 Hz, 2.4 Hz), 6.72 (s, 4 H:, 5.14 (s, 2 Η), 5.13 (s, 2 H), 5.11 (s, 2 H), 3.84 (t, 2 H, J = 7.0 Hz), 2.84 (t, 2 H, J = 6.6 Hz), 2.44-2.37 (m, 2 H), 2.15 (s, 3 H), 1.60- 1.43 (m, 3 H), 1.32 -1.18 (m, 1 Η), 1.16-1.06 (m, 2 H), L01 (d, 6 H, J = 6.2 Hz). Fentative case number 71 5- 芾 氲-2-(4-benzyl argon-Rongmou)-Shenmou-(4- "2- (1.:?. 3-Trimethyl-6-acridine-such as" 2 2 · 1 Ί Xin-β -A) -7. Arga)-芾 a 1-1 Η-B4I »4 Μρ = 107 ° C; MS ESI m / z 7 0 5 (M + + 1) + Example S No. 71a (IS.4R ) -5-benzyl Phenyl-2- (4-narrow argon-mozine) -3-methyl-ί4-Γ2- (2-acyl-equivalent Γ 2.2.11 nam · 2 -an aryl group) -benzyl) -1 Η -S-B is used to replace (1 S d S) of bromide-2 -Acridine-ring [:, 2,1] Heptane 僳 According to Syn.Comm, 26 (3), 577-584 (1996) Prepared as outlined. Μρ = 95-100 ° C;! H NMR (DMSO) 7.32-6.55 (m, 21 H), 5.1C)-4.90 (m, 6H), 3.69 (t, 2 H, J = 5.9 Hz), 2.65- 2.5 (m, 3 H), 2.10 (s, 2 H), 2.0 (s, 3 Η), 1.50-1.0 (m, 7 H). -59- This paper size applies to China National Standard (CNS) A4 specifications ( 210X297 mm) Please read the note below and fill in this page to order the Ministry of Economic Affairs, the Central Standards Bureau, M s. Consumer Cooperatives A7, B7 V. Description of the Invention (η) Fen Example No. 72 5 -Benzyl group-2- ( 4 -Fluoro-¾some) -3-methyl-1-Γ 4- (2 -acconine-1-some-7. Argon-based rod}} ΐ Oil; Ή NMR (DMSO) 7.50-7.43 (m, 2 H), 7.42-7.33 (m, 4 KH), 7.13 (d, 1 H, J = 2.4 Hz), 6.83 (dd, 1 H, J = 2.4 Hz, 6.7 Hz) 5.14 (s, 2 H), 5.11 (s, 2 H), 3.89 (t, 2 H, J = 5.9 Hz), 3.20 (m, ^ (t, 2 H, J = 6.0 Hz), 2.15 (s, 3 H), 1.60-1.40 ( m, 8 H); MS el rr window case number 72a 5-benzamidine-2-(4-argon-¾), 7.32-7.20 (m, 4, 6.71 (s, 4 Η), Η) , 2.74 (ζ 562 (Μ +). -Shenshi-1- Γ 4- (2 -Hexa SHH; pyridine-1-some) -7. Argon benzyl) -1 Η-ΡίΙ 1¾ Oil;! H NMR (DMSO) 7.3 2-6.53 (m, 16 H), 5.00 (s, 2 H), 4.9 H, J = 5.8 Hz), 3.22-3.14 (m, 4 H), 2.40 (t, 2 H, J = 5.8 Hz), : I. 17 (m, 6 H). Examination case number 72b 5- 某 argon-2- (4-氡-茏)-3 6 (s, 2 Η), 3.77 (t, 2 .0 ( s, 3 Η), 1.29--A certain -1-"4-(2 -Hexapyridine-1 -A)-7..A)-benzyl 1-1 PB4Ι 枠 Oil; ^ NMR (DMSO ) 7.52 (d, 2 H, J = 8.6 Hz), 7.46 (d, 2 H, J 7.37 (m, 4 H), 7.35-7.29 (m, 1 H), 7.25 (d, 1 H, J = 9.0 Hz), 7 Hz), 6.83 (dd, 1 H, J = 8.8 Hz, 2.5 Hz), 6.72-6.65 (m, 4 H), 5. 2 H), 3.90 (t, 2 H, J = 5.9 Hz ), 2.55 (t, 2 H, J = 6.0 Hz), 2.41-(s, 3 H), 1.44-1.39 (m, 4 H), 1.38-1.29 (m, 2 H); MS el m / z 5 (Shen LiliS No. 7 3 5-Section 2-Γ 2. S-Dimethyl argon = 6.8 Hz), 7.41 -14 (d, 1 H, J = 2.4 16 (s, 2H), 5.11 (s, L26 (m, 4H), 2.16 Λ (M +). K-¾ Ί Ί -3-甲 甚 -1-Γ 4-(2 -hexaargon W, 腚 -1--7-7. 氲-Benzene) -1 η-nil m Foam;! H NMR (DMSO) 7.45 (d, 2 H, J = 7.0 Hz), 7.41-7.37 (m, (m, 1 H), 7.19 (d, 1H, J = 8.8 Hz), 7.11 (d, 1 H, J = 2.2 Hz), 7 . (Hz), 6.90 (d, 1 H, 1.4 Hz), 6.82-6.78 (m, 2H), 6.74 (s, 4 H), t (s, 2 H), 5.10 (s, 2 H), 3.93 (t, 2H, i = 6.0 Hz), 2.56 (t, 2 H, 2.35 (m, 4H), 2.15 (s, 3H), 1.48-1.41 (m, 4H), 1.38-1.28 (m, 21 (M + ). -6 0-2 Η), 7.33-7.29: 0 (d, 1 H, J = 7.9 • 07 (s, 2H), 5.16 Γ = 6.0Hz), 2.41-(); MS el m / z 574 This paper size applies to China National Standards (CNS > A4 size (210X297mm). Please read the notes of the back Φ before ordering. 5. Description of the invention (Clever) A7 B7 Example number Ή 5-Benzylhydrogen -2- (4-isopropylargonium-Rongjiu Ί-Γ 4-f) >-Six-qi P-Tech 1-1-Qi-qi) IE 1-1 Η-P ^ l

Foam; 1h NMR (DMSO) 7.46 (d, 2H, J = 7.7 Hz), 7.42-7.28 ((d, 2 H, J = 8.7 Hz), 7.17 (d, 1 H, J = 8.7 Hz), 7.11 ( d, 1 H, J = (d, 2 H, J = 8.6 Hz), 6.79 (dd, 1 H, J = 2.4 Hz, 8.8 Hz), 6.73 (s (s, 2 H), 5.10 (s, 2 H), 4.70-4.60 (m, 1 H), 3.92 (t, 2 H, J = 5.7 (t, 2 H, 5.7 Hz), 2.40-2.30 (bs, 4 H), 2.15 (s, 3 H) , 1.50-1.40 (1.30 (m, 2 H), 1.28 (d, 6 H, J = 6.2 Hz); MS el m / z 588 (M +). M, 3 Η), 7.25 2.4 Hz), 6.99 4 Η ), 5.14 Hz), 2.55 m, 4 Η), 1.40 Example No. 7 5 Narrow Argon 4-Shenmou-Rongmou 1 Γ4- (2 -Hexamin-1--1-Ar-Hom) -Narrow 1 -1 3-甲某 -1 Η-P ^ [11¾

Oil; ιΗ NMR (DMSO) 7.46 (d, 2 H, J = 7.2 Hz), 7.45-7.18 (m, 8 H), 7.12 (d, 1 H, J = 2.4 Hz), 6.81 (dd, 1 H, J = 2.4 Hz, 8.6 Hz), 6.73 (si 4 H), 5.15 (s, 2 H), 5.10 (s, 2 H), 3.92 (t, 2 H, J = 5.9 Hz), 2.55 (t, 2 H, J 2.30 (m, 7 H), 2.10 (s, 3 H), 1.50-1.40 (m, 4 H), 1.48-1.35 H 2 H); MS el m / z 544 (M +). 5.9 Hz) , 2.45-Example No. 7 7 4- (2 -Acridine Wl -some-Z. Some) -narrow some] 5-ye hydrogen some-2-door-benzyl g some-rong some) -3 -Shenzhen Economic Printed Prints of Shellfish Consumer Cooperatives, Central Procurement Bureau

Mp = 103-105 ° C; lH NMR (DMSO) 7.47-7.45 (d, 2 H, J = 8.1 (m, 7 H), 7.32-7.29 (t, 2 H, 7.0 Hz), 7.23-7.21 (d , 1 H, J = 8.? (D, 1 H, J = 2.1 Hz), 7.06-7.03 (m, 1 H), 6.95-6.91 (m, 2 H), (m, 1 H), 6.75- 6.73 (m, 4 H), 5.13 (s, 2 H), 5.11 (s, 2 H), 5.02 (3.87 (t, 2 H, J = 6.0 Hz), 2.76-2.73 (t, 2 H, J = 6.0 Hz), 2.49-(s, 3 H), 1.51 (s, 8 H); IR 3400, 2900 cm1; MS el m / z 650 (M +);

Hz), 7.41-7.35 Hz), 7.13-7.12 ¢ .83-6.80 s, 2 Η), 3.90 -148 (m, 4 Η), 2.13 c 44 H 4e N 2 〇3 of c Η N calculated value -6 1 This paper is in Chinese Standard (CNS) Α4 size (210X 297mm) (Please read the note on the back before filling this page)

through

Cooperation with Central Bureau Associate Members Du A7 B7 V. Description of Invention (w) Mp = 125-128 ° C; lR NMR (DMSO) 7.50-7.45 (m, 4 H), 7.43 --7.20 (m, 2 H), 7.14 -7.09 (m, 2 H), 6.82 (dd, 1 H, J = 2.4 Hz, H), 5.21 (s, 2 H), 5.16 (s, 2 H), 5.11 (s, 2 H), 3.94 ( t, 2 H, J =-(m, 2 H), 2.41-2.36 (m, 4 H), 2.15 (s, 3 H), 1.45-1.40 (m, 4 KH); MS el m / Z 6 5 4 (M +); C 43 H 43 FN 2 0 3 C Fen Example No. 79 5-benzylargon-2- (4-benzylargon-3- 氤 7.28 (m, 7 Η), 7.26 8.8 Hz), 6.72 (s, 4 .8 Hz), 2.62-2.56), 1.40-1.31 (m, 2 ΐ N Calculated Value-Jumou) -S- 珥 Ge-1- 「4- (2 -azetanmin -1-even-7. Argon) -rium) -1 H-P4I Hi Mp = 122-124 ° C;! H NMR (DMSO) 7.50-7.28 (m, 10 H), 7.26 7.15-7.10 (m , 2 H), 6.88-6.76 (m, 2 H), 6.70 (s, 4 H), 5.22 (s 5.11 (s, 2H), 3.92-3.86 (m, 2H), 2.82-2.65 (m, 2H) , 2_65-2. '' 3H), 1.60-1.4 (111, 8H); MS el tn / Z 668 (M +) C 44 H 4S FN 2 0 3 C Η N calculated value Example number & 0 5 -Benzyl chloride-2- (3-shenhydrogen-Rongmou7.20 (m, 2H), 2H), 5.16 (s, 2H), »5 (m, 4H), 2 .15 (s, 5 -1-Γ 4- (2-hexamidinepyrimidine-1-some-ZM some benzyl)-:? -a certain-1H -N 丨 11¾ Mp 86-87 ° C;! H NMR (DMSO) 7.50-7.49 (m, 2 H), 7.46-7.3 7.21 (d, 1 H, J = 8.8 Hz), 7.15-7.14 (d, 1 H, J = 2.3 Hz), 7.00 -6.88-6.81 (m, 2 H), 6.75 (s, 4 H), 5.18 (s, 2 H), 5.12 (s, 2 H), (t, 2 H, J = 5.9 Hz), 3.71 (s, 3 H) , 2.59-2.55 (t, 2 H, J = 5.8 Hz 2.18 (s, 3 H), 1.49-1.42 (m, 4 H), 1.37-1.34 (m, 2 H); MS el rr c 3? H 40 Calculated C Η N for N 2 0 3 + fl · 2 5 H 2 0. Fen example number 81 fi-benzyl argon-3-methyl even-1- Γ4- (2- L (m, 4 H), 7.24-6.93 (m, 2 H), 1.96-3.92), 2.37 (s, 4 H),! Z 561 (M +); pyridine-b-yl-ethylhydrogen) -benzyl 1-2-(4 -triargonium-methylene)-1 H-ind1— Mp = 107-108 ° C; * H NMR (DMSO) 7.52-7.45 (m, 6 H), 7.41 -7.17-7.16 (d, 1 H, J = 2.3 Hz), 6.87-6.84 (dd, 1 H, J = 2.3 Hz -6.68 (m, 4 H), 5.18 (s, 2 H), 5.13 (s, 2 H), 3.95-3.91 (t, 2 H, 2.54 (t, 2 H, J = 5.9 Hz), 2.38 -2.34 (m, 4 H), 2.17-2.15 (s, 3 (m, 4 H), 1.35-1.34 (d, 2 H, J = 4.9 Hz); IR 3400, 2900,1600 cr -62- 7.26 ( m, 4 H),, J = 6.4 Hz), 6.75 = 5.9 Hz), 2.58 -El), 1.49-1.42 if1; MS el m / z 615 This paper size applies to China National Standard (CNS) A4 specification (210X 297 Mm) Please read the notes on the back of tt before

Booklet ▲ Printed by the Central Bureau of Standards X. Printed by the Consumer Cooperative .......-r. '1 Α7 Li ::: ... Β7 V. Description of the invention (…) (M +); CgrHrFs N2 03 2CHN calculated value.啻 抡 例 4Θ No. 82 knots argon-2- U-benzyl sulphate-guan shi) -3-Tian shi-yang 115-1-shijia shi 1-Rong xi shi 1 -7.)-瑄 P. Even 1 amine Mp = 87-90 ° C;! H NMR (DMSO) 7.46 (dd, 4H, J = 6.9Hz, 0.6Hz), 7.42-7.27 (m, 9H), 7.19 (d, 1H, J = 9Hz ), 7.14-7.08 (m, 3H), 6.80 (dd, 1H, J = 6.4Hz, 2.4Hz), 6.75- 6.70 (m, 4H), 5.15 (s, 2H), 5.13 (s, 2H), 5.13 (s, 2H), 3.89 (t, 2H, J = 5.6), 2.84 (m, 2H), 2.48 (m, 1H), 2.14 (s, 3H), 1.80 (m, 2H), 1.65 (r α, 2H), 1.61 (m, 1H), 0.96-1.19 (m, 5H); MS el nVZ 650 (M +); C44H4eN2 CHN calculated value. Window case No. 8 3 芊 甚 甚-2- (4 -benzylhydrogen-phenyl H-Tian shi-a certain hexakisperidine -1-)-7. hydrogen Ί 苄-benzyl * 1-1 H-indine Mp = 88-91 ° C; lK NMR (DMSO) 7.47 (m, 4H), 7.26-7.42 (m, 8 Ά), 7.19 (d, 1H, J = 8.8), 7.10-1.12 (m , 3H), 6.80 (q, 1H, J = 6,3Hz, 2.4H j), 6.73 (m, 4H), 5.15 (s, 2H), 5.13 (s, 2H), 5.11 (s, 2H), 3.94 (t, 2H, J = 5.9Hz), > .59 (t, 2H), 2.42 (m, 4H), 2.29 (m, 4H), 2.15 (s, 3H), 2.12 (s, 3H); MS el m / Z 652 (M +); C 43 H 45 N 3 0 3 The calculated value of C Η N / window is very popular 84 1- Γ4-ί 2-acene Qing 1-1- even) -Z wins: Even) -benzyl hydrazone -5 -benzyl argon-2 -gate-trimethyl argon- Rongji-methyl -1 H-Pil 11¾ Mp = 103-105 ° C; * H NMR (DMSO) 7.47-7.45 ( d, 2 H, J = 8.1 Hz), 7.41-7.35 (m, 7 H), 7.32-7.29 (t, 2 H, 7.0 Hz), 7.23-7.21 (d, 1 H, J = 8 J Hz), 7.13 -7.12 (d, 1 H, J = 2.1 Hz), 7.06-7.03 (m, 1 H), 6.95-6.91 (m, 2 H), (.83-6.80 (m, 1 H), 6.75-6.73 (m, 4 H), 5.13 (s, 2 H), 5.11 (s, 2 H), 5.02 (s, 2 II), 3.90-3.87 (t, 2 H, J = 6.0 Hz), 2.76-2.73 ( t, 2 H , J = 6.0 Hz), 2.49-2.48 (m, 4 H), 2.13 (s, 3H), 1.51 (s, 8 H); IR 3400, 2900 cm · 1; MS el m / z 650 (M +); / -63- This paper size uses Chinese National Standard (CNS) A4 specifications (2! 0X 297mm) Please read it first | Read | Notes for back then f

I Pack II Order A7 B7 > V. Description of the invention "Calculated values of C Η N for C 44 H 4e N 2 0 3. Available from Table 11 (ER Receptor Data Sheet, below)

Form Z Example 7i 0 ζ No. 85 Η Η ο No. 86 Η 4, -ΟΗ ο (Please read the precautions on the back before filling this page)

L, 11 Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs-64- This paper size applies to the Chinese National Standard (CNS) A4 specification (210X297 mm) V. Description of the invention (w) Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs A7 B7 Example No. 丨 X Table 7 (Performance α) No. 87 OH Η o No. 88 OMe 4, -OΗ o No. 89 OH 4, -OMc o No. 90 OMe 4, -OMe o No. 91 OMe 4, OMe o No. 92 OH 4, -OEt o No. 93 OH 4 * -OEt G No. 94 F 4, -OH o No. 95 OH H () No. 96 OH 4, and -OH c No. 97 OH 4, -OH Factory V. > No. 98 OH 4, -OH c) (Please read the notes on the back before filling this page) I- I -1 — ^ 1

、 1T 65 -1 ^ 1 ---- «I -..... This paper size applies Chinese National Standard (CNS) A4 specification (21〇 > < 297 mm) 5. Description of the invention (correction) A7 B7 Table 7 (Performance

Vummmyi X ΙΟ z

No. 99

OH

4, -OH N ·

No. 100

OH

4, -OH

No. 101

OH

4, -OH

Nv

No. 102

OH

4, -OH

Nv

No. 103

OH

4, -OH

K

No. 104

OH

4, -OH — I I n I n In I 1 ^. ^ N n n n n n T, v5 (Please read the precautions on the back before filling this page) N.

No. 105

OH 4, · ΟΗ

Nv

No. 106

OH

4, -OH

No. 107

OH

4, -OH: 〇 Printed by the Consumer Cooperatives of the Central Bureau of Standards of the Ministry of Economic Affairs

No. 108

OH

4, -OH private paper size applies Chinese National Standard (CNS) A4 specification (210X297 mm) Printed by A7 _ B7, Employee Consumer Cooperative of the Central Standardization Bureau of the Ministry of Economic Affairs 5. Description of the invention (w) Table 7 < Continued) Examples蹁 号 m ▼ No. 109 OH 4, —OH No. 110 OH 4, —OH 〇No. Ill OH 4, —OH No. 112 OH 4, · 〇Η No. 113 OH 4, —OH 〇- ° Ν® * 114 OH 4'-OH No. 115 OH 4 * -OH No. 116 OH 4, -F o No. 117 OH 4, -F 〇No. 118 OH 3, -OMe, 4, -OH o No . 119 OH 3, 4, -0CH20- o 67.! .. Ii HH-i-------I II nn ^ i (Please read the notes on the back before filling this page) This paper Standards are applicable to China National Standard (CNS) A4 specifications (210X 297 mm) Table 7 (Results) Case No. X No. 120 OH 4'-0 * iPr C) No. 121 OH 4'-OiPr V No. 122 'OH 4, -0-Cp No. 123 OH 4, —CF3 C No. 124 OH 4, —CH3 No. 125 OH 4, —Cl) No. 126 OH 2 \ 4 \ -Dimethoxy E) No. 127 OH 3, -OH cp No. 128 OH 3, -〇H (p No. 129 OH 4, -OH, 3'-F (·: p > No. 130 OH 4, -OH, 3'-F (t ) No. 131 OH 3, -OMe c :) No. 132 OH 4, -OCF3 (i) Ministry of Economic Affairs t ▲ Printed by the Consumer Bureau of Standards Bureau A7 B7 V. Description of the invention U7) Description of travel group number 9 7 ;> Sentence, containing benzyl _ 盹 明 夕 ΜΜ * m 2-u-铧 铧-甚）)-:?-田某 -1-"4-2-六 氲 比 Ιί?-1-革 _ Κ 箩)-benzyl 1-1 Η-Ν 丨 Β4-5-_ treated with a solution of the number 6 3 (2.2 g, 3.4 mmol) in THF / E tu Η .. 10% Suspension of Pd / C (1.1 g). Cyclohexane: diene (6.0 ml, 63 mmol) was added and the reaction was stirred for 48 hours. The catalyst was filtered through Ce 1 ite, and the reaction mixture was concentrated and dissociated using a gradient of Me 0 H / C Η 2 C1 2 (1: 19 to 1: 10), and chromatographed on a silica gel to produce. . 8 g of product as a white solid. Μρ = 10 9-113 ° C; calculated CHN CagHazh 0 3 +0. 5H 2 0; 1 H NHRi .64 (s, 1 Η), 8.67 (s, 1 Η), 7.14 (d, 2 Η, J = 8.6 Hz), 7.05 (d, 1 H, J = 8. (i Hz), 6.84 (d, 2 Η, J = 8.8 Hz), 6.79 (d, 1 H, J = 2.2 Hz), 6.74 (s , 4 H), 6.56 (dc!, 1 H, J = 8.8, 2.4 Hz), 5.09 (s, 2 H), 3.95-3.93 (m, 2 H), 2.60-2.51 (m, 2 H), 2 .39-2.38 (m, 4 Η), 2.09 (s, 3 H), 1.46-1.45 (m, 4 H), 1.35-1.34 (m, 2 H); IR (KB r) 3350 (br), 2920 , 1620, 1510 cm-1; MS (El) m / z 456. Alternatively, the compound can be dissolved in THF / E tun solution (or other appropriate solution) and use ba 1 with H 2 and 10% P d / C 1 un or Parr hydrogenator hydrogenation. In many embodiments, these compounds are made into acid addition salts. The preparation steps of a HC1 salt are shown below (Method 8). Method 8 1 Qg from the above hydrogenation step Example No. 9 7 The free base was dissolved in 20 ml of MeOH in a large test tube. This was slowly added with 2.5 ml of 1. ON HC 1 and then treated with 4.0 ml of deionized water. Partially opened the test tube at atmospheric pressure to Slowly evaporate the solvent. Approx. 10 After the clock, the crystals appeared and the solution was filtered and the solid crystals were washed with water after 4 hours. The product contained 4.2 g of white crystals and had a melting point of 184-185 ° C. There was a β-if produced back-6 9 copies Paper size applies Chinese National Standard (CNS) M specifications (2 "0 meaning 297 mm) Please read the precautions of% 1 before filling in this page and order the cooperative to print A7 B7. 5. The invention description (w) The liquid is additionally harvested. 30 grams of white solid with a melting point of 177-1300 ° C, calculate the calculated CHN of C29H32N2 〇3 + HC1 + 1H2 〇. Alternatively, the compound can be converted into a quaternary ammonium salt. Synthetic Example No. 107 Example steps are shown below (Method 9). Method 9 Example No. 1 〇7 2-(4-Hydroxy-Rong Mou Shen Mou-1 -r 4- (2-Hexa-Symptom-: 1-yl-Ethyl) -Jie Mou 1-1 Η -盹 B #-f-申 物 申 物。 0.8 g of Example No. 97 was dissolved in 18 ml of THf and treated with 2 ml of methyl iodide. The solution was heated to reflux for 1 hour. The reaction was cooled to room temperature and the solid was filtered to 0.72 g of a crystalline solid was produced. M p: 2 1 4-2 1 7 " C, calculated C29H32N2O3 + CH: 3l + 0.5H2〇2CNH0 Example No. 1 〇6 2-U -hydroxy-benzium)- 3 -Tianji-1-"4-.Diyldi1-yl-ethylchloro) -benzyl -1H-Pi? L 8¾-R-alcohol," same preparation as No. 106, except using the number 100% as starting material: Μρ = 245-250% 1h NMR (DMSO) 9.66 (s, 1 Η), 8.69 (s, 1 Η), 7.16 (d, 2 Η, J = 8.4 Hz), 7.05 (d, 1 H, J = 8.8 Hz), 6.84 (d, 1 H, J = 8.6 Hz), 6.81-6.75 (m, 6H), 6.56 (dd, 1 H, J = 2.4 Hz, 8.7 Hz) , 5.12 (s, 2 H), 4.34 (m, 2 H), 3.70 (t, 2 H, J = 4.6 Hz), 3.11 (s, 'Η), 2.09 (s, 3 H); IR (KBr) 3 2 5 0, 1 5 0 0, 1 2 5 0; MS el m / z 416 (M Ο; Calculate C26 Has N 2 〇3 +1.09 CH 3 I + 0.8H 2 〇CHN 〇 The last deprotection compounds less physical education market The following compounds are free base, HC1 salt or acetate β ΐ We can follow the method 7 The steps outlined in the above are prepared using the appropriate benzyl ether precursor> where the compound obtained from Table 1 does not contain free phenol functionality, it does not require debenzylation and does not use Method 7. These compounds (No. 8 5 , No. 9 {)-No. 9 1) still appear as follows. This paper size applies to Chinese National Standard (CNS) Α4 specification (2i0UX297 mm) Please read the precautions before filling in this page

Ordered by the Central Standards Bureau of the Ministry of Economic Affairs. Printed by the Central Standards Cooperative of the Ministry of Economic Affairs. 5. Description of Invention Mf) Qi Example No. 85 4- {3 -methyl-1- [4- (2-六 养 卅 腚 -1- -7 ^ ^ «1-1 Η-0 ^ 1 > ί Η Γ η Μρ = 134-137 ° C; * Η NMR (DMSO) 10.33 (s, 1Η), 7.56-7 .; Η, J = 8.1 Hz), 7.14-7.0 (m, 2 H), 6.80 (s, 4 H), 5.24 (s, 2 ll 5.0 Hz), 3.50-3.40 (m, 4 H), 3.0 -2.95 (m, 2 H ), 2.10 (s, 3 EH), 1.40-1.35 (m, 1 H); IR 3400, 2900,1510,1250 cm'1; MS [M + H] +; C29 H32 N2 0 + 1.0HC1 + 1.0H2 〇The example numbers are-Jiaxiu Liu 8 (m, 6 Η), 7.32 (d, 1), 4.28 (t, 2 H, J =), 1.80-1.60 (m, 5 +) FAB m / z 425; HN calculated value.卅 D?-1 -Very-strict, airy) a pair of very Ί-1 Η-¢ 4-2-* 1 -0¾ (HC LL Μρ = 192-194 ° C; 1H NMR (DMSO), 10.28 (s , 1 H), 9.75 (s, (m, 1H), 7.27 (dd, 1 H, J = 7.0 Hz, 0.7 Hz), 7.18 (d, 2 H, J = (m, 2 H), 6.86 (d , 2 H, J = 8.6 Hz), 6.80 (s, 4 H), 5.20 (s, 2 ¥ (t, 2 H, J = 4.9 Hz), 3.50-3.35 (m, 4 H), 3.0-2.85 ( m, 2 H), 1.60 (m, 5 H), 1.40-1.30 (m, 1 H); IR 3400, 3100, 2600, 150 (_., ....... m / z 4 4 0 ( M +); C29H32N2 〇2 +1 CHN of HC1; Example of a small chat 87 2- 田田 -2-¾ 某 -1-Γ 4- (2-: 1 Η), 7.51-7.49 7.6 Hz), 7.09- 7.02 X 4.28 2.20 (s, 3 H), 1.80 -1, 1225 cm-1; MS el juice calculated. ^ M Btt, fl? -1-Even-Z Lei. Even)-benzyl 1-1 Η- nil-5 -alcohol_ UULLL Μρ = 228-230 ° C; ιΗ NMR 10.1 (brs, 1 Η), 8.76 (s, 1 Η), 7.55 (m, 5 H), 7.10 (d, 1 Η, J = 8.8 Hz), 6.85-6.80 (m, 5 H), 6. Hz), 5.15 (s, 2 H), 4.25 (t, 2 H, J = 4.8 Hz), 3.47-3.35 (m, 4 (m, 2 H), 2.12 (s, 3 H), 1.75-1.65 (m, 5 H), 1.31-1.28 (m, 1 (H +); C29 fl32 N 2 〇2 +1 HCL +. 33H 2 CHN IR (KBr ) 32 00,2500,1450,1200c »-1 〇 Example Example No. 88 4- f5-methylhydrogen-3-methyl-1 -1+ {-7.45 > 1 (d, 1 H, J = 8.8 H), 2.96-2.87 H); MS el m / z 440 Calculated value; 4 _ Γ 2-(hexaargyrimidine-1 -some) -7. 箧 some) section 1-1 Η-时 盹 -2-certain ί -a »Mpt = 87-90 ° C; * H NMR (DMSO) 9.67 (s, 1 H), 7.16 (d, 2 H, (1 H buried), 6.98 (d, 1 H, J = 2.4 Hz) , 6.85 (d, 2 H, J = 8.6 H (dd, 1 H, J = 8.8, 2.4 Hz), 5.13 (s, 2 H), 3.94 (t, 2 H, J = 5.7 2.63-2.50 (m, 2 H), 2.43-2.31 (m, 4 H), 2.15 (s, 3 H), 1.49-1.- 71 1 = 8.6 Hz), 7.16 6.73 (s, 4 Η), 6.69 tlz), 3.76 (s , 3 H), 40 (m, 4 H), 1.39- This paper size is applicable to Chinese National Standard (CNS) A4 (210X297 mm) Please read the back page first

I. Description of the invention (10) 1.25 (m, 2 H); IR (KBr) 3400 (br), 2920 ^ .1610, 1520 cm'1; MS cl m / z 470

Can H 30 Π 34 〇3 + 0.1H2 〇co calculated value. Example No. & 9 (4-methylamino-phenyl-)-3 -methyl-

Mp = 188-189 ° C;! H NMR (DMSO) 8.70 (s, 1 H), 7.27 (d, 2 H, J = 8.6 Hz), 7.06 (d, 1 H, J =: 8.6 Hz), 7 Hz), 6.81 (d, 1 H, J = 2.2 Hz), 6.73 (s. ^ H), 6.58 (dd, 1 H, J (s, 2 H), 3.93 (t, 2 H, J = 5.9 Hz ), 3.79 (s, 3 H), 2.56 (t, 2 H 2.32 (m, 4 H), 2.10 (s, 3 H), 1.47-1.41 (m, 4 H), 1.34-1.31 (r | i 470 Calculated CHN of C30H34N2 〇3 + O.IH2 〇 Example No. 9 甲 A methyl-2- (4-methylarginyl-macro f 4- Γ 02 (d, 2 H, J = 8.8 8.8, 2.4 Hz), 5.10 J = 5.9 Hz), 2.41-, 2 H); MS el nVz) -Shenmou-1---------- | install-(Please read the precautions on the back before (Fill in this page)

4- (2-hexa Μ Βΐί 眭 -1 -some-M some) -benzyl 1 -U

Mp * 188-191 ° C; JH NMR (DMSO) 10.35 (brs, 1 H), 7.27 (d 7.17 (d. 1H, J = 8.8 Hz), 7.03 (d, 2 HJ = 8.6 Hz), 6.99 (d , 6.82-6.78 (m, 4 H), 6.71 (dd, 1 H, J = 8.8 Hz, J = 2.5 Hz), f 4.22 (m, 2H), 3.79 (s, 3H), 3.76 (s, 3H) , 3.43-3.36 (m, 4 H) H), 2.16 (s, 3 H), 1.80-1.59 (m, 5 H), 1.41-1.26 (m, 1H); IR (KBr) 2920, 2 H, J = 8.8Hz), 1 H, J = 2.5 Hz), 17 (s, 2 H), 4.31 -2.97-2.83 (m, 2, 1450, 1 2 5 0 c · '1, MS e I m / z 484 (M +); C3i Hge N2 〇: C 〇 Calculated Value Example No. Θ 1 Ί-Γ 4-(2 -Acvmin-1 -One -B-1 氤 CLCL-)-1 Printed by the Bureau of Consumers of the Bureau of Standards --5-methyl-2- (4-methyl-4-phenyl) -3-methyl-1H Mp = 161 * 163eC; Ή NMR (DMSO) 10.65 (brs, 1H) , 7.27 (d, 2 H, J = 8.8 Hz), 7.17 (d, 1H, J = 8.8 Hz), 7.03 (d, 2 HJ = i (d, 1 H, J = 2.5 Hz), 6.82-6.77 ( m, 4 H), 6.71 (dd, 1 H, J 5.17 (s, 2 H), 4.27 (m, 2H), 3.79 (s, 3H) t 3.76 (s, 3H), 3.44-3 (m, 2H ), 2.16 (s, 3H), 1.82-1.77 (m, 4 H), 1.63 1.48 (m, 4 (H + ); 〇32 H38 N 2 〇3 +1 HC] calculated CHN e-7 2- mm (ηc 1) 8.8.6 Hz), 6.99 Hz, J = 2.5 Hz), .30 (m, 4 H) , 3.17 H); MS el m / z 499 This paper size is applicable to Chinese national standard (CNS> A4 specification (210X297 mm) A7 B7 V. Description of invention (? /) Example No. 92 2- (4-Ethyl-benzyl) -3-A-m-Liuqi-Pan-Bu--7'hydrogen) -Benzyl 1 1 Η -Η-5 1 -Γ 4 ~ 「2. Basket

Mp = 173-175 ° C; Ή NMR (DMSO) 8.69 (s, 1 H), 7.25 (d, 2 ^, J = 8.8Hz), 7.04 (d, 1H, J = 8.8 Hz), 6.99 (dd, 2 H, J = 6.8 Hz, J = 2.0 Hz), 6.80 (d, 1 H, J = 2.2 Hz), 6.73 (s, 4H), 6.59 (dd, 1 H, J = 8.5 Ϊ 5.09 (s, 2H ), 4.05 (q, 2 H, J = 7.03 Hz), 3.93 (t, 2 H, J = 6.0 (m, 2H), 2.41-2.36 (m, 4 H), 2.09 (s, 3H), 1.45- 1.41 (m, 4tt; (a, 5H); MS el b / z 484 (H +); Cai H36 N2 〇3 I-.25H2 CHN calculated value 2.2), Ban z), 2.62-2.56), 1.38- 1.30

Example No. 93 1- [4- (2-Azaheptin-1-yl) -ethylargon-2 -U-7 * .argon-pyridine) -3 -Shenxi-1 Η-盹 -R -Alcohol Mp = 133-135 ° C; Ή NMR (DMSO) 8.69 (s, 1 H), 7.25 (d, 2 H (d, 1H, J = 8.8 Hz), 6.99 (dd, 2 Η, I = 6.8 Hz, J = 2.0 Hz), 6.80 (d, 1 H, J = 2.2Hz), 6.73 (s, 4H), 6.59 (dd, 1 H, J = 8.5 ψ: 5.09 (s, 2H), 4.05 (q , 2H, J = 7.03 Hz), 3.90 (t, 2H, J = 6.1 = 6.0 Hz), 2.62-2.58 (m, 4 H) t 2.09 (s, 3 H), 1.58-1.44 (m, (t, 3H, J = 7.0 Hz); IR (KBr) 2930, 1470, 1250 CM'1; MS cl m / i even)-section 1 J = 8.8Hz), 7.04 z, J = 2.2 Hz),), 2.75 (t, 2H, J 8 H), 1.33 498 (M +); calculated CHN of C32Hg8N2 Example No. 9 4 4-f 5 -argon-3-methyl Γ 4 ~ (2 ~ hexaargon)

Mp = 223-225 ° C; Ή NMR (DMSO) 10.30 (br s, 1H), 7.27-7.23 7.17 (d, 2 H, J = 8.6 Hz), 6.88-6.79 (m, 7H), 5.20 (s, 2H), 4. (t, 2H, J = 5.0 Hz), 3.42-3.35 (m, 4 H), 3.00-2.85 (m, 2 H), 1.78-1.70 (m, 4 H), 1.67-1.59 ( m, 1 H), 1.40-1.26 (m, 1 H) (M +). (m, 2H), 28 2.14 (s, 3 Η), MS el m / z 458 (Please read the notes on the back before filling (This page) Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs. 9-芏 11¾-5-alcohol-(HC1)

Mp = 203-204 ° C; Ή NMR (DMSO) 10.50 (brs, 1 H), 8.80 (s, 1 (m, 5 H); 7.10 (d, 1 H, J = 8.8Hz), 6.83-6.77 ( m, 5 H), 6.60 (d Hz), 5.15 (s, 2H), 4.26 (t, 2 H, J = 5.2 Hz), 3.45-3.35 (m, 4 H), 7.50-7.38, 1 H, J = 6.6 H), 3.21-3.10 (m 73 This paper size applies to China National Standard (CNS) A4 specification (210X297 mm) A7 _ B7 V. Description of the invention 2 H), 2.12 (s, 3H), 1.85-1.75 (m, 4 H), 1.70-1.51 (m, 4 H); P | lS el m / z 454 (M +); c 30 H 34 N 2 〇 2 + C l N calculated value.

Example No. 9 δ?-(4- 锊 某-荣 某) -3, Jiamou-1bu "4- (2-Hi -1 -based)-7, Qi even)] -1- »41 8¾-5-SI / IR (DMS0) 9.65 (s, 8.6 Hz), 6.84 (d, 2 2 Hz), 6.74 (s, 4 2.80-2.75 (m, 2 H), 0 cm * 1; MS (El) Some V-benzylamine (Please read the precautions on the back before filling this page)

Mp = 105-110oC; CHN calc'd for C28H30N2O3 + 0.4 H20; 4 NI 1 H), 8.67 (s, 1 H), 7.15 (d, 2 H, J = 8.6 Hz), 7.05 (d, 1 H, JH, J = 2 H), 6.79 (d, 1 H, J = 2.4 Hz), 6.56 (dd, 1 H, J = 8.6, 2. H), 5.09 (s, 2 H), 3.95 (t, 2 H, J = 5.7 Hz), 3.39-3.23 (m, 4 H), 2.09 (s, 3 H), 1.67-1.64 (m, 4 H); IR (KBr) 3410 (br), 1620,151 m / z 442 Example No. Θ 8 1- f4- (2-Azine i-1-a-acetamidine

LCL

Mp = 168-171 ° C; lH NMR (DMSO) 10.11 (br s, 1 H), 9.70 (s, 1 H), 8.71 (s, 1 H); 7.15 (d, 2 H, J = 8.6 Hz) , 7.05 (d, 1 H, J = 8.8 Hz), 6.85 (d, 2 H, J = 8.8 Hz), 6.80 -6.77 (m, 5 H), 6.56 (dd, 1 H, J = 8.8 Hz, 2.2 Hz), 5.11 (s, 2 H), 4.26 (t, 2 H, J = 4.6 Hz), 3.48-3.30 (m, 4 H), 3.22-3.08 (m, 2 H), 2.09 (s, 3 H ), 1.83-1.76 (m, 4 H), 1.67-1.48 (m, 4 H); IR (KBr) 3500 br, 3250 br, 2900, 1610; MS FAB m / z 471 (M + H +); C 3〇H 34 N 2 〇a + 2. 5 H 2 0 + HGl ^ CHNt ^ M Example No. 98 Acetate

Mp = 1 7 4-1 7 8 ° C was prepared from sedone and acetic acid by number 38 free age. Printed by Staff Consumer Cooperative of Central Bureau of Standards, Ministry of Economic Affairs

-2- (4-throw a certain ¾ a certain) a 3-ff a certain 1H-H4I -5- enzyme Mp = 98-102 ° C; lH NMR (DMSO) 9.63 (s, 1 H), 8.68 (s, 1 H), H), 7.05 (d, 1 H, J = 8.5 Hz), 6.83 (dd, 2 H, J = 2.0 Hz, 6.6 Hz) L 7.15-7.13 (m, 2 6.79 (d, 1 H, J = 2.2 Hz), 6.73 (s, 4 H), 6.55 (dd, 1 H, J = 2.2 Hz, 8.6 Hz), 5.08 (s, 2 H), 3.89 (t, 2 H, J = 5.7 Hz) , 2.74 (t, 2 H, J = 5.4 Hz), 2.55 (bs, 4 H), 2.08 (s, 3 H), 1.55 (s, this paper size applies Chinese National Standard (CNS) A4 specification (2 丨 OX297 (Mm) Printed by the Consumers' Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs A7 B7 ~ * 1 *…........ .5. Description of the invention) H), 1.46 (s, 8 H) ; IR 3400, 2900, 1250 cm'1; MS el mjz 484 (Μ c 31 Η 36 N 2 ο 3 +. 30Η 2 0 CHN calculation value. Rich example number 100 2-U-镩 某-朱 基) -3 -methyl- +-); 1- Γ 4- (2--methyl--1--1--7 *. Argon, -benzyl -1 Η-»4 ΙΙΙ $-ϋ -ol 416 (M +) ; 1-r 4-ί? -Two Μρ = 95-105 ° C; IR (KBr) 3400 br, 2900, 1610 cm1; MS el m / 2 Cze Has N 2 〇3 +0. 5H 2 〇CHN calculation Value: Example number 1 (Π 2-U -Throw-Rongji) -3 -Methyl-Bie-1 -Even-7. «Some} -Man 1-1 Η-ΒίΙ 115-5 -Haikan R (DMSO) 9.64 J = 8.8 Hz), 6.84 (d,, 1 H, J = 8.8, 2.4 > 8-2.40 (m, 4 Η),) 50,1610,1510: 氲)-Benzene Mρ = 100 · 107oC; CHN calc'd for Ca Η32 Ν2〇3 + 0.25 Η20; ιΗ (s, 1 Η), 8.67 (s, 1 Η), 7.14 (d, 2 Η, J = 8.6 Hz), 7.05 (d, 1 H, 2 H, J = 8.6 Hz), 6.79 (d, 1 H, 2.2 Hz), 6.74 (s, 4 H), 6.56 (dd Hz), 5.09 (s, 2 H), 3.95-3.85 (m, 2 H) , 2.80-2.60 (m, 2 H), 2.2.09 (s, 3 H), 0.93 (t, 6 H, J = 7.0 Hz); IR (KBr) 3410 (br), 2 cm'1; MS FAB 445 (M + H +). Fen Example No. 102 1- "4-i2- (diisopropylamine-Z-something Ί-2- (镩 some-¾something-IH-sinine-5-S Ϊ Μρ = 83-86 ° C; lH NMR (DMSO) 9.64 (s, 1 H), 8.67 (s, 1 H), 8.6), 7.04 (d, 1 H, J = 8.6 Hz), 6.83 (d, 2 H , J = 8.6 Hz), 6.78 6.72 (m, 4 H), 6.55 (dd, 1 H, J = 2.4 Hz, 8.2 Hz), 5.08 (s, 2 H) 6.0 Hz), 2.80-2.63 (m, 2 H), 2.59-2.45 (m, 4 H), 2.10 (s, 3 H), 0.79 (t, 6 H, J = 7.3 Hz); IR 3400, 2900, 1250; MS FAB ml CaoHaet ^ 03 +.20 Calculated CHN of H2 0. Lili No. 1iU Dibutylamine-7-7.14 (d, 2H, J =; d, 1 H, J = 2.2 Hz),, 3.88 (t, 2 H, J = i), 1.41-1.30 (m , 4: 473 [M + H +]; air group) .- benzyl— even 1-2- (4-throw a certain-cage even)-:?-Jiamou-111-called 丨 114-5 -m Foam; ' H NMR (DMSO) 9.63 (s, 1H), 8.66 (s, 1 H), 7.15 (d, 2 H, J = 8.6 Hz), 7.05 (d, 1 H, J = 8.8 Hz), 6.83 (d 6.79 (d, 1 H, J = 4.2 Hz), 6.78-6.71 (m, 4 H), 6.55 75 2 H, J = 8.6 Hz), this paper size applies Chinese National Standard (CNS) A4 specification (210X 297 mm ) Please read the notes on the back before filling this page. V. Invention Description (Evening pregnancy) A7 B7 (dd, 1 H, J = 8.6 Hz J = 2.4 Hz), 5.10 (s, 2 H), 3.88 (t, 2 H, J 2.62 (m, 2H), 2.42-2.34 (m, 4 H), 2.08 (s, 3 H), 1.38-1.19 H, J = 7.2 Hz); IR (KBr) 3400, 1450 cm -1 ; MS el m / z 501 (Mi) 5.5 Hz), 2.68-m, 8H), 0.82 (t, 6 Example No. 1 (Η 1- Γ4- “2- (dipropylamine -7 ′. 氲(A) -benzyl alum -2- (4 -a avalanche-a very valence> -3-shen a-alcohol H),

Mp = 96-102 ° C; * H NMR (DMSO) 9.64 (s, 1 H), 8.67 (s, 1 8.6 Hz), 7.04 (d, 1 H, J = 8.6 Hz), 6.83 (d, 2 H , J = 8.6 Hz), 6 (7i Hz), 6.77-6.69 (m, 4 H), 6.56 (dd, 1 H, J = 8.6 Hz, 2.2 Hz), 2 H, J = 7.0 Hz), 3.01- 2.92 (m, 2 H), 2.67 (t, 2 H, J = 7.0 Hd), 7.14 (d, 2H, J = 19 (d, 1 H, J = 2.4: 5.08 (s, 2 H), 3.75 ( t,), 2.09 (s, 3 H), 0.93 (d, 12 H, 6.6 Hz); IR (KBr) 3400 br, 2940, 1620 cm-1; MS FAfi m / z 473 (M + H +); C 30 H 36 N 2 0 3 + 0.5 H 2 〇c Η N Calculated value e Example No. 1 〇5 1- f 4- "2- (Dingmou-Shenmou-amine j-based) _ethane Group.)-Yemou 1-?-U-Zheng Qi-Rongmou) 3-methylpyrene-5-ol, 7.14, J = 8.8 Hz), 6.78 e, J = 2.4 Hz), 5.08 29 (m , 2 H), 2.20 H), 0.83 (t, 3 H, (Please read the notes on the back before filling out this page) Printed by the Staff Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs

Mp = 102-107 ° C; ^ NMR (DMSO) 9.60 (s, 1H), 8.67 (s, 1H: (d, 2 H, J = 8.4 Hz), 7.04 (d, 1 H, J = 8.6 Hz) , 6.82 (d, 21: (d, 1 H, J = 2.3 Hz), 6.73 (s, 4 H), 6.55 (dd, 1 H, J = 8.8 H (s, 2 H), 3.92 (t, 2H , J = 6.0 Hz), 2.64-2.59 (m, 2 H), 2.38-2. (Br s, 3 H), 2.08 (s, 3 H), 1.40-1.31 (m, 2 H), 1.25-1.19 (m, 2 7.2 Hz); IR (KBr) 3420, 1460, 1230 cm'1; MS el m / z 638 (M +) Example No. 1 08?-(4 -Homo-phenylmethyldi-1 Tian Qi-Hexargon 丨 Η: Pyridine-1-Some)-Ethyl Gas 1-Benzyl 1-1H-Indho-5-ol-Mp = 121-123 ° C; NMR (DMSO) 9.65 (s, 1 H), 8.68 (s, 1 φ, 7.14 (d, 2 H, J = 8.6 Hz), 7.04 (d, 1 H, J = 8.8 Hz), 6.84 (d, 2 H, J (d, 1 H, J = 2.0 Hz), 6.74 (s, 4 H), 6.56 (dd, 1 RJ = 8.8 Hz, (s, 2 H), 3.97-3.86 (m, 2 H), 2.95-2.73 (m, 2 H) , 2.62-2.53 2.14 (m, 2 H), 2.09 (s, 3 H), 1.61-1.30 (m, 4 H), 1.28-1.09 \ m, 2 H), 0.98 (d, 3 HJ = 5.1 Hz) ; IR (KBr) 3400, 2920, 2850, 1610 cm1; Calculated CHN of C3〇H34N2 03 + .25H2 0. i 4-Γ 2- (2- = 8.6 Hz), 6.79 .4 Hz), 5.09 (m , 1 H), 2.36-76 This paper size applies Chinese National Standard (CNS) A4 (210X297 mm). The central standard of the Ministry of Economic Affairs prints A7 B7 for member cooperatives. 5. Description of the invention Hi ") Secret 4θί * 1Π9 2- (4 -Some-¾-based) -3 -Shenji-1-f 4-Γ 2- (3- Tianshi · Liu 氲 Pian-1--1-)-Ethyl group-Ί 基] __ 二UL is called 1 ¢ 5 -5-mill Mp = 121-123 ° C; * H NMR (DMSO) 9.64 (s, 1 H), 8.67 (s, 1 H), 7.14 (dd, 2 H, J = 8.3 Hz, 1.4 Hz), 7.04 (dd, 1 H, J = 8.6 Hz, 1.2 Hz), 6.84 (dd, 2 H, J = 8.6 Hz, 1.7 Hz), 6.79 (s, 1 H), 6.79 (s, 4 H), 6.56 (d, 1 H, J = 8.6 Hz), 5.08 (s, 2 H), 3.94 (t, 2 H, J = 5.0 Hz), 2.86 -2.71 (m, 2 Η), 2.63- 2.50 (m, 2 H), 2.48 (s, 3 H), 1.92-1.79 (m, 2 H), 1.63 > 1. 35 (m, 5 Η), 0.79 (d, 3 H, J = 5.2 Hz ); IR (KBr) 3400, 2910, 1625 cm'1; .- Calculated CHN of C3〇H34N2 〇3 + 0.25H2 〇. An example is Fen 1 1 η 2-U-Throw a certain-茏) 3-Shenji-1-f 4- Γ 9.-U- Tian even-six MlttnS-1-a) -ZM group 1-benzyl 1 -1H- HI-5-wake up (HC Π Mp = 154-162 ° C; * H NMR (DMSO) 10.00 (brs, 1 H), 9.71 (s, 11 i), 8.71 (s, 1 Η) , 7.15 (d, 2 H, J = 8.6 Hz), 7.05 (d, 1 H, J = 8.6 Hz), 6.85 (d, 2 H, J = 8.6 Hz), 6.83 -6.77 (m, 4 H), 6.57 (dd, 1 H, J = 8.6 Hz, 2.2 Hz), 5.11 (s, 2 H), 4.27 (t, 2 H, J * 4.8 Hz), 3.51-3.35 (m, 4 H), 3.01-2.87 (m, 2 H), 2.1) 9 (s, 3 H), 1.74 (d, 2 H, J = 13.4 Hz), 1.61-1.37 (m, 4 H), 0.88 (d, 3 H, J = 6.4 K z); IR (KBr) 3410, 2910, 1620 cm1; MS el m / z 470 (M + H +); c 30 H 34 N 2 0 3 + HC 1 + 2 H 2 0 C Η N value. Fen 旃 缢 111 111 1- {4- 「2- (3.3-dimethyl-hexasex ΐ 卅 腚 -1-某)-气 Ί-某} -2- (4- ) U 3 -1 Η-U \ 11¾ -fi-fis (d, 2 H, J = 8.6 Hz), 7.05 (d, 1 H, J = 8.8 Hz), 6.84 (d, 2 H, J = 8 6 Hz), 6.79 (d, 1 H, J = 2.4 Hz), 6.74 (s, 4 H), 6.56 (dd, 1 H, J = 8.8, 2.4 Hz) 5.09 (s, 2 H), 3.93 (t , 2 H, J =. 5.7 Hz), 2.60-2.50 (m, 2 H), 2.37-2.25 (m, 2 H), 2.09 (s, 3 H), 2.10-1.99 (m, 2 H), 1.46 (t, 2 H, J = 5.9 Hz), 1.13 (t, 2 H, J = 6.4 Hz), 0.86 (s, 6H); MS elm / z484. «God! Li forced sickle 11 ;! 1- i4- "2-((腯) -2.6-dimethylformamidine: six-qi Bft 腚 -1-even)-, helium ' -B4I 11¾-f5-SI Mp = 114-121 ° C; * H NMR (DMSO) 9.62 (s, 1 H), 8.64 (s, 1 H), 1 Ml (d, 2 H, J = 8.6 Hz) , 7.01 (d, 1 H, J = 8.6 Hz), 6.81 (d, 2 H, J = 8 8 Hz), 6.76 77 This paper size applies to the Chinese National Standard (CNS) A4 specification (210X297 mm) Please read first Back note

I i

A7 __B7 V. Description of the invention (D, 1 H, J = 2.2 Hz), 6.72-6.66 (m, 4 Η), 6.53 (dd, 1 H, J 8.6 ittz, 2.2 Hz), 5.06 (s, 2 H), 3; 86-3.72 (m, 2 H), 2.86-2.76 (m, 2 H), 2.43-2.35 (4, 2 H), 2.06 8 H); IR (KBr) ΌΓ + (s, 3 H), 1.78-1.59 (m, 3 H), 1.29-1.17 (m, 1 H), 1.12-0.92 (m, 3400 br, 2920, 1630 cm-1; MS FAB m / z 485 (M + H + ); CHN calcd 〇. 1 acetone + 〇. 7 5 H 2 0 C Η N calculated value Example No. 1 1 θ 2- U-throw some-¾some) -Ί-f 4- Γ 2-even- Hexamidine-1-even)-? ≫ .Argon-1-benzyl) -3-methyl-5-fluorene U-bromo-1 Η-

Mp = 80-90 ° C; 1H NMR (DMSO) 9.66 (s, 1 H), 8.68 (s, 1 H), 7.1i (d, 2 H, J = 7.6 Hz), 7.04 (d, 1 H, J = 8.8 Hz), 6.84 (dd, 2 H, J = 2.0 Hz, 6.6 Hz), 6.78 (d, 1 H, 2.2 Hz), 6.73 (s, 4 H), 6.55 (dd, 1 H, J = 2.2 Hz, 8.6 (s, 2 H), 4.50 (d, 1 H, J = 4.2 Hz), 3.92 (t, 2 H, J = 5.8 Hz), 3.40 (in, (m, 2 H), 2.60 ( m, 2 H), 2.10 (s, 3 H), 2.15-2.05 (m, 1 H), 1.75-1. < 1.42-1.28 (m, 2 H); IR (iCBr) 3400, 2900, 1250 cm * l; MS el m / z 4 * C23H32N2 〇4 + .IICH2 CI2 Calculated CHH Example No. 114 (IS. 4R) -Bu (4- "2r (2-acyl-bicyclo I I-2- ) -7. Qi qi 苄 -benzyl 1 -2-U-镩--Rong shi

Hz), 5.09, 2 Η), 2.72 ¢ 3 (m, 2 Η), " 2 (M +); Shenmou -1 Η-8¾-S-SI Μρ = 125-130 ° C; iH NMR (DMSO) 9.65 (s, 1 Η), 8.67 (s, 1 Η), 1 8.6 Ηζ), 7.04 (d, 1 Η, J = 8.5 Ηζ), 6.83 (dd, 2 Η, J = 2,0 Ηζ, 6.6 Ηζ : J = 2.2 Ηζ), 6.73 (S, 4 Η), 6.55 (dd, 1 Η, J = 2.2 Ηζ, 8.6 Ηζ), 5.08 3.8 (m, 2 Η), 2.90-2.70 (3 Η), 2.30- 2.20 (m, 2 Η), 2.10 (s, 3 Η), 1 Η), 1.60-1.30 (m, 4 Η), 1.25-1.15 (m, 2 H); IR (KBr) 3400, 29 .13 ( d, 2H, J =;), 6.78 (d, 1 Η, (s, 2 Η), 3.95 -1.70-1.60 (m, 50, 1500; MS (+) calculated for C 计算 N 4- Γ 2 n n HI n-I n ^--I n---T ^^ ^ __________- a (Please read the notes on the back before filling in this page) Printed by the Consumers Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs FA Β μ / ζ 4 6 9 [Μ + Η] +; C 3〇Η 32 H 2 0 3 + · 3 4 Ε t 0 A Example No. 1 1 5 2-U- 镩 某-荣 某) -3-A Radical -lM. 3 3 -Sanshenmou -fi-acridine, etc. "3-2.. 1 1 oct-6-som ^^ some 1-benzine 1 1 1-hour 1 8 $-5 -ol Mp = 98-100 ° C; lH NMR (DMSO) 9.64 (s, 1 H), 8.67 (s, 1 H), 7. ^ 4 (d, 2 H, J = 8.6 Hz), 7.05 (d, 1 H, J = 8.6 Hz), 6.84 (d, 2 H, J = 8. S (d , 1 H, J = 2.4 Hz), 6.75-6.69 (m, 4 H), 6.56 (dd, 1 H, J = 8.6 Hz. (S, 2 H), 3.83 (t, 2 H, J = 5.9 Hz ), 3.12-3.07 (m, 1 H), 2.94-2.87 (: (d, 1 H, J = 9.2 Hz), 2.78-2.70 (m, 1 H), 2.17 (d, 1 H, J = 9.2 Hz ), 1.55-1.42 (m, 2 H), 1.29 (q, 2 H, J = 13.6 Hz), 1.14 (s, 3 H), 1.1

Hz), 6.79 :, 2.4 Hz), 5.08; m, 1 H), 2.85 2.09 (s, 3 H), • 1.02 (m, 2 H), 78 Private paper sizes are applicable to China National Standard (CNS) A4 specifications ( 210X297 mm) A7 B7 V. Description of the invention 0.96 (s, 3 Η), 0.82 (s, 3 H); IR (KBr) 3400 br, 2940, 2900, 162 0 cm-1; MS ESI m / z 5 2 5 (Μ + Η +); C 34 Η40 Ν 2 〇a + 〇-5 Η 2 0 CHNf-calculated value night_example forced number 116 2- (4-argon-phenyl) -3 -formaldehyde A-bu f 4-(2 -six gas roar rf-1 -even-7. Argon)-benzyl hydrazone-1 Η-called 丨 8 $-5-alcohol (η [η Μρ = 201-203 ° C ;! h NMR (DMSO) 10.22 (s, 1 H), 8.78 (s, 1 Η), 7.45-7.35 (m, 2 H), 7.34-7.25 (m, 2 H), 7.11 (d, 1 H, J = 8.6 Hz), 6.90 -6.70 (m, 5 Η), 6.61 (dd, 1 H, J = 2.4 Hz, 8.8 Hz), 5.15 (s, 2 H), 4.27 (t, 2 H, 4.8 i Ιζ ), 3.50-3.34 (m, 4 H), 3.0-2.85 (m, 2 H), 2.10 (s, 3 H), 1.80 (m, 5 H), 1.4) -1.25 (m, 1 H); MS e I ni / z 458 (Μ +); 〇29 Hai FN2 〇2 + 1 HC 1 C Η Calculated value β Channeling example pressure 晡 117 l- "4- (2 -acridine-bukey)- Z 'arg even)-knot very Ί UM Even) -3-Shenmou-IH-ϋίΙ US -5-8 Μρ = 181-184 ° C; ιΗ NMR (DMSO) 10.68 (s, 1 H), 8.80 (s, 1 Η), 7.50-7.36 (m , 2 H), 7.34-7.26 (m, 2 H), 7.12 (d, 1 H, J = 8.8 Hz), 6.86-6.73 (m, 5 Η), 6.63 (dd, 1H, J = 2.2 Hz, 8.5 Hz), 5.13 (s, 2H), 4.29 (t, 2 H, J = 5.2 Hz), 3.50-3.30 (m, 4 H), 3.20-3.08 (m, 2 H), 2.11 (s, 3 H) , 1.90-1.70 (m, 4 Η), 1 68-1.45 (m, 4 H); IR (KBr) 3500, 3100, 2910, 1450, 1250 cm1; MS e / I m / z 472 (λ I +); Calculated C Η N for C 30 H 33 FN 2 0 2 + 1 HC 1.啻 神 例 ifi No. 118 2- (3-methylargan-4 -huityl-phenyl) -3-W *-1-Γ4-"?-Hexapyridin-1-yl-ethylargyl) -benzyl Group)-1 H-ΡίΙ-5-ff Η Γ 1) Μρ = 161-163 ° C; Ή NMR (DMSO) 10.12 (brs, 1H), 9.25 (s, 1 H), 8.71 (s, 1H) , 7.05 (d, 1H, J = 8.5Hz), 6.85-6.79 (m, 8 H), 6.57 (dd, 1H, f = 8.5Hz, J = 2.2Hz), 5.13 (s, 2H), 4.27 (t , 2H, J = 5.0Hz), 3.64 (s, 3H), 1.44-3.37 (m, 4 H), 2.93-2.85 (ra, 2H), 2.11 (s, 3H), 1.80-1.60 (m, 5 H ), 1.40 -1.25 (m, 1H); MS el in / z 486 (M +); Cg〇H34 N2 0 4 + 1 HCL + 1 H 2 0; IR (KBr) 3190, 1470, 1230c ·· 1 Calculated value of CHN. Fenshi Example No. 119 2-Cyclopentadiene-U -3-methylphen-1--1- 4- (2-hexamethyl-1-phen-7. -nil Hi-5-fil (Η Γ 1 ^ Mp = 122-125 ° C;! H NMR (DMSO) 9.80 (brs, 1 H), 8.73 (s, l H), 7.07 79 This paper is applicable to China Standard (CNS > A4 specification (210X297 mm) Please read the precautions of Λ before

I Printed by the Consumer Standards Cooperative of the Central Bureau of Standards 5. Invention Description (_ （) (d, 1 H, J = 8.7 Hz), 7.02 (d, 1 H, J = 8.0 Hz), 6.89 (d, 1 H ,. 6.75 (m, 6 H), 6.58 (dd, 1 H, J = 6.4 Hz, J = 2.2Hz), 6.06 (s 4.30-4.19 (m, 2 H), 3.51-3.30 (m, 4 H), 199 -2.85 (m, 2 H) 1.81-1.59 (m, 5 H), 1.41-1.26 (m, 1 H); MS el m / z 484 (M +); c 30 H 32 N 2 0 4 + fl C 1 +. Calculated value of c Η N for 2 6 H 2 0. Example No. 1 2 0 2- (4-Lipropyl Argon or -¾ = 1.7 Hz), 6.80-, 2H), 5.13 (s, 2H) ,, 2.10 (s, 3 H), (Η C..1). Mp = 120-125 ° C;! H NMR (DMSO) 10.18 (s, 1 H), 8.73 (s, 1 H), 7.25 ( d, 2 H, J = 8.6 Hz), 7.04 (d, 1 H, J = 8.8 Hz), 6.99 (d, 2 H, J = 8.8 Hz), H), 6.59 (dd, 1 H, J = 2.2 Hz, 8.6 Hz), 5.12 (s, 2 H), 4.67-4.6 2 H, J = 4.8 Hz), 3.50-3.35 (m, 4 H), 3.0-2.85 (m, 2 H), 2.1 (i ( s, 3 H), 1.80 -1.60 (m, 5 H), 1.40-1.25 (m, 7 H); IR (KBr) 3400, 3000, 1500, 1250; MS el m / z 498 (M +); C32H38N2 03 + 1.0HC1 + .70H2 0 CO calculated value-even -Z _some Ί-笮 0.82-6.80 (m, 5 1 (m, 1 Η), 4.27 (t, Example No. 1 U 1-Γ 4-(2-B Yasmin Minji) -2- (4 -Lipropane--¾¾) -3 -Riyi-1H-0 Lead fe-5-alcohol (HC1 )

Mp = 120-125 ° C; lH NMR (DMSO) 10.36 (s, 1 H), 8.73 (s, 1 (m, 2 H), 7.05 (d, 1 H, J = 8.8 Hz), 7.01-6.98 ( m, 2 H), 6.85-(dd, 1 H, J = 2.2 Hz, 8.6 Hz), 5.12 (s, 2 H), 4.67-4.61 (m, 1 H) (t, 2 H, J = 4.8 Hz ), 3.50-3.30 (m, 4 H), 3.20-3.10 (m, 2 H), 1.75 (m, 4 H), 1.65-1.50 (m, 4 H), 1.27 (d, 6 H, J = 6.1 Hz); 1250: MS el m / z 512 (M +); calculated + 1.0 HC1 + .i),, 7.26-7.23 6.75 (m, 5 H), 6.57 4.27 2.10 (s, 3 H), 1.85 -It (KBr) 3400, 1500, 5 HO. Example No. 122 2- (4-Cyclopentane-benzyl) -3-methyl S -1- i 4 -m

Mp = 121-135 ° C; > H NMR (DMSO) 9.80 (br s, 1 H), 8.72 (s, 1 H), 7.24 (Please read the notes on the back before filling this page) Central Standards of the Ministry of Economic Affairs Printed by the Bureau's Consumer Cooperative (d, 2 H, J = 8.8 Hz), 7.05 (d, 1 H, J = 8.8 Hz), 6.98 (d, 2 H, J 6.78 (m, 5 H), 6.57 (dd , 1 H, J = 8.8 Hz, 2.4 Hz), 5.13 (s, 2 H) 8.8 Hz), 6.83 -4.86-4.82 (m, 1 H), 4.25 (t, 2 H, J = 4.8 Hz), 3.50 -3.38 (m, 4 H), 2.92 (c, 2 H, J = 8.8 Hz), 2.11 (s, 3 H), 1.98-1.85 (m, 2 H), 1.81-1.56 (m, 11 H), 1.41 (KBr) 3400,2920,1620 cm-1; MS el m / z 524 (M +); C33H4〇N2 03 + 0.5H2 0 CHN calculated value e 80

1.29 (m, 1 H); IR This paper size applies Chinese National Standard (CNS) A4 specification (210X297 mm) V. Description of the invention () A7 B7 -1-Some-argon Example No. 1 2 3 3-A棊-: L-i4- (2 twenty-six qi even) -jiemou Ί -2- (4-=. Argon methyl a ¾) a 1Η-N1_-5-_

Mp = 174 ° C; 'H NMR (DMSO) 8.8 (s, 1 H), 7.82 (d, 2 H, J = J = 7.9 Hz), 7.17 (d, 1 H, J = 8.6 Hz), 6.86 ( d, 1 H, J = 2.4 l · ^) H), 6.65 (dd, 1 H, J = 8.8 Hz, 2.4 Hz), 5.16 (s, 2 H), 3.93 (t -2.56 (m, 2 H) , 2.42-2.32 (m, 4 H), 2.15 (s, 3 H), 1.48-1.4 (^ 1.29 (m, 2 H); IR (KBr) 3410,2910,2850, 1620 cm-1; MS el il Hz), 7.59 (d, 2 H,, 6.75-6.68 (m, 4 ^ H, J = 5.7 Hz), 2.62 (m, 4 H), 1.39-n / z 508 (M +); C g〇H 3i Calculated CHN of F 3 N 2 〇2 +. 2 5 H 2 0. Example No. 1 2 4 Tianmou-1-ί ~ 4- (2 -Hexapyrazine) -Yeye 1-? -Yes -Shen Rongji-1 Η-Ν 丨 眙 -5-Alcohol 1-Some-B gas

Mp = 162-164 ° C; NMR (DMSO) 8.70 (s, 1 H), 7.28-7.2 H, J = 8,4 Hz), 6.81 (d, 1 H, J = 2.2 Hz), 6.73 (s, 4 H), 6.58 C 8.8 Hz), 5.11 (s, 2 H), 3.92 (t, 2 H, J = 5.9 Hz), 2.55 (t, 2 H, J 2.30 (m, 7 H), 2.10 (s , 3 H), 1.50-1.40 (m, 4 H), 1.48 -1.35 3400, 2900, 1200; MS el m / z 454 (M +); C a〇H 34 H 2 Example No. 1 2 5?- (4-Gas.-Rong) -3-methyl-

Mm, 4 H), 7.07 (d, 1 `` μ, 1 H, J = 2.4 Hz, 5.9 Hz), 2.45-(b, 2 H); IR (KBr) 2 i CHN calculated value Γ 4- (2 ~ Hexanol

Mp = 161-164 ° C; 'H NMR (DMSO) 10.12 (brs, 1H), 8.80 (s, (d, 2H, J = 8.3 Hz), 7.36 (d, 2H, J = 8.8 Hz), 7.12 ( d, 1 H, 6.75 (m, 5 H), 6.63 (dd, 1H, J = 8.8 Hz, J = 2.4 Hz), 5.14 (s (m, 2H), 3.45-3.36 (m, 4 H), 2.97 -2.84 (m, 2H), 2.11 (s, (m, 5H), 1.37-1.25 (m, 1H); MS el m / z 475 (M +); C29 H31 c 1 N 2 0 2 + HCL +. 25H 2 Example of the calculated value of CHN of 〇 2-126 (2.4-Ershen Arm-Rongm) -2 (Please read the precautions on the back before filling this page) Order (Γ1) Η), 7.53 J = 8.8Hz ), 6.85-, 2H), 4.29-4.22 3H), 1.83-1.61 Printed by the Consumer Cooperatives of the Central Bureau of Standards of the Ministry of Economic Affairs, "4-(2 -hexagon UK; 眭 -1-some -Z argon > -Narrow Ί-till -5-m

Mp = 85-92 ° C; iH NMR PMSO) 8.62 (s, 1 H), 7.10 (d, 1 H, T = 8.4 Hz), 7.01 (d, 1 H, J = 8.6 Hz), 6.80-6.70 ( m, 5 H), 6.69 (d, 1 H, 2.2 Hzi, 6.59 (dd, 1 H, J = 2.4 Hz, 8.5 Hz), 6.52 (dd, 1 H, J = 2.4 Hz, 8.8 H; :), 5.02 81 This paper size is applicable to China National Standard (CNS) A4 (21 × 297mm> A7 B7) 5. Description of the invention (Fl) (d, 1 H, J = 6.5 Hz), 4.83 (d, 1 Η, ; = 6.3 Hz), 4.0-3.90 (m, 2 ^), 3.80 (s, 3 H), 3.67 (s, 3 H), 2.65-2.50 (m, 2 H), 2.45-2.30 (m, 4 H ), 2.0 (s, 3 H), 1.55-1.40 (m, 4 H), 1.39-1.30 (m, 2 H); IR (KBr) 3400, 2900, 1520, 1250 MS el m / z 500 (M + ); C 31 H 36 N 2 0 4 +. (} 5 GH 2 C i 2 The C Η N is calculated as 3 r value. Miyazaki case overflow number 1 2 7 2-(3 -fluoryl-phenyl >- 3 -methyl even -1 -Γ 4-(2-six gas reports 腚 -1-even -7 *. Hydrogen a)-benzyl] -1 Η-盹 US-ϋ -Μ Mp = 115-118 ° C; 'H NMR (DMSO) 9.57 (s, 1 H), 8.71 (s, 1 H), 7.27-7.23 (t, 1 H, J = 8.1 Hz), 7.06-7.04 (d, 1 Η, J = 8.8 Hz ), 6.81-6.74 (m, 8 Η), 6.59-6.56 (dd, 1 H, J = 2.3 Hz, J = 6.3 Hz), 5.12 (s, 2 H), 3.94-3.91 (t, 2 Η, J = 5.9 Hz), 2.57-2.54 (t, 2 H, J = 5.8 Hz), 2.36 (s, 4 H) , 2.11 (s, 3 H), 1.45-1.41 (m, 4 H), 1.34-1.33 (m, 2 H); IR (KBr) 3400, 2900 cm'1; MS el η / ζ 456 (M +); c 29 H 32 N 2 0 3 + 1. 0 CHN calculated value. Example No. 1 2 8 1-[4-(2-U-yacene-1 -yl-ethyl 1 c-yl] -benzyl] -2-(3 -chan 荜-stupid) Φ 某 -1 Η -㈣Find -5-II Mp = 94-97 ° C; Ή NMR (DMSO) 9.58 (s, 1 H), 8.71 (s, 1 H), 7.27-7.23 (t, 1 H, J = 7.9 Hz), 7.07-7.04 (d, 1 H, J = 8.7 Hz), 6.81-6.74 (m, 8 Η), 6.59-6.56 (dd, 1 H, J = 2.4 Hz, J = 6.3 Hz), 5.12 ( s, 2 H), 3.9 (m, 2 II), 2.80 (s, 2 Η), 2.65 (s, 4 H), 2.11 (s, 3 H), 1.54-1.50 (m, 8 H); IR 3400 , 2900 (: m'1; MS el m / z 470 (M +); C; 1〇N2 〇3 + 〇 * '. Calculate the value of C Η N of 2 O + acid ethyl? I. No. 129-fluorenyl-benzyl) -3-bow 1 and even -1-Γ 4- hexa-qi 症 Η -1--1-yl-ethyl argon >-knot base] i-sm Mp = 117- 119 ° C;! H NMR (DMSO) 10.1 (s, 1H), 8.71 (s, 1H), '.10-6.95 (m, 4 H), 6.80 (d, 1H, J = 2.2Hz), 6.74 ( s, 4H), 6.59 (dd, 1H, J = 2.2 Hz, 8.5 Hz), 5.1 (s, 2H), 3.93 (t, 2H, J = 5.9 Hz), 2.56 (t, 2H, J = 5.8 Hz) , 2.44-2. SO (m, 4H), 2.10 (s, 3 H), 1.45 -1.40 (m, 4H), 1.36 -1.32 (m, 2H); MS el m / Z 475 (M Bu); C 29 H 31 FN 2 0, the calculated value of C 0. 82 This paper size is applicable to the Chinese National Standard (CNS) A4 specification (210X297 cm). Please read the t6 notice and i. 5. Description of the invention (W) A7 B7 Example No. 13 I 】 2- (3-M-4-Voltyl-phenyl) -3-Hyl-1 alcohol

Mp = 88-91 ° C; lH NMR (DMSO) 10.10 (s, 1H), 8.71 (s, 1H). H), 6.80 (d, 1 H, J = 2.2 Hz), 6.74 (s, 4 H) , 6.58 (dd, 1 H, J 5.10 (s, 2 H), 3.91 (t, 2 H, J = 5.9 Hz), 2.76 (t, 2 H, J = 5.9), ^ .62-2.60 (m, 4H), 2.10 (s, 3H), 1.70 -1.40 (m, 8 H); MS el m / Z 488 (M +); C30 FN2 CHN calculation value. Example No. l 2-(3- Argon-¾yl) -3-methyl_hexamidine PH; pyridine-1 -some-7.-7some) -benzyl 1-1 Η-Η 丨 昤 7.12-6.94 (m, 4 2.2 Hz, 8.5 Hz ), 丄 4- (2 Please read the back note first

Mp = 120-123 ° C; Ή NMR (DMSO) 8.76 (s, 1 H), 7.42-7.46 (1 H, J = 7.9 Hz), 7.12-7.09 (d, 1 H, J = 8.7 Hz), 6.99 -6.92 (m, 2 H), 6.86-6.8 5 (m, 2 H), 6.76 (s, 4 H), 6.63-6.60 (dd, 1 H, J = 2.1 Hz, J = 6.5 Hz), 5.14 ( s, 2 H) J = 5.9 Hz), 3.70 (s, 3 H), 2.59-2.55 (t, 2 H, J = 5.9 Hz), 2.37 H), 1.49-1.44 (m, 4 H), 1.35- 1.34 (m, 2 H); Calculated CHN of IR 3400, 2950, 16》 Caseum case number 1 2 3 -Shen Shi-ΐ-[4 二 甚]-节节 Ί- 之-(4- 二 气Methylamino)-卞 —Base · __J._ 二 1. Fill in H-%% of this page

J, 3.96-3.92 (t, 2 H, s, 4 H), 2.14 (s, 3 X) cm'1; MS el m / z # 471 (^ 1 -1 -even-argon i3i n-5-m Order printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs

Mp = 122-125 ° C; Ή NMR (DMSO) 8.80 (s, 1 H), 7.51-7.45 (m, 4 H), 7.17-7.14 (d, 1 H, J = 8.7 Hz), 6.85-6.84 ( d, 1 H, J = 2.0 Hz), 6.75-6.6i '(m, 4 H), 6.66 6.62 (m, 1 H), 5.14 (s, 2 H), 3.95-3.92 (t, 2 H, J = 5.8 Hz), 2.5! ≫-2.55 (t, 2 H, J 5.6 Hz), 2.49-2.38 (m, 4 H), 2.13 (s, 3 H), 1.47-1.44 (m, 4 H), H, J = 4.8 Hz); IR 3400, 2900, 1600 cm1; MS el m / z 525 (M +); c 30 H 31 F ^ N 2 〇3 + 0.25 H 2 〇C 之The calculated value of N is the formation step and physical data of the 3-position of indene substituted with cyano, ethyl or cyano. 1.36-1.34 (d, 2 combination of 83) This paper size is applicable to China National Standard (CNS) A4 size (210X297 mm) A7 B7 V. Description of invention (home >)

0H Table 8 «Example No. Q z No. 133 a H o No. 134 a H o No. 135 a H 〇No. 136 a ch3 o No. 137 Et H Ό No. 138 CN H o No. 139 CN H o 3-The group number of the simulant analogue will become a flow chart, 1 4 3-qi g4 丨 盹: > will be (please read the precautions on the back before filling this page) Order the staff of the Central Government Bureau Consumption cooperative printing 84 This paper size is applicable to the Chinese National Standard (CNS) A4 specification (210X297 mm) 5. Description of the invention (&

R > HorCHj A7 B7 OBn 0

EtOH · H + / = (J ^ -nh CAS # (51145-5e-5) Example number

OBn Example No. 141_Α · Η Example No. 142_A «H Example No. 143-A > CH3 Example No. 140 腙 formed 4-benzyloxybenzene trap CAS number [5 1 1 4 5-5 8 -5] (50 mmol) mixed with 4-benzyloxyacetophenone CAS number [5 4 6 9 6 -g, 280.0 mmol) in pure ethanol (800 ml) ). The reaction was heated to reflux over 2 hours, during which time the condensate solidified from the hot solution. Response. The desired product was collected by vacuum filtration as a yellow solid • 0 g, 2 3 3. 05-8] (63. Add for 5 hours. Cool back to room temperature (8.6 g, 86%). Mp = 165-174 ° C; ^ NMR (DMSO) 8.91 (s, 1 Η), 7.68 (c, 2 H, J = 8.8 Hz), 7.48-7.32 (m, 10 H), 7.12 (d, 2 H, J = 9 Hz) , 7.00 (d, 2 H, J = i; .8 Hz), 6.88 (d, 2 H, J = 9.0 Hz). 5.11 (s, 2 H), 5.01 (s, 2 H), 2.17 (s, 3 H); MS el in / z 422 (M +). (Please read the notes on the back before filling out this page) Member of the Central Bureau of Standards of the Ministry of Economic Affairs, H Consumer Cooperative, printed Example No. 1 4 1 Indole is formed from tritium : L benzylamino] Wu -1) Η-called 丨 N- (4-benzylamino-phenyl) -N '-[1- (4-benzylamino-benzene-fluorene (number 140) (10.0 g, 23.7 mmol), 211 (1: 59.17 mmol), acetic acid (70 ml) was fed to the flask -85--(4-benzyl argon) ethylene) 2 (8.06 g The paper size of the reaction flask is applicable to the national standard (CNS) A4 specification (210X297 mm). A7 B7 V. Description of the invention (private) Heating to 105 ° C for no more than 20 minutes. In the heating room, reverse M i is displayed in TLC Monitor the reaction carefully. The reaction procedure can be shown by the product solidifying from the solution. Then the reaction can be cooled to room temperature and more products are observed to fall. The reaction content is injected to contain ether (100 ml HI 3 Η 2 0 (2 0 0 ml) in a separatory funnel, shake it in a row. The insoluble 5 丨 1 retentate is left in the ether layer, which is collected by vacuum filtration. The product is further purified by trituration in ether to give a light gray solid. 4 G, 6%) 〇Mp = 202-204 ° C; ^ NMR (DMSO) 11.24 (s, 1 H), 7.73 (d, 2 H, J = 8.8 Hz), 7.48 -7.41 (m, 4 H), 7.45-7.27 (m, 6 H), 7.25 (d, 1 H, J = 8.6 Hz), M2-7.04 (m, 3 H), 6.77 (dd, 1 H, J = 2.4 Hz, 8.6 Hz), 6.65 (d, 1 H, J = 1.5 Hz), 5.14 (s, 2 H), 5.08 (s, 2 H); IR 3420, 3000, 1625 cm * 1; MS el m / z 405 (M +); C28 H23 Calculated CHN for NO 2 + 0.40H2 0. Chuangli Lihao] 4 2 B4I 11¾ is gasified to produce 5-benzyloxy-3--3--2- (4 -benzyl 氲--蒹) -1 Η-B4I 盹 5-benzyloxy-1 -(Benzyloxy-phenyl) -1-indazole (No. 141) (8.0 g, 20.0 mmol), CH2Cl2 (50 ml) was fed into a volume i bottle. The reaction was cooled to 0T and n- succinimide (2.9 g, 22 mmol) was added. The reaction was stirred at 0 ° C for 20 minutes. The reaction was then washed with a 10% acetic acid solution: sodium sulfate, concentrated with MgS04, and concentrated. MeOH was added to the resulting ocher solid and the mixture was stirred for 15 minutes. The solid was filtered off to give 6.3 g of a light brown solid (78%). Mp = 157-160 ° C; Ή NMR (DMSO) 11.5 (s, 1 H), 7.80 (d, 2 HJ = 7.0Hz), 7.42 -7.28 (m, 11 H), 7.17 (d, 2 H, J = 8.7 Hz), 7.01 (d, 1 H, J =: 2Hz), 6.88 (dd, 1 H, J = 8.8 Hz, J = 2.4 Hz), 5.17 (s, 2H), 5.13 (s, 2H); MS el m / z 439 (M +),-8 6-This paper size is applicable to China National Standard (CNS) A4 (2I0X 297 mm) Please read the precautions on the back and fill in% Cooperatives printed by the Central Bureau of Standards of the Ministry of Economic Affairs. Consumers' Cooperatives printed A7 B7. 5. Description of the invention (h) Fen Example No. 143 Yea Ar 3--3- 覩-2- (2-Jiamou-4-Section Argon-采) -1 Η-# 4 丨 11¾ This indole synthesis is similar to the previous indine number 1 4 2: Μ p :: Ή NMR (DMSO) 11.34 (s, 1 Η), 7.48-7.44 (m, 4 Η), 7.42 -1.24 (m, 8 Η), 7.02 (dd, 2 Η, J = 9.3 Hz, J = 2.4 Hz), 6.95 (dd, 1 Η, J = 8.4 Hz J = 2.6Hz), 6.88 (dd, 1 Η, J = 8.8Hz, J = 2.4 Hz), 5.16 (s, 2 H), 5.14 (s, 2 H), 2.23 (s, 3 H); MS el m / z 453 (M +). Example No. 1 4 4 Ind The alkylation of methoxine to produce _ 4-f 氲 some -3 -qi -D 4 -benzyl hydrazine-Rongshi)-;? -Qi-屻 ming-1 -Vine® even 1 -Fructus Corni) Z VII. The ester is completed similarly to the synthesis summary of ethyl 3-methylindolinate outlined in Method 3. Mp = 90-94 ° C;! H NMR (DMSO) 7.45 (d, 4H, J = 7.8 Hz), 7.41 7.26 (m, 9H), 7.14 (d, 2 H, J = 8.7 Hz), 7.04 (d , 1 Η, i = 2.4 Hz), 6.91 (dd, 1 H, J = 9.0Hz, J = 2.5 Hz), 6.80-6.74 (m, 4H), 5.24 (s, 2) ΐ), 5.15 (s, 2H), 5.14 (s, 2H), 4.66 (s, 2 H), 4.12 (q, 2H, J = 7.2 Hz), 1.16 (t, 3 Ei, J = 7.5 Hz); MS eIm / z631 (M +) Example No. 145 and No. 144 were reduced to produce No. 1 45 2-f 4- "fi-benzyl-2- (4 -hydrogen-saving-Rong) -3-qi-InP5-even Shen Mou, Gao, Meng, Z.) Alcohol was similar to the 3-methylindole synthesis summary described in Method 4. This reaction was completed. The compound was not purified or characterized, but the next step was used as obtained. Bromination of No. 145 to produce solar terms a; -2-(4-with argon even-茏 even)-1-Γ 4-(2-Yunnan-7, argon)-benzyl]-Λ-m, -1 Η--87- This paper size applies to Chinese National Standard (CNS) A4 (210 × 297 mm) Please read the precautions on the back before filling this page

Order Printed by the Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs 5. Description of the Invention (material) Similar to the synthesis summary of 3-methylindrine outlined in Method 5 of Method 5 to complete this reaction. Mp = 155-1580 (^ 111 ^ 0 ^ 30) 7.45 (d, 4 H, J = 7.8 Hz), 7.41-7.25 (m, 9H), 7.14 (d, 2 H, J = 8.7 1 Hz), 7.04 (d, 1 H, J = 2.4 Hz), 6.91 (dd, 1 H, J = 9.0Hz, J = 2.5 Hz), 6 / r 4 (s, 4H), 5.24 (s, 2 H), 5.15 ( s, 2H), 5.14 (s, 2 H), 4.20 (t, 2 H, J = 5.3Hz), 3.74 (t, 2 H, J = 5.3 Hz); MS el m / z 651 (M +). Implementation Example No. 1 4 7 Replaced with No. 1 4 6 with Hexapyridine No. 1 4 6 with i & bovine 5-benzyl gas and even 2- (4-Wei® XX-XX) Krypton -1- Γ 4- f 2 ' Xi < pyridine-1--7, argon)-Narrow even Ί-1 Η-11 盹 盹 is similar to the synthesis summary of 3-methylindrine outlined in Method 6 to complete the reaction using hexahydro Pyrimidine replaces bromine. Mp 96-98 ° C; 'H NMR (DMSO) 7.45 (d, 4 H, J = 7.8 Hz), 7.40 7.30 (m, 9H), 7.14 (d, 2 H, J = 8.7 Hz), 7.04 (d , 1 H, J = 2.4 Hz), 6.91 (dd, 1 H, J = 9.0Hz, J = 2.5 Hz), 6.74 (s, 4 H), 5.24 (s, 2H), 5.15 (s, 2 H) , 5.14 (s, 2 H) ,: .93 (t, 2 H, J = 6.0 Hz), 2.56 (t, 2 H, J = 6.0 Hz), 2.41-2.32 (m, 4 H), 1.48-1.39 (u, 4 H), 1.38-1.31 (m, 2 H). Case No. 148 for trial and submission-Yee-2-U-Benzyl Ar--3 3) -3- M -1- "4- ( 2-Azinemin-1--1-7, 氲 -1) -benzyl 1-11 ^ -11 < im The reaction is completed in the same manner as above, except that the substituted amine uses hexaethyleneamine. Mp = 94-97 ° C; * H NMR (DMSO) 7.45 (d, 4H, J = 7.8 Hz), 7.42 -7.30 (m, 9H), 7.14 (d, 2 H, J = 8.7 Hz), 7.04 (d, 1 H, J = 2.4 Hz), 6.91 (dd, 1 H, J = 9.0Hz, J = 2.5 Hz), 6.74 (s, 4 H), 5.24 (s, 2H), 5. 15 (s, 2H), 5.14 (s , 2H), 3.93 (t, 2 H, J = 6.0 Hz), 2.75 (t, 2H, J = 6.0 Hz), 2.6: -2.59 (m, 4 H), 1.58-1.44 (m, 8 H); MS el m / z 671 (M +). Fen Yi Yue Yue [No. 149 5 -Benzyl Tong; even-2- (2-甲某 -4-Benzene i Some -Rong some 1-:?-气 -1- Γ4-0 -Hexamidine-1-a-Z Μa) -Gas a certain -1 Η- " 88- This paper size applies to China National Standard (CNS) Α4 size (210X 297 mm) (please First read the notes on the back and then fill out this page) A7 V. Description of the invention (phantom) The reaction to make this compound is similar to that of manufacture number 1 OU; 'OU NMR (DMSO) 7.50-7.29 (m, 11 Η), 7.17 (d, 1 H, J (d, 1 H, J = 2.4Hz), 7.02 (d, 1H, J = 2.4Hz), 6.93-6.85 (in, 2 4H), 5.14 (s, 2H ), 5.13 (s, 2H), 5.07 (m, 2 H), 3.92 (t, 2 H, (t, 2H, J = 5.9Hz), 2.42-2.29 (m, 4 H), 1.94 (s, 3H ), 1.44 --1.34 (m, 2H). Example No. 133 3-Gas 2- 2- (4-Ammonium-phenyl) -1--7. : 8.4Hz), 7.05 Η), 6.75-6.65 (m J = 5.9Hz), 2.55 1.40 (m, 4 H), 1.38 Γ 4- (2-pyrrolidinyl-ethyl-ethoxy) -benzyl ) -1H-indole-5 (HCL) was synthesized as in Example No. 134

Mp = 233-235 ° C; lH NMR (DMSO) 10.50 (s, 1 H), 9.88 (s, 1 H |, 9.01 (s, 1 H), 7.30 -7.20 (m, 3 H), 6.90 * 6.80 (m, 7 H), 6.68 (dd, 1 H, J = 2.4, Hz, 8.8 Hz), 5.20 (s, 2 H), 4.22 (t, 2 H, J = 4.8 Hz), 3.47 (t, 2 H, J = 4.8 Hz), 3.1 (1 (bm, 4 H), 1.90 (s, 4 H); IR (KBr) 3400, 1625, 1475, 825 cm'1; MS el m / z 462 (M +) ; C27H77C1N2 〇b +1 HC1 + .75H2 0 CHN calculation Example No. 1 3 4 Remove the benzyl ester to produce 3-ambient-2- U- 筠--Rong even) 1 Η-引 引 11¾ (Please read the back first Please note that you need to fill in this page again.) Packing. Ordered by the Central Bureau of the Ministry of Economic Affairs, Shellfish Consumer Cooperative, printed -hm (ηc η is similar to the step-based ether of 3-methylindolin outlined in Method 7. This compound is then as The transformation described in the aforementioned method 8 ρ = 207- 209 ° C; 1 H NHR (DMS0) 10.10 to remove benzyl hydrochloride; 7.22 (d, 1 H, J: (bs. 1 Η), 9.86 (s, 1H), 9.07 (s, 1 H), 7.26 (d, 2 H, J = 8.6 Hz), 8.8 Hz), 6.87 (d, 2 H, J = 8.6Hz), 6.81-6.78 (m, 5 H) , 6.65 (cd, 1 H, J = 8.8 Hz, J = 2.2 Hz), 5.20 (s, 2 H), 4.27 (t, 2H, J = 5.0Hz), 3.44-3 M (m, 4 H), 3.00 -2.85 (m, 2 H), 1.81-1.60 (m, 5H), 1.41-1.26 (m, 1 H); IR (KB ·) 3350, 1470 89- This paper size Applicable to China National Standard (CNS) A4 (210 > 297 ft) Staff of the Bureau of Standards in the Ministry of Economic Affairs Cooperative A7 B7 V. Description of invention (in), 1250GM-1; MS el 丨 / z 4 · 76 (Μ +); (: 28 ΐ 29 (: 1 M; 0 3 + HCL + 1.5 C 2 计算 Calculated value of NB. Xie Xie lian bian 13 5 qi-2- (4 -Zhanmou-2-benzyl)-: -r 4- (2-Azcumin-1-some-argon) -benzyl-1 -1H-H呤 ----% (hcη was synthesized as described in Example No. 134. Mp = 196-198 ° C; Ή NMR (DMSO) 10.10 (bre, 1 H), 9.86 (s, 1 Η), 9.07 ( s, 1 Η), 7.26 (d, 2 H, J = 8.8 Hz), 7.22 (d, 1 H, J = 9.0 Hz), 6.87 (d, 2 i, J = 8.6Ηζ), 6.84-6.78 (m , 5 H), 6.65 (dd, 1 H, J = 8.8 Hz, J = 2.2 Hz), 5. 20 (s, 2 Η), 4.27 (t, 2H, J = 5.0Hz), 3.45-3.30 (m , 4 H), 3.21-3.10 (m, 2 H), 1.82 1.76 (m, 4 Η), 1.65-1.46 (m, 4 H); MS cl m / z 491 (M +); Cm H 31 C 1 N CHN calculation of 2 0 3 + 1 HC1 +. 37H 2 〇; IR (KBr) 3400, 3200, 1450, 1125 Example No. 1 3 6 3-Amosphere 2- 2- (4-hydroxy-methyl-jugyl) ) -1-Γ 4- (2 -hexaazapyridine-1 -some-7, 氲)-narrow Ί-1 Η-Nl fi- 鹾 was synthesized as described in No. 134, except that this compound was converted into Beyond the sulphate, Foam; lH NMR (DMSO) 9.64 (s, 1H), 9.01 (s, 1H), 7.25 (d, 1 a J = 8.8 Hz), 7.03 (d, 1 H, J = 8.1 Hz), 6.79 (d, 1 H, J = 2.4 Hz), 6.78-6.65 (m , 7 H), 5.06-4.92 (m, 2 H), 3.94 (t, 2 H, J = 5.9 ζ), 2.62-2.57 (m, 2 H), 2.42-2.32 (m, 4 H), 1.90 ( s, 3 H), 1.48- 1.40 (m, 4 H), 1.40-1.32 (m, 2 H); MS el m / z 490 (M +); IR (KBr) 3430, 2900, 1450 cml; C 29 H 31 C 1 N 2 〇3 +1. Calculated CHN value of OH 2 〇 e 3-ethyl The synthesis of indole analogue number 137 is very similar to the previous example which produces 3 -methyl_§ 丨 昤, using Methods a and 2-8 synthesize this compound. The only difference is that the starting material of worship is replaced by 4 '-(benzyloxy) -phenidine_CAS number [26945-7 1 -1] (-90- Standard (CNS) A4 specification (210 X 297 mm) Please read the precautions of Λ before ordering A7 B7 (8.8 Hz), 7.14 8.8 Hz, 2.2 Hz), V. Description of the invention (fluorenyl benzyl)- The data of styrene-acrylic intermediates are as follows. Example No. 1 δ D 5_ -One seal 11_: 2-((benzyl i-benzene-)-3-ethyl-Ί μ-Ni ff flower

Mp = 101-108 ° C; MS el m / z 433 (M +). Example No. 1 δ 1 f 4 -fc-benzyl argon -2-(4 -octyl argon-I-Juzhu)-3 7 ,--盹 盹-1-申 Ί-荣 气) 7 申 7. Ester.

Mp = 72- 7 5 ° C; MS el m / z 6 2 5 (M +) 〇 Example No. 1 5 2 2- f 4- (5-benzyl argon -2-U-section 氲 I even- ¾) 3_-7, even-NI 盹 -1-a certain 1-a argon 1-7, alcohol

Mp = 105-113. . MS el m / z 5 8 3 (M +) 0 Example No. 1 β 3-section argonyl-2- (4-benzylargon-¾even) | -1- "4- (2 Color: 7.氲 Very)-benzyl 1-3-base-1 Η-IKI 8 $

Mp = 140 ° C (decomposed); MS el n / z 647,645 (H + Br is present) Example No. 1 5 4 5-Benzylamino- 2- (4-benzylamino-Ru 4) -3_ethyl

-1 Η-»41 US

Mp = 92-96 ° C; Ή NMR (DMSO) 7.47 (d, 4 H, J = 7.2 Hz), Tj 2-7.39 (m, 4 H), 7.36-7.30 (m, 2 H), 7.27 (d , 2 H, J = 8.6 Hz), 7.18 (d, 1 H, J: (d, 1 H, J = 2.4 Hz), 7.10 (d, 2 H, J = 8.8 Hz), 6.79 (dd, 1 H , J 6.73 (s, 4 H), 5.13 (s, 2 H), 5.11 (s, 4 H), 3.93 (t, 2 H, J = 5.9 riz), 2.62-2.53 (m, 4 H), 2.40 _ 2.33 (m, 4 H), 1.49 · 1.42 (m, 4 H), 1.37-1.30 (m, 2 H), 1.10 (t, 3 H, J = 7.2 Hz); MS el m / z 650 (M + H +). (Please read the notes on the back before filling out this page) -5 Central Standard Bureau Staff Consumer Cooperative Co., Ltd. Example No. 1 3 ΐ 2-< 4 -Hydroxy-Mo) -3-ethyl- 1 瓴 PH; pyridine-1 -some-ethyl argon) -benzyl 1-1 Η -Mlming-5 9 1 4- (2- (HC 1) This paper size applies to China National Standard (CNS) A4 specifications (210X 297 mm) Printed by the Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs

(Please read the precautions on the back before filling this page) Printed by the Central Standard Employee Consumer Cooperative of the Ministry of Economic Affairs, printed Α7 Β7 V. Description of the invention (force) Qi Example No. 15 5 Section Argon-3--3- (4-benzyl I ΪMou-Rong even) -1 Η-¢ 41 ¢ 4 in the flask 5-benzyloxy-2- (4-benzyloxy-phenyl)-:. H-IndP number 141 (5.9 g, 14.6 mmol) and (: 112 (: 12 (90 ml)) and cooled to Q ° C (the starting material is not completely dissolved in CH2Cl2). During vigorous stirring, dropwise over 45 minutes Gasosulfoisocyanate (2.26 g〗 6.0 mmol) was added to a solution of (2: 12 (25 ml) < reaction at 0 ° C for 2 hours, while insoluble N-gasoline was detected by TLC § The formation of amine intermediates. After this period, add Et 3 N (1.47 g, 14.6 mL) to CH2 CI2 (25 mL) at 0 ° C over 4 5 minutes. Reverse reaction at 0 ° c additional 1 hour at room temperature and 2 hours at room temperature. As the reaction time continues, observe the progress of the reaction by the formation of insoluble solids of the product. Remove the solvent and by combining with methanol The purified solid residue was triturated to produce (4.0 g, 63 · 8%). Mp = 238-242 ° C; iH NMR (DMSO) 12.31 (s, 1 H), 7.88 (d, 2 H, J = 8.8 Hz ), 7.48 (d, 4 H,; = 7.25 Hz), 7.55-7.30 (m, 7 H), 7.23 (c, 2 H, J = 8.8 Hz), 7.14 (d, 1 H, J = 2.4 Hz) , 6.97 (dd, 1 H, J = 2.2 Hz, 8.8 Hz), 5 .: 0 (s, 2H), 5.17 (s, 2 H); MS el m / z 430 (M +). Example No. 1 5 6 Desertification 4-(2_-Aminoacetamidinium 1 group _ Slowly add thionyl bromide (7.13 g, 34.3 1 mmol) to 4- (2-chloroethanyl) at 0 ° C. Benzyl fermenter CAS number [1 1 1 7 28-87 -1] (6.4 g, 34.31 mmol) in dioxane (100 ml). 5 min g Since then the reaction was performed at 0 ° C for β reaction The mixture was diluted with diethyl ether (200 ml) and Η 2 0 (1 ml 30 ml), and then ~ 3 {! (: 03 (2 乂 25 ml), washed with saline (30 ml)> organic extracts Dry over MgS04 and concentrate. Crude product -9 3-This paper size is in accordance with Chinese National Standard (CNS) A4 (210X297mm) Please read the notes on the back of the page before filling out this page

Article V. Description of the invention (V) A7 B7 was purified by silica gel chromatography (15% EtOAc / hexane). 4 produced 5.0 g of MR (DMSO) 8 Hz), 4.68 5.27 Hz (58%) . Mp = 64-66 ° C; tH 7.37 (d, 2 Η, J = 8.8 Hz), 6.93 (d, 2H, J = 8 (s, 2H), 4.24 (1;, 2H, J = 5.05Hz), 3.93 (t, ^ H, J; MS el i / z 248 (M +) 〇 Example No. 1 5 7 Wei Qi-2-(4-Rongamidinyl-stupid)-l- LAr (2- Gas-Z gas)-benzyl hydrazone-3-value even -1 H-»41 1 55 (2.86 grams in the reaction flask, 3-aminoindine starting material number, 6.64 mmol) Dissolve in 0 «? (25 ml) and add in (^ 11 | slowly add ^ 11 (191.2 mg, 8 millimoles) ^ React in 0 < € and stir for 2 {) minutes. In a separate burning flask, containing 4- (2-Gasylethyl) benzyl No. 156 (1-81 g, 7.28 mmol) in DMF (15 ml) at 0 ° C Take out the indine anion solution prepared above by stirring 2 0 minutes and warmed to room temperature over 1 hour to quench the reaction. The β reaction mixture was distributed in EtOAc (2X 100 mL, added slowly. A few drops of Η 2 0) at 0 ° C and Η 2 0 (80 ml) The organic extract was washed with brine (80 ml), dried over MgSO, and concentrated. The crude product was triturated with ether to purify the product as a colored solid (2_80 g, 70.4%). To produce a pale white (please first Note Complete this page and then read it back) Order Ministry of Economic Affairs Bureau of Standards staff printed consumer cooperatives

Mp = 160-162 ° C;! H NMR (DMSO) 7.53-7.28 (m, 13 6.97 (dd, 1 H, J = 2.4 Hz, 9.0 Hz), 6.86-6.78 (m, 4 H), 5.37 (s , H), 4.15 a 2 H, J = 4.8 Hz), 3.87 (t, 2 H, J = 5.3 Hz); MS el m / z Example Nos. 158 and 159 Similar steps to method 6 using the preceding numbers 15 Substances are completed with hexahydropyridine and hexamethyleneamine to replace the gas group-9 4-This paper size is applicable _ national standard (匚 Can) six 4 specifications (210 '乂 297 mm) I), 7.23 (m, 3 H), 2 Η), 5.18 (s, 4 598 (M +).? Printed as the starting consumer employee cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs. 2- (4-benzylhydrogen-stupid-3 -gas a certain_1-f4_ (2_six-gas batch cyclone-〗 ~ a certain ethyl ammonia a certain) * jiemou 1 -1 Η-»41 ΙίΦ Mp = 148- 150 ° C; ΪΗ NMR (DMSO) 7.54-7.30 (m, 13 H), 7 25-7.18 (m, 3 Η), 6.98 (dd, 1 H, J = 2.4 Hz, 9.0 Hz), 6.84-6.74 ( m, 4 H), 5.35 (, 2 Η), 5.17 (s, 4 H), 3.94 (t, 2 H, 5.9 Hz), 2.55 (t, 2 H, 5.7 Hz), 2.35 (bs, ^ Η) , 1.50-1.40 (m, 4 H), 1.38-1.25 (m, 2 H); IR 3400 , 2910, 2250, 1250 cm1; MS FAB 648 [M + H] +. Example SS No. lh Oxyoxy-2- (4-benzyloxy-benzyl) -3-oxy-1--1-4- ί 2-acridine min-1-a certain argon a certain 某 -1 Η-11¾ 11¾! h NMR (DMSO) 8.60 (br s, 1 H), 7.60-7.28 (m, 12 H), 7.25 7.16 (m, 3 Η), 6.97 (dd, 1 H, J = 2.4 Hz, 9.0 Hz), 6.88-6.75 (m, 4 H), 5.35 (s 2 Η), 5.17 (s, 4 H), 3.92 (t, 2 H, J = 6.2 Hz), 3.08-3.00 (m, 2 H), 2.77 (t, 2 H, J = 5.9 Hz), 2.63 (t, 4 H, J = 4.8 Hz), 1.78-1.68 (m, 2 H), 1.60 -1.40 (m, 4 H); N IS el m / z 661 (M +). Example No. 1 3 8 and 1 3 9 Use 1, 4-cycloethylenediene as described in method 7 And 1 D% P d / C to remove the benzyl ether by hydrogen transfer. The compound was converted to its individual hydrochloride as described in Method 8. Fen Example No. 138 5-Zhen Mou 2- 2- U- W Mou-Rong Mou-Γ 4- (2 ~ Hexapyridine-: 1- Mou-BM Mou)-Kou Mou 1-1 Η-P-cut丨 # -Nitrile (hc η Mp = 173-175 ° C; lH NMR (DMSO) 10.40 (s, 1 H), 10.12 (s, 1 Η), 9.40 (s, 1 Η), 7.38 (m, 2 H ), 7.30 (d, 1 H, J = 8.8 Hz), 7.02-6.90 (m, 3 H), 6. 88 (s, 4 Η), 6.75 (dd, 1 H, J = 2.4 Hz, 9Hz), 5.33 (s, 2 H), 4.30 (t, 2 Ht J = 4.8 H;), 3.51-3.38 (m, 4 H), 2.92 (m, 2 H), 1.85-1.73 (m, 4 H), 1.68 * 1.59 (m, 1 ίΐ), 1.26- 1.21 (m, 1 H); IR 3400, 2200, 1250 cm-1; MS el m / z 467 (M +); c 29 H 29 N 3 0 3 +1. 0HC1 + 1. OH 2 〇 calculated value of CHN Example No. 1 3 9 1-"4-(2-acryl -1-a) -7, S even)-benzyl-95- This paper size applies to China National standard (CNS> A4 specification (210X297mm) Please read the precautions on the back first and then revise the description of the invention (material A7 B7

Mp = 160 < 163 ° C; lH NMR (DMSO) 10.22 (s, 1 H), 10.08 (s, 7.40-7.37 (m, 2 H), 7.30 (d, 1 H, 8.8 Hz), 7.0-6.90 (m, 3 H) (dd, 1 H, J = 2.41 Hz, 9 Hz), 5.33 (s, 2 H), 4.27 (t, 2 H, J = 5.0 H), 9.35 (s, 1 H), 6.87 (s, 4 H), 6.74 Hz), 3.50-3.30 (m, 4 H), 3.20 (m, 2 H), 1.85-1.70 (m, 4 H), 1.65-1.50 (m, 4 H); IR 3300, 2200, 1 2 5 0 c hi -1; MS e I b / z 4 8 1 (M +); C 3〇H 31 1 H 2 0 C Η N Calculated value e 3 1 HC1

R

VR O (please read the precautions on the back before filling this page),? Τ Printed by the Consumer Consumption Cooperation of the Central Standards Bureau of the Ministry of Economic Affairs 9 Example No. R z No. 1 60 Et 0 No. 1 6 1 t-B u 0 Number 1 6 2 t-B u 0 96- This paper size is applicable to Chinese National Standard (CNS) A4 specifications <210X 297 mm) Ministry of Economic Affairs t Central Prospective Staff Consumption and Printing A7 B7 V. Description of Invention (for ) Example overflow number 162 2- (4 -Waumou-¾some) -3 -Amou-] —f 4- (2 -Hexamidine-1 -Wa-Z Μ even) -Benzyl 1 Η -11¾ 盹 -5-f 51 Xi-Zyvalerate was freely tested as the starting material for this synthesis using Example No. 97. In 20 ml of CH2C12, number 97 (1.0 g, 2.5 mmol) was treated with diisopropylethylamine (0.7 g, 6.3 mmol) and O &1311; Bu &gt; (Au 13). Reaction Cooled to 0 ° C and treated with pentamyl amide (0.7 mL, 5.6 mmol) and allowed to room temperature and stirred overnight. The reaction was ended by dilution with CH a C1 2 with water and brine Wash the walls. After drying over MgSO 4, the solution was concentrated and chromatographed on a silica gel (MeOH / CH2Cl2, 1: 19). This gave the desired substance (1.08 g) as an orange foam. This material was then dissolved in 15 ml of ethyl acetate was neutralized and treated with 2.5 ml of a 1M HC 1 / Et 2 0 solution. Hexane was added until the solution turned into a mist. The product precipitated out as H &lt; 1 salt. This material was from ethyl acetate / hexane The alkane is recrystallized to yield 0 42 g of pure number 162: M p = 182-185 ° C; C 33 Η 48 Ν 2 〇s + HC + 0.25 Η 2 〇C Η Calculated value. Fen example number 160 1 -[4- (2-Azine-1-1-some-B &gt; ii) -benzyl-1-2-U-Hui-Jiu)-:? -Shenmou-ol; &gt; Direic acid Esters (HC 1) Preparation compounds, except for the actual use) Another 5 cases of No. 98 as starting materials and the fluorinating agent used is gasified propionyl group: Μ p = ^ Example No. 161 1-ί4- (2-acridine W-1-some_: some) -jiemou 1 -2- (4- 锊 some-¾some) -3-Jiamou-IH-material 丨 盹 -Π--辕 夕 辕 二 pent __0JJ_ This paper size Applicable to China National Standard (CNS) A4 specification (2Γ〇_Χ 297 mm) Please read the intent first and then bookbinding the printed bag A7 B7 of the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs ) A compound was prepared similarly to Example No. 162, except that f No. 98 was used as the starting material: Mp = 143-1S51 ° C; C + HC 1 + 0. 7 5 Η 2 0 C fl N calculated value. Hyena—1 basket 1_ No. 6 weeping-Huang Lan

-98 This paper size applies the Chinese National Standard (CNS) Α4 specification (210 × 297 mm) Example 40 Η 50 0 2 〇 Β (Please read the precautions on the back before filling this page) Order the consumption by the Central Standards Bureau of the Ministry of Economic Affairs Printed by a cooperative

--8 = '— ^ 1 ----- I «^!! —I Hi. 1 ^ 1.-.1 n ......- 1 ^ 1 I-I;: I— 1 ^ 1 ( Please read the notes on the back before filling in this page) A7 B7 printed by the Consumers' Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs 5. Description of invention (shirt) mm 丄 Toe 2-U-镩 某-朱某) -3-Shenmou- 1- ί4- 六; i ΐ m 腚 -1-even)-propyl 氤 even)-narrow certain 1-1 Η-called 1 盹 -5-alcohol according to the flow chart 16 and the following steps to prepare the compound ί 3: Method 1 1 Fen Example No. 1 6 3 a 4-(3-Gapropargon ^ E) -Yemolol 4-Hydroxybenzyl alcohol CAS No. [623-05-2] (103 S, 80.5 mmol) Ear) in ethanol (70 ml), treated with 1,3-bromopropane (16.0 g, 100 mmol) and refluxed with potassium hydride (5.1 g, 89 mmol) 2 hours. The solution was cooled and filtered, and the filtrate was concentrated. Concentrated solution 1 was treated with ether and washed with water, brine and dried over magnesium sulfate. This product 1 was chromatographed on a silica gel using ethyl acetate / hexane (3: 7) to produce a g-colored solid product: Mp = 65 ° C; WNMR (DMSO) 7.21 (d, 2 H , J = 8.8 Hz), 6.88 (d, 2 H, J = 8.8 Hz), 5.03 (t, 1 H, J = 5.7 Hz), 4.40 (d, 2H, J = 5.5 Hz), 4.05 (t, 2 H, J = 6.1 Hz), 3.77 (t, 2 H, J = 6.4 Hz); MS el m / z 200. Fen Example No. 163b Bromide 4- (3 -trifluoropropylargonyl) -benzyl J: 4 A solution of-(3-aminopropanyl) -benzyl alcohol number 162 (10.6 g, 52.8 mmol) in dioxane (0.125 liters) was cooled to 0 ° C and dropped dropwise. Add thionyl bromide (12.0 g, 58.0 millimoles) to treat β 10 minutes. The reaction is complete. Dioxane is diluted with acetam and washed with water, brine and dried over M g S 0 4. The material is concentrated. To produce 15 grams of oil: HNMRiDMSO) 7.36 (d, 2 H, J = 8.8 Hz), 6.92 (d, 2 H, J = 8.6 Hz), 4.68 (s, 2 H), 4.08 (t, 2 H, J = 5.9 Hz), 3.77 (t, 2 H, J = 6.4 Hz); MS (FA lB) 266 (M + H +). -100- This paper size is applicable to the national standard (CNS) A4 specifications ( 210X297 mm) Please kj read the memorandum again Fill out this page and print it from the Ministry of Economic Affairs t Standard Bureau Μ Industrial Consumer Cooperatives A7 Β7 V. Description of the invention (π) Fang — u_ Example Ex. 164 -ί 3-Gas 1-ylmethyl stilbene Aromatics even 3-shen 1H-I ^ ll ^ By 5-benzyloxy-2- (4-benzylamino-phenyl) -3 -methyl 1Η-_ 引 Β 朵 # 7 (6.5g, 15.5mmol) in 0! ^ (60mL); Jucheng solution was cooled to 0 ° C and sodium hydride (0.68g, 1 7.0 mmol) and stir for 20 minutes. A solution of 4- (3-chloroi §oxy) -benzyl number 163 in DMF (60 ml) was then slowly added. The reaction was allowed to come to room temperature and stirred for 2 hours. The reaction was poured into water and ethyl acetate. Ester extraction. Wash ethyl acetate with water, brine and dry and concentrate over magnesium sulfate. Concentrate with methanol and precipitate the desired product as a white solid with a melting point of 13 0-U 2 ° C. Method 1 4 Example No. 165 5 -benzyl benzoate--benzyl arginyl-Rong 3 E)-1-Γ 4- (3_ 六 气 哦 游 -1-even -and even qi)-Wei Mou 1-&lt; 3 -methyl even -1 Η-Ρ; ί 1 by 5 -benzyloxy-2- (4-benzyloxy-phenyl) 1- [4- (3 -Ga-propanyl) -benzyl] -3 -methyl-1 Η -丨 昤 No. 1 6 4 (3 g, 5.1 mmol), potassium iodide (2.5 g, 15 _ 3 mmol) and hexahydropyridine (3.0 ml, 30.6 mmol) Mol) was heated in DMF (60 ml) at 100 ° C for 18 hours. The reaction was poured into water and extracted with ethyl acetate. The organic layer was washed with water, brine and dried over magnesium sulfate. The solution was concentrated to an oil and the product was precipitated by addition. The product was obtained as a white solid. Μρ = 104 ·] L06 ° C; * H NMR (DMSO) 7.47 (d, 4 H, J = 7.5 Hz), 7.38 (q, 4 H, J = 7.9 H 〇, 7.36-7.30 (m, 1 H) , 7.28 (d, 2 H, J = 8.3 Hz), 7.19 (d, 1 H, J = 8.8 Hz), M2-7.10 (m, 4H), 6.80 (dd, 1 H, J = 8.8, 2.0 Hz) , 6.72 (s, 4 H), 5.14 (s, 2 H), 5.1: (s, 2H), 5.11 (s, 2 H), 3.86 (t, 2 H, J = 6.4 Hz), 2.35-2.20 ( m, 6 H), 2.14 (s ,: Η), 1.78-1.75 (m, 2 H), 1.47-1.42 (m, 4 H), 1.40-1.31 (m, 2 H); MS el m / z 650 -1 0 1-This paper size is applicable to Chinese National Standard (CNS) A4 specification (21 OX297 mm) /-* ~ v Please read the precautions on the back before filling in this page. V. Description of the invention (A7 B7 embodiment edit No. 1 6 e 2- (4-hydroxy-phenyl) -3-methyl-j- (4- Γ 3- (hexahydrogen PH; pyridine-1-even) -propyl hydrazone -pyrene 1-1 Η-师 n 5-benzylamino- 2- (4-benzyloxy-phenyl) -1- [4- (3-yl) -propanyl) -benzyl] -3-methyl-1H- Indigo number] Rake supported on a sulfonate in 10% of a solution of tetrahydrofuran (25 ml) and ethanol (25 ml). Add hexadiene (10 mmol 3 and stir at room temperature for 18 hours. 1 ite) Filter the reaction mixture and chromatographic silica gel using digas methane / methyl g product (0.8 g) as a white foam. C Mp = 125-130 ° C; * 1 U dil hexahydropyridine-l-65 (2.35 ¾) Add to 2.3 g L) and react with chemical reagent and concentrate U 4 · '1) to dissolve 70 8 · W 11 (s' 68 (9 · (Please read the precautions on the back before filling this page) (s, 1 H), 7.15 (d, 2 H, J = 8.6 Hz), 7.05 (d, 1 H, J = 8.8 Hz), 6. J5

(d, 2 H, J = 8.6 Hz), 6.80 (d, 1 H, J = 2.4 Hz), 6.74 (d, 4 H, J 2.6 Hz), 6.57 (dd, 1 H, J = 8.6, 2.2 Hz ), 5.09 (s, 2 H), 3.88 (t, 2 H, J = 6.4 Ηε), 3.60-3.15 (m, 2 H), 2.62-2.38 (m, 4 H), 2.09 (s, 3 H) , 1.92-1.78 (m, 2 H) (m, 4 H), 1.42-1.30 (m, 2 H); IR (KBr) 3400 (br), 2900, 1620 m / z 470. Numbers 1 6 7 and 1 Synthesis of 6 8 1.55-1.43 1515 cm-1; MS el.

Z -10 2- This paper size applies to Chinese National Standard (CNS) A4 (210 X 297 mm) Printed by the Consumer Standards of the Central Standard of the Ministry of Economic Affairs A7 B7 V. Description of the invention () Fennon unm L4-Pingmou-架 华 Γ3- 甲 气 某-4- (2 -Hexa-pyridine-1 -ylethylargonyl) -benzyl 1-:? -Shenmou-1 Η-0¾ 丨 盹 -5-Alcohol Shi Example No. 1R9 (4-Shen_some-2-Shenqisome-¾ hydrogen; S) -ethyl acetate contains vanillin (20 g, 0.13 mole), ethyl bromoacetate (28.4 g, 0.17 mole) A flask of 200 ml of potassium pegasus (32.7 g, 0.24 mol) and 200 ml of j-ketone was heated to reflux for 3 hours. The reaction was allowed to reach room temperature. Removal of the acetone, once the residue was distributed between water and ethyl acetate. Ethyl acetate was washed with brine and dried over magnesium acid. The organic layer was concentrated, and solid i 1 was triturated with hexane to give 28.4 g of Example No. 169. Mp = 56-59 ° Q XH NMR (DMSO) 9.83 (s, 1 H), 7.50 (dd, 1 H, J = 2.0 Hz, 8.3 Hz), 7.42 (d, 1 H, J = 1.7 Hz), 7.07 (d, 1 H, J = 8.4 Hz), 4.91 (!, 2 Η), 4.16 (q, 2 H, J = 7.2 Hz), 3.84 (s, 3 H), 1.20 (t, 3 H, J = 7.1 Hz); N IS el m / z 238 (M +); C Η N calculated for CH 14 0 s. Fen Example No. 1 7 0 (4-Qi Jia Mou-2-Shen Ar Mou-Xuan Ar 3)-z. M r. M Example No. 169 (28.8 g, 0.119 Moore) in 60 ml of EtOH The solution of ΤΟ (1: 1) was treated with sodium borohydride (2.25 more than 5,06mol) at 0 ° C and stirred for 4 5 minutes. The solvent was evaporated and the reaction mixture was diluted with ethyl acetate and washed with a 1 H H C 1 solution. The thus obtained oily product (14.2 g, 0. 59 mol) was dissolved in 140 ml of THF and cooled to 0 ° C. This solution was then treated at n ° C by dropwise addition of thionyl nitrogen (7.38 g, Q.062 moles). After 1 hour the reaction was poured into 400 ml of water and extracted with ether. The ether layer was washed with a sodium hydrogensulfonate solution and dried over magnesium sulfate. Concentrate this and use ethyl acetate / hexane cage (1: 9) to -1 0 4-This paper size is applicable to National Standards (CNS) A4 specifications (210X297 mm) Please read the i item on the back before filling in page

Printed by the Ministry of Economic Affairs, Standard Bureau, Consumers' Cooperatives, A7 B7 V. Description of Invention (, m) Silica gel chromatography. Obtained 10.5 g of the product as a white solid. OM p = 6 4- 66 ° C; ΪΗ NMR (DMSO) 7.06 (d, 1 H, J = 2.0 Hz), 6.91 (dd, 1 H, J = 2.0 Hz, 2.2 Hz), 6.83 (d, 1 H, J = 2.1 Hz), 4.75 (s, 2 Η), 4.70 (s, 2 H), 4.13 (q, 2 H, J = 7.2 Hz), 3, 77 (s, 3 H), 1.19 (t, 3 H, J = 7.1 Hz); MS el IB / z 2 5 8 (M +); C 12 H 15 C 1 0 4 c Η N Calculated value. Examples of fertility: 觫 1 7 1 f 2-Tian 氲 even-4-f 5-Narrow argon-2-(4 -Benzyl gas--¾)-3W Benzyl group-benzene gas group 1 The ethyl ester of Z acid was used in Example 3 as the parent reagent to complete the alkylation of Indine No. 7 Mp = 120-123 ° C;! H NMR (DMSO) 7.48-7.20 ( m, 13 H), 7, 18-7.10 (m, 3 Η), 6.80 (dd, 1 H, J = 2,5 Hz, 8.8 Hz), 6.64 (d, 1 H, J = 8.4 Hz), 6 52 (d, 1 H, J = 2.0 Hz), 6.24 (dd, 1 H, J = 1.9 Hz, 8.1 Hz), 5.13 (s, 4H), 5.10 (s, 2 H), 4.61 (s, 2 H), 4.10 (q, 2 H, J = 7.0 Hz), 3.58 (s, 3 H), 2.15 (s, 3 Η), 1.15 (t, 3 H, J = 7.0 Hz); MS el m / z 641 (M +). Bayer Example Silk No. 172 i 2-Shen hydrogen -4- f 5-Benzyl chloride J Argon-Rong) -3 -Shen Shi-shi 丨 8¾-： l-MethylmethylΊ- Benzamidine) -7, alcohol as described in the previous method 4 to complete the reduction of ester number 171. Mp = 86-90 ° C; lH NMR (DMSO) 7.48-7.20 (m, 13 H), 7,18-7.10 (m, 3 Η), 6.80 (dd, 1 H, J = 2.5 Hz, 8.8 Hz) , 6.64 (d, 1 H, J = 8.4 Hz), 6.52 (c I, 1 Η, J = 2.0 Hz), 6.24 (dd, 1 H, J = 1.9 Hz, 8.1 Hz), 5.13 (s, 4 H ), 5.10 (s, 2 H), 4.76 (t, 1 H, J = 5.5 Hz), 3.83 (t, 2 H, J = 5.1 Hz), 3.63 (q, 2 H, J =. .3 Hz) , 3.56 (s, 3 H), 2.15 (s, 3 H); MS el m / z 599 (M +). «Example No. 173 5-Natural- 2- (4-octyl-benzyl E ) -1- Γ 3-Methane-4-(2 -Zhang-Z.fluorenyl) -benzyl 1 -3 Dimethyl-yl_ ^ \-P4I Hi Example No. 172 was completed similarly as described in Method 5. Alcohol 3 1 Bromide -1 05- This paper size is applicable to Chinese National Standard (CNS) A4 (210x297 mm) Please read 3 on the back first. Order B7 printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs Description (, hour) conversion. Mp = 150-152 ° C; iH NMR (DMSO) 7.48-7.20 (m, 13 H), 7.] 6.80 (dd, 1 H, J = 2.5 Hz, 8.8 Hz), 6.64 (d, 1 H, J = 8.4 Hz), ό | 52 (d, 1 H, J = 2.0 Hz), 6.24 (dd, 1 H, J = 1.9 Hz, 8.1 Hz), 5.13 (s, 4 H), 5.10 (s, 2 H ), 4.15 (t, 2 H, J = 5.3 Hz), 3.70 (t, 2 H, J = 5.7 Hz), 3. ^ 8 (s, 3 H), 2.15 (s, 3 H); MS el m / z 661 (M +). Example No. 1 Ϊ-benzylpyrene-2-(4-benzylpyridyl-jasmine meal) -3 -methyl-8-7.10 (m, 3 Η),

二 一二 _ Γ2 -Hydrogen-4- (2-hexa Urtig-IZ · Hydro)] benzyl] -1H ~ _ p ^ im Complete the replacement of bromide with hexahydropyridine for 1 h as described in Method 6 above (DMSO) 7.48-7.20 (m, 13 Η), 7.18-7.10 (m, Η), 6.80 (dd, 1 H, J = 2.5 Hz, 8.8 Hz), 6.64 (d, 1 H, J = 8.4 Hz) , 6 6.24 (dd, 1 H, J = 1.9 Hz, 8.1 Hz), 5.13 (s, 4 H), 5.10 (s, (t, 2 H, J = 5.7 Hz), 3.55 (s, 3 H), 2.62-2.50 (bs, 2 H) (s, 3 H), 1.50-1.40 (m, 4 H), 1.40-1.35 (m, 2 H); MS F Example No. 1 7 5 5-Narrow -2-(4 -Benzylarginyl-Fructus Corni) -3. .- H 2 Read the precautions on the back and then raise 52 (d, 1H, J = 2.0 Hz), 2 2), 3.90 45-2.30 ( bs, 4 Η), 2.15 Order Αβ m / z 667 (Μ + Η +). 1- "3 -Shenyl- 4- (2 -Acconin-H-A-Ethionium) -Benzyl 1 The reaction was completed as the number 1 7 4 except that hexamethyleneamine was used to replace the fi bromide with hexahydropyridine. Foam;! H NMR (DMSO) 7.48-7.20 (m, 13 H), 7.18-7.} 〇 (m, 3 H), 6.80 (dd, 1 H, J = 2.5 Hz, 8.8 Hz), 6.64 (d, 1 H, J = 8.4 Hz), 6, 6.24 (dd, 1 H, J = 1.9 Hz , 8.1 Hz), 5.13 (s, 4 H), 5.10 ( s, δ H), 3.90 (t, 2 H, J = 5.7 Hz), 3.55 (s, 3 H), 2.85-2.70 (bs, 2 H), 2 \ 10-2.55 (s, 4 H), 2.10 (s, 3 H), 1.60-1.15 (m, 8 H); MS FAB m / z 681 (M + H +) Example No. 1 6 Ϊ 2-(4-benzylamino-phenyl_). 1_ = 111 · -10 6- This paper size applies Chinese National Standard (CNS) A4 specification (210X297 mm) 52 (d, 1 H, J = 2.0 Hz), Tian Arqi -4 -1 Η-Central Ministry of Economic Affairs Printed on A7 B7 by the Consumers ’Cooperative of Fifth Bureau of the United States. 5. Description of the invention (in) Method 7 by transferring hydrogenation as described above. Example compounds are dissolved in ether and 1.2 equivalents of 1N ether / dichloromethane. Salt is isolated (this is a variation of method 8). No. 173 »'H C 1 Solution Please read

Mp =: 123-127 ° C; lH NMR (DMSO) 10.20 (bs, 1 H), 9.72 (s, 1 H), 8.71 (s, 1 H),? 7.17 (d, 2 H, J = 8.6 Hz ), 7.11 (d, 1 H, J = 8.8 Hz), 6.87 (m, 2 H), 6.57 (dd, 1 H, J = 2.4 Hz, 8.8 Hz), 6.55 (d, 1 H (dd, 1 H , J = 1.7 Hz, 8.1 Hz), 5.11 (s, 2 H), 4.23 (t, 2 H ,, 3.45 (m, 2 H), 3.35 (m, 2 H), 2.95 (m, 2 H), 2.10 (s, 3 H) (m, 1 H); IR 3500,1500,1275 cm'1; MS (+) FAB m / z 487 (M + H) +; C 30 H 31 N 2 0 4 + 1HC1 + 1. Calculate CH fi for OH 2 0, d, 2 H, J = 8.6 Hz), 6.79] J = 1.7 Hz), 6.33 J = 4.8 Hz), 3.60 (s, 3 H), [, 1.70 ( m, 5H), 1.35 [Example No. 1 6 8 2- (4 -fluorenyl-phenyl) -1- -methane i-diheptyl-1 -yl-ethanyl "-1 -5 — The alcohol was prepared as described in Example 167. Mp = 142-146 ° C; iH NMR (DMSO) 10.36 (s, 1 H), 9.72 (s, 1 Η), 8.71 (s, 1 Η), 7.18 (d, 2 H, J = 8.3 Hz), 7.11 (d, 1 H, J = 8.6 Hz), 6.87 (d, 2 H, J = 8.3 Hz), 6.82 (d, 1 H, J = 8.1 Hz), 6.79 (d, 1 H, J = 2.2 Hz ), 6.57 (dd, 1 H, J = 2.2 Hz, 8.6 Hz), 6.55 (d, 1 H, J = 1.8 Hz), 6.33 (dd, 1 H, J = 1.5 Hz, 8.1 H; 〇, 5.11 ( s, 2 H), 4.24 (t, 2 H, J = 4.6 Hz), 3.60 (s, 3 H), 3.40 (m, 4 H), 3.20 (m, 2 H), 2.10 (s, 3 H) , 1.75 (m, 4 H), 1.55 (m, 4 H); IR (KBr) 3300, 1500, 1270, 1200 cm-1; MS (+) FAB m / z 5 0 1 (H + H) +; C 3i H 35 N a 0 4 + 1.. 0 HC 1 + 0. 1 2 CH Calculated value. Life check m—- i ο 7-

OH's CHN paper size applies to Chinese National Standard (CNS) A4 (2! 0X297 mm) Printed by the Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs

(Please read the precautions on the back before filling out this page), I. I. Printed by the Standard Employee Consumer Cooperative in the Ministry of Economic Affairs, printed A7 B7 V. Description of the invention (4) Preparation of receptors CHO cells that overexpress female receptors The 150 mm 2 culture book was grown on DMEM + 10% glucosan-coated ten charcoal, stripping fetus i = serum. The plates were washed twice with P B S and once with 10 in M T r i-H C 1, p Η 7.1, 1 m M EDTA. Scrap the surface to harvest the cells, and then place the cell suspension on water. Cells were pressurized with a handheld motor tissue grinder] 0 sec. The crude product was centrifuged at 1,200 g for 20 minutes, and then centrifuged at 1,000 g for 60 minutes to obtain a ribocyte-free lysate. The lysate was then frozen and stored at -8 0 ° C. Use BCA assay and protein reference standards to estimate the protein concentration of cell lysates. ○ Combining with competitive test kits for competitive analysis. 傜 Performed on 96-well plates (polystyrene *). 3fl] _17_ 厶 -estradiol, ^ times the feed point repeated three times. Each well contains 100 AL receptor products. In the preliminary evaluation, 100 X and 500 X competitors were added to the saturated dose 2. 5 hi Μ; 3 H) -17- Therapeutic-estradiol + competitor (or buffer) in a volume of 50 # L, using only 0.8 ffl Μ [3 H] -17-fluorene-estradiol. The plate was incubated at room temperature for 2.5 hours. At the end of the incubation period, 150 # L of ice-cold glucosan-coated charcoal (5% activated carbon coated with 0.05% 69K · grape) was added to each well, and the plate EI 1 was engraved at 99g and centrifuged at 4 ° C for 5 minutes. Then remove 20 a L of supernatant for scintillation counting. The sample counts to 2% or minutes (whichever comes first). Because polystyrene absorbs a small amount of [3 丨 丨] -1 7- 厶 -estradiol, wells containing radioactive and cell lysate but not treated with charcoal are used to quantify the amount of radioisotopes. Also contains radioactive but does not contain cell lysates ~ 1 0 8-This paper size applies Chinese National Standard (CNS) A4 (210 X 297 mm) Please read the notice on the back before filling in this page to order the Ministry of Economic Affairs A7 B7 printed by the Central Standards Consumer Cooperative. 5. Description of the invention (, β) Carbon processing is used to estimate the DPM of [3 Η]-1 7-,? -Estradiol. Corning # 35880-96, a 96-well plate, has been shown to bind the smallest amount of estradiol. The number of minutes of radioactivity of the knot-star-radiation (CP Μ) is automatically converted to the number of disintegrations per minute (DPM) by the Beckman LS 7 〇〇 scintillation counter. For each | decay product, a set of quenching standards is used to produce Η #. To calculate at 100 times or 50 [times the presence of competitors, the percentage of estradiol binding, apply the following formula: ((DMP sample-DPM without charcoal removal) / this diol-0 without charcoal removal ? «)) Father 100 =% estradiol binding To obtain an IC w curve, the% binding is compared to the compound as a plaque. At 500 times the concentration of the competitor, a compound showing &gt; 30% competition was used as I c. For a description of these methods, see Hulme, E.C., ed.l992. Receptor-Ligand Interaction: A Practical Appro a c h. -1 0 9- This paper size applies to Chinese National Standards (CNS &gt; A4 size (210 X 297 mm) Please read the intent and then fill out this page to order 5. Description of the invention (A7 B7 Table 11 Estrogen Receptor Binding r \

(Please read the notes on the back before filling this page) Printed by the Consumer Cooperatives of the Central Bureau of Standards of the Ministry of Economic Affairs ^ Q Discuss _ Q _ _ _ Betting End 1C50, suM No. 85 HHO '0.45 No. 86 H 4, ， OH o 0.12 No. 87 OH H o 0.030 No. 88 OMe 4, -OH o 0.35 No. 89 OH 4, -OMc o 0.30 No. 90 4 * -OMe o 0.60 No. 91 OMe 4, * OMe o 0.52 No. 92 OH 4, -OEt o 0.062 110 · This paper size is applicable to China National Standard (CNS) A4 (210X297 mm) A7 ________B7 V. Description of Invention (, ... *?) Staff of Central Bureau of Standards, Ministry of Economic Affairs Consumption Cooperative Printed Cases of Di Bao; &lt; Ten Table 11 (Sf) 2 7; ^^ F Acceptor Junction i &gt; ^ S〇rsuM 'No. 93 OH 4f-OEt o 0.090 No. 94 F 4'- 0H o 0.20 No. 97 OH 4'-0H o 0.060 No. 98 OH 4, -OH 〇0.050 No. 99 OH 4, 0H 〇0.03 No. 100 OH 4, 0H / 0.06 No. 101 OH 4 '· 0Η 广 Nv_ 0.04 No. 102 OH 4, -0H 〆N, 0.08 No. 103 OH 4, -OH 0.2 No. 104 OH 4, -0H N) = 0.1 No. 105 OH 4 '· 0 pull / 0.028 No. 106 OH 4, -OH 1- K 0.1 No. 107 OH 4, · ΟΗ 1- — ^ 0.06 nn'm— im I — ^ ϋ ml i · 1 ml— a ^ n a π &quot; i (Please read the precautions on the back before filling in this page) This paper size is applicable to China National Standard (CNS) A4 (210X297 mm) -111 A7

B V. Description of the Invention (UO) Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs, “Exemplary Crocodile” X Table 11 α,, 氍 &quot; 锧) τ κ: Love Coffee No. 108 OH 4, · ΟΗ h 0.02 No 109 OH 4'-OH d 0.17 No. 110 OH 4, —OH o- 0.037 No. Ill OH 4, —OH 0.15 No. 112 OH 4, —OH v &gt; 0.07 No. 113 OH 4, —OH ΐγ ^ -ΟΗ 0.047 No. 114 OH 4, 〇Η 0.001 No. 115 OH 4, 〇Η 0.15 No. 116 OH 4, -Fl Ο 0.04 No. 117 OH 4, -1, 0.1F No. 118 OH 3, -OMe, 4, -OH ο Ν / Α No. 119 OH 3,4, -0CH20- ο 0.070 ^^^ 1 ml ml — ^ ϋ n ^ i ml ^ 1. ^ 1 m · fl ^^ iB mV nn ^ i IB ^ l I-λ i (Please read the precautions on the back before filling this page) This paper size is applicable to China National Standard (CNS) A4 specification (210X 297 mm) Cold; UL2 A7

7 B V. Description of the invention (W) Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs xw Table 11 (Performance) | Recipient Binding Example Exquisite Meal ss * s 1 Ά vlC50 * s'W ， 120 OH 4, -〇iPr d 0.10 No. 121 OH 4'-0-iPr 〇0.080 No. 122 OH 4'-OCp o 0.080 No. 123 OH 4, -CF, o 0.17 No. 124 OH 4, -CH3 o 0.11 No. 125 OH 4, -Cl o 0.11 No. 126 OH 2 ', 4', -Dimethoxy o N / A No. 127 OH 3'-OH o 0.019 No. 128 OH 3'-OH 〇0.009 No. 129 OH 4 '· ΟΗ, 3'-Η o 0.0055 No. 130 OH 4'-OH, 3, -Fl O' 0.013 No. 131 OH 3, * OMe o 0.12 No. 132 OH 4'-OCF3 o 0.05 — 113— (Please read the precautions on the back before filling this page) This paper size is applicable to Chinese National Standard (CNS) A4 specification (2 〖0X 297mm） V. Description of the invention Edit »2k a

No. 133 α Η A7

No. 134 α Η Ο 0.024

No. 135 α Η Ο 0.029

No. 136 α CH, 〇 0.013

No. 137

Et Η Ο 0.15 Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs

No. 138

No. 139

CN

CN Η Ο Ο Ο -114- This paper size is applicable to Chinese National Standard (CNS) A4 specification (210X297 mm) 0.011 0.023 V. The invention is described in Table M (Table 13 Estrogen Receptor Binding Example Description 铖 160. 〇. 161 Ιό · 162 The complex is stimulated by prime frt 0 A7 B7 0

Z ZZ Β t-Bu t-Bu 〇 ο ο Winning settlement $ / Α λ! Ί.ΊιίΜ (Please read the notes on the back before filling this page) Ν / Α

Does not Bind 14 Printed by the Consumer Cooperatives of the Central Bureau of Standards of the Ministry of Economic Affairs

—115 — This paper size applies Chinese National Standard (CNS) A4 specification (210X297 mm) Α7 Β7 5. Description of the invention (called) XQ z receptor binding &quot; ϋδϋβΐι ::::-No. 166 OH 4'-OH 0.099 Table 15 Estrogen receptor binding

Z ---------- fk-- (Please read the notes on the back before filling this page)

, 1T y Example number [z „nSm®

No. 167 Printed by the Consumer Cooperatives of the Central Bureau of Standards of the Ministry of Economic Affairs

No. 168 ο Ο -116- 0.C8 0.057 This paper size is applicable to Chinese National Standard (CNS) A4 specification (210 × 297 mm) Printed by A7 B7, Consumer Cooperative of Zhongfengfeng Bureau, Ministry of Economic Affairs 5. Description of invention ("Jun") Method 17 7 Ishikawa fine bribes! 鹾 袢 ilSt inspection and analysis of cell preservation and processing :. Ishikawa cells maintained at phenol red + 1 f) ° /. Yam serum E MEM / F 1 2 (50%: 50 %), The medium was supplemented with 2mM Glutamax, 1% Pen / Strap, and 1®M sodium pyropyruvate. The medium was changed to contain no phenol red D EM EM / F 1 2 + 1 before the experiment (treatment of cells). 0% glucosan was coated with charcoal stripped serum. 1 day before treatment. Cells were harvested using 0.5% trypsin | i / EDTA and seeded at 96 cells tissue culture plates at a density of 5 × 0 4 cells / well. The dose of the test compound was 1 (Γ6, 1 (T7 and 10 'plus 1 (Γ6 Μ (compound) + 1 (Γ9 iu 1 7) -estradiol) to evaluate the ability of the compound to act as an anti-estrogens. Test before analysis analysis The cells were treated for 48 hours. Each 96-well plate contained a 17-estradiol control. The number of samples was η = 8. Alkaline phosphatase assay analysis: At the end of 48 hours, the medium was removed, and the cells were washed three times with phosphate buffered saline (PBS) β 5 ML lysis buffer (0.1 M) T ris- HC1, pH9. 8, 0. 2% T rit ο η X-1 0 0, add to each well. Place the plate at-δ 0 ° C for at least 5 minutes. Thaw the plate at 37 ° C and connect it to 1 5 (] a L 0 .1M Tris-HCl, PH9.8, containing 4®m p-nitrophenyl phosphate (pNPP) Add to name; pore (final concentration, 3 μM pNPP) 0 Use Kinetic C a 1 c app (B i 〇-T ek Instrument Division, Winnuski, Virginia) Calculate the absorbance and slope. The difference is based on the dynamic response curve (read the optical density for 5 minutes for 30 minutes Qi 5 Line of light) -1 16-A This paper size applies Chinese National Standard (CNS) A4 specification (210X 297 mm) Please read the precautions before filling in this page to order A7 B7 V. Description of invention (^) Economy The average of the reaction rate (slope) of the printed part of the k-standard employee consumer cooperative in the ministry Value + / * Standard deviation is expressed. Compound results are expressed as a percentage of reaction with 1 n M 17 β-estradiol: 0. Estrogen activity of a variety of compounds is analyzed and analyzed by the m-phosphatase method and calculated relative to EDS Value (95% C.I •) 〇 Four types listed in the table below are used as standards * 17 β-estradiol 0.0 3 η M 1 7 β-estradiol 1.4 2 η Estradiol 0 13 η Μ female m 0. 36 ηΜ For a description of these methods see Η〇1 inka. C .F • Hat, a • Η. 9 Ku raffi 0 to? Η. And Gl urp id e E. (1 9 8 6) »Effect of steroid hormones and anti-steroids on m-type phosphatase activity on human endometrial cancer cells (Ishikawa seed strips) Cancer Reesearch, 4 6: 2 7 7 1 -2 7 7 4 and Li 11 1 efi el d, Β. A., Gurpide, E »? Harkiewi CZ, L.» Me K i η 1 ey, B • and Η ochber g, R. B. (1 99 0) 3 Based on the stimulating phosphatase of tau in the Ishikawa cells. Early sensitive microtiter plate estrogen bioassay analysis t D, estrogen action of adrenal steroids β E η ά 0 C ri η 〇logy 9 6: 2 7 5 7-2 7 6 2 〇HI 鹾 一 η phosphoric acid _ detection analysis -117- Please read the precautions on the back before writing this page

The paper size of the edition is applicable to the Chinese National Standard (CNS) A4 specification (210X 297 mm) A 7 B7 Printed by the Shellfish Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs 5. Description of the invention (^) 1 7/5 -estradiol 1 0 0% active tamoxifen 0% active (4 5% with InM 17 therapy-ra I oxife ίΐ) 5% active (5% with 1 η Μ 1 7 ill Example No. 9 8 1% Activity (1% with 1 τι Μ 1 7 Office-I VL—.VTT RRR infection in mu acre analysis iLilHi Department i Chinese hamster ovary cells (CH0) have been used for humanity | metastatic infection, maintained at D Μ E Μ + 10% Fetal bovine serum (FBS) hour growth medium was replaced with phenol-deficient red D Μ Ε Μ + 10% grape poly ft elution FBS (treatment medium). Cells were seeded at 5000 fine streets containing 200 a L medium / Well 9 6-well plate. Calcium phosphate transfer infection reporter DNA (Promega plastid pGL2 contains two sets of adapter EREs in front of Promoting Luminescence® Low Thymokine Promoting Gene) and; Η 1 1 0 (P harma 1) NA (p TZ 1 8 ϋ) is combined in the following proportions: 1 〇AG reporter I) NA 5 / iG pCHllODNA 5 μ G p TZ 1 8 U 2 0 a GI] NA / 1 ml of transfer dyeing solution-1 1 8-Ethanol-estradiol di-I receptor stable before treatment 48 ί coated charcoal / pore density丨 Gene's most vitellogenin cia) and carrier (please read the precautions on the back before filling this page) The size of the paper is applicable to the Chinese National Standard (CNS) M specifications (210X297 mm) Printed by the Consumers' Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs Preparation A7 B7 V. Description of the invention () DNA (2 0 # G) is dissolved in 5 0 0 yu L 2 5 0 m Μ sterile gas to 500 ^ 1 ″ 2 × HeBs (0.28M NaCl, 50mM HEP N a 2 Η P 0 4, p H 7 · Q 5) and incubate at room temperature for 2 Q minutes. The compound was added to the cells in each well and the precipitate was removed at the end of the 16-hour maintenance period. The cells were washed with culture medium, and the culture medium and cells were treated with vehicle. 1 η Μ 1 7 office-estradiol, 1 # Μ compound + 1 η Μ 1 7 office-estradiol (estrogen antagonistic principle. Various processing conditions were performed in 8 wells (η = 8 ^ wells in luminase assay Incubate for 24 hours prior to analysis. Luminase assay assay. After 4 hours of exposure to compound 24, remove medium and remove wells. 125 # lack of Ca + Mg + PBS and washed twice. After removing the PBS, 35L u of Prouega lysis buffer was added to each milk and allowed to stand at room temperature for 1 minute, then at 80 ° C for 15 minutes and at 37 ° C for 15 minutes. 2 # L lysate was transferred to an opaque 96-well plate for evaluation of luminase activity +. Its lysate (5 # L) was used for the evaluation of 厶 -galactosidase activity (F-regulated transfer infection). Luminase substrate (Promega) is automatically added to each well by 100 # L per luminometer by luminometer, and the luminescence is read out 10 seconds after the addition (relative to the infection of the brain and the brain) (m-% activity) Piece 17 7-Estradiol 100% activated calcium and dropwise addition of ES, 1.5 1 Μ. When each 20 # L mixed. When incubating fresh treatment of 1 # Μ compound or action test) Illumination unit) m · ———— · ^^^ 1 ml n — ^ n Haaiw aaaMa I, J-T mouth (please read the precautions on the back before filling this page) this triol tamsin fenrui rosin 3 3 % Activity 0% activity (10% with 1 η Μ 1 〇% activity (0% with 1πM 17 -1 1 9-7 -estradiol β -estradiol) This paper size applies Chinese National Standard (CNS) Α4 Specifications (210 × 297 mm) Printed by the Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs. 5. Description of the invention ("〇mi [m. 1) Add 4 5 AL PBS to the remaining 5 AL lysates, but Pr 〇in ega Office -Galactosidase 2 X assay assay buffer, incubate for 1 hour at 37 ° C. Plates for each experimental operation (Q.1 to 1.5 milliunits, repeated three times) Analyze the plate at the photometric plate reader at 41 (nm). Unknown samples: The quasi-curve is converted by mathematical extrapolation to the active milli-unit number of JiA luminase data. The image is generated with a relative measurement time of 10 seconds. And automatically converted to JMP (SAS company) file, where β-galactose If enzyme value is automatically entered into the file, these values are divided! Normalize the data. The average value and standard deviation are processed for each board. Compound activity and 1 7/8-estradiol activity t 1 7-the percentage estradiol activity was calculated using the following formula: diol-control group) / (compound value)) X 1 0 0. Such techniques Tzukeriaan, M. T., Esty, A., Santiso-Mere, and then add 5 #L thorough mixing and standard curve of the molecular device spectrophotometer by the standard body and the female, the person-like person will determine the C face 4 ) Layer 9 * 9 sub 11 ί into P to promote D, and el layer area nil cytoplasm D sub-area MC from the inner and the sub- W. The force can be seen in the background RLUs of the reference light units (RLU s). Groups were obtained by n = 8; compared. Comparison% = ((female surgery is described in D., Pike, J. metastatic activation energy, functionally separate gy, 8: 21-30) 〇 (Please read the notes on the back before filling this page) This paper size applies to Chinese National Standards (CNS) A4 specifications (2IOX297 mm) A7 B7 Printed by the Consumers' Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs 5. Description of invention (M) Table 1 6 Examples of live infection infected light No. 1 Μ Μ + 17 Office-estradiol No. 85-2 4 3 No. 86-5 2 No. 87 0 0 No. 88 4 4 4 No. 89 16 18 No. 90 3 58 No. 91 -3 5 6 No. 92 -4 -2 No. 93 -3 -2 No. 94 -5 15 No. 95 -4 -4 No. 96 12 8 No. 97 -4 -5 No. 98 5 5 No. 99 5 6 No. 100 9 1 0 No.] 0 1 14 9 No. 1 02 9 10 No. 103 13 10 No. 104 7 7 No. 105 5 5 -12 1- I n ^ i — ^ n MW — R mu n ^ i nn, one OJ (please read the notes on the back before filling in this page) This paper size is applicable to Chinese National Standard (CNS) A4 specification (210X297 mm) A7 B7 V. Description of invention (^) Economy Printed by the Consumer Standards Cooperative of the Ministry of Standards of the People's Republic of China 16 (mine) Example of luminescent enzyme activity of infection No. 1 μ Η 18 M + 1 7 yg-estrogenase number} 0 6 10 8 1 No. 1 0 7 -1 5 4 No. 108 11 10 No. 1 〇 9 6 5 No. 110 8 10 No. U 1 2 5 2 3 No. 1 1 2 10 10 No. 1 1 3 14 16 No. 1 1 4 1 -1 No. 1 1 5 11 10 No.] 1 6 -1 1 No. 1 1 7 0 1 No. 1 1 8 N / AN / A No. 1 1 9 -1 -1 No. 1 2 0-1 1 No. 1 2 1 0 1 No. 1 2 2 1 5 No. 1 2 3 &quot; 1 1 No. 1 2 4-2-2 No. 1 25 -3 -2 No.] 2 6 &quot; 1 0 No. 1 27 -3 -4 (Please read first Note on the back, please fill in this page again) This paper size is in accordance with Chinese national standard (CNS) A4 specification 'ΙΓΟχ297mm] A7 B7 V. Description of invention (y) Table 16 Infective luminescent enzyme activity &gt; Example No. 1 μM 1 yU M + 1 7 彡 -estradiol No. 1 32 -5 -2 No. 1 3 3 7 9 No. 1 3 4 9 5 No. 1 3 5 7 3 No. 136 16 10 No. 137 6 8 No. 1 3 8 -2 -1 No. 1 3 9 -1 2 -1 3 No. 1 6 0 Ν / AN / A No. 1 6 1 N / AN / A No. 1 6 2 -1 4 -1 3 No. 1 6 6 2 5 2 3 No. 1 6 7 4 10 No. 1 6 8 3 7 -12 3- n · ^ m · — ^ n Bn ^ nfl ^^ im ml ^ V (Please read the notes on the back of this page and then fill in) this paper scale applicable Chinese National Standard (CNS) A4 size (2 Shu OX 297 mm)

Rat uterine protozoa: and R · L · cooked spaghera test, animal properties per f 0 AG compound properties, 1 # G except excess fat portion for group A7 B7 V. Description of the invention l · ») Method 19 till royal palace 1 antibody 1 Wang Jian—The estrogen and anti-estrogen properties of the il compounds were determined and analyzed under the immature test (4th) (as mentioned in L. J. B 1 ac Goode 1, ife Scienes, 26, 1453 (1980 ) Unfavorable rats (female, 18-day-old) were divided into groups of 6 rats each group. Intraperitoneal injection of 10AG compound and 10G # G compound (1 + 1 17 /?-Estradiol) Check for antiestrogens 17 厶 -estradiol with 50% DMS 0/50% saline as injection vehicle. On the 4th day, the animals were sacrificed with sulphur dioxide to suffocate, the uterus was removed, the body fluid was removed, and the wet weight was measured. A uterine horny tissue and blood analysis while the rest are used to isolate total R Ν Α help _ estimate complement component 3 gene performance. _______--__ Γ m In · — n- ^ i ^ nfl i ^ i ^ i ^ ili Ba ^ mn ^ — «— ^^ 1 ^ ϋ · 1 ^ —B— t !, T (Please read the notes on the back before filling out this page) Printed by the Staff Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs -12 4 This paper size applies to Chinese National Standard (CNS) A4 (210X 297 mm) Printed by the Consumers' Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs A7 B7 V. Description of the invention (w) Table 17 3 Immature Uterus Analysis Hankow weight Kung Palace weight Kung Palace weight Kg day weight mm Hawker SSL Example 100ytiG 10pG combined 1 yU G Vehicle Number Compound + 10> uG 17yg-Es 17 /?-Estradiol Tamoxifen 74.4 mg N / A 98.2 mg 42.7 mg number 85 41.1 mg 92.4 mg 94.4 mg 26.6 mg number 94 28.1 mg 93.7 mg 88.5 mg 22.3 mg number 97 27.4 mg 24.3 mg 63.2 mg 30.7 mg number 98 29.4 mg 27.9 mg 94.1 mg 35.9 mg number 100 59.9 mg 68.7 mg 91.9 mg 23.4 mg No. 101 65.1 mg 71.0 mg 113.7 mg 27.7 mg No. 122 46.7 mg 38.7 mg 103.4 mg 30.3 mg No. 123 39.2 mg 61.4 mg 94.4 mg 26.1 mg No. 138 28.4 mg 37.9 mg 93.9 mg 24.6 mg No. 139 30.4 mg 45.0 mg 82.1 mg 20.5 mg No. 168 43. 2 mg 81.7 mg 98.9 mg 25.5 mg -125- (Please read the notes on the back before filling out this page)-丄 、-= &quot; This paper size applies to the national standard of China (CNS) A4 (210X 297 mm) Female Sprague 5g &gt; β They are delivered in all treatments already defined as 17 彡 -Female II, 0.1 mmol

Atking.WI) A) Absorption measurement A7 __B7_ V. Description of the invention (outside) Method 20 6-week excision of patella: &gt; Female bacteria. Kansas obtained from Taconic FarM 1 day after surgery. Or sharn ovx (weigh 240-27 3 or 4 panthers / cage orchids in a 14/10 (light / dark) room table and provide food (Purina 500 rat food) and water and libituau all studies on animals to 逹Treatment was started one day after and 5 or 7 days of weekly dosing for 6 weeks. For each group of rats that met the pretend operation, no treatment was received, as complete, the estrogen-filled control group was prepared at 1% tween 80 was mild in normal physiological saline, so that the treatment volume was 0.1 ml / 100 g weight &lt; alcohol was dissolved in corn oil (20 # G / ml) and subcutaneous liter / rat. All doses were averaged according to each group Weight measurement 4 is rounded at three-week intervals. The minimum bone density (BMD) of each rat was evaluated 5 days after the start of treatment and 1 # before the end of the study. Proxial tibae (PT) and fourthlumbar vertabre (L4) BMD is Liyue 丨 Dual Energy X-Ray

Linear absorption (E c 1 i p s. X R-2 6, N 0 r 1 an d C 0 r p, F t was measured on anesthetized rats. For each rat x-ray (DX

The measurement was done as follows: 15 minutes before the DXA volume, an intraperitoneal injection of 100 mg / kg of ketoamine (KetaBine, Bristo1

Syracuse, NY) and 0.75 mg / kg acepronazine (

Aveco, ft. Dodge, IA) Anesthetize the beta and place the mouse perpendicular to its path with the DXA scanner; extend the surface of the test tube 1iBbs. Scanning speed at 50 mm / s A -1 2 6 This paper size is applicable to China National Standard (CNS) A4 size (210X 297 cm-)

In n · — n ^ i In m · ml ml — ^ ϊ ml 、 一 ^ (Please read the precautions on the back before filling out this page) Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs aboratories

1.5mm in paper test tube with X-ray tape. A7 B7 printed by the Ministry of Standards and Staff ’s Consumer Cooperatives. 5. Description of the invention (丨? T) Scanning analysis of 1.5mm. Complete the first scan to determine the PT and L of interest. 4 range. Use a small-size soft body for the last DMD measurement at a scan speed of 10 mm / sec using a resolution of 0.5 mm x 0.5 mm. The software allows the operator to define a 1.5 cm width area to cover all lengths of L4. The BMD of each position is calculated by software using the dual beam (46.8KeV) and 80 KeV X-ray attenuation functions generated from the light source below the target and extending the target detector defined above. BMD value (in grams / &lt; cm) and store the data of each scan for statistical analysis. One week after the BMD evaluation, the rats were sacrificed with disulfonated suffocation and the liquid was collected for the measurement of testosterone. Remove the uterus and weigh. The Boehringe r-Mannheiffl Hitachi 911 clinical analyzer was used to measure with the cholesterol / HP kit. Compare statistics using one of the Dunne t test variations. Table 18 Study of rat with ovarian removal for 6 weeks of Example No. 98-1 2 7-This paper size applies Chinese National Standard (CNS) / VI specifications (210X297 mm) Please read the intent and then t. V. Invention Description Treatment Study d Pretend (Intaet) vehicle (〇vx) Example No. 90.3 mg / kg riprosfin 3 mg / 17 &gt; 8-estradiol 2 # g / rat, s · c. BMD ( m ^ / cm2) i, h Proximal tibia 0.211 "± 0.003 0.189 ± 0.004 0.210 · ± 0.003 0.207 * ± 0.006 0.224 · '± 0.004 A7 B7 △ body weight (gr uterine weight cholesterol (mg / dl).' 0.183 &quot; ± 0.003 0.169 ± 0.004 0.173 ± 0.003 0.170 ± 0.003 0.169 ± 0.004 43.0- ± 6.0 62.7 ± 8.2 46.8 soil 6.6 25.3 · soil 5.4 33.Γ ± 4.9 △ 26.4 ·· 125.0 18.2 ± 7.8 149.3 ± 4.4 191.6 * · 1: 9.3 426.0 ** 18.4 soil 71.6 ± 5.0 87.2 ± 3.0 59.0 &quot; ± 2.2 55.0 &quot; ± 2.4 95.5 ± 3.9 (Please read the precautions on the back before filling this page) a average soil S Ε Μ b 5 weeks treatment After P &lt; 〇.i) 5 # equivalent vehicle fluid P &lt; 〇 · 〇1 Thanks to equivalent vehicle fluid ° After 6 weeks of treatment d X7 daily Day / Week X6 Weeks Printed by the Central Laboratories of the Ministry of Economic Affairs, Shellfish Consumer Cooperatives 128- This paper size applies to China National Standard (CNS) A4 (210X 297 mm)

Claims (1)

Scope of patent application No. 8 6 1 0 4 9 1 9 "2-phenyl-1-benzyl-indole compound as an estrogen agent" Patented dish Printed by the Consumer Cooperative of the Central Standard Vehicle Administration of the Ministry of Economic Affairs (Please read the precautions on the back before filling this page) Scope of patent application No. 8 6 1 0 4 9 1 9 "2-phenyl-1-benzyl-indole compound as an estrogen agent" Patented dish Printed by the Consumer Cooperative of the Central Standard Vehicle Administration of the Ministry of Economic Affairs (Please read the precautions on the back before filling this page). The scope of the patent application for -0 R β is Η; X is selected from Η, C ^ n is 2 or 3; Υ is selected from: where ABCD _ C e Ry, N Be and 1-8 pseudo-selected from hydroxyl, halogen, Ci or 1-7 and 1-3 together to form hexahydropyridylheptyl, azabicyclooctyl, hexahydropyridine An acyl group, and hexahydropyridyl can be Ci, and D y bicyclooctyl can be Ci-. S alkyl and cyclohexyl; azepine, azabicyclo B octyl, and pyrrolidine. 6 alkyl or hydroxy substituted i-substituted radicals; and pharmaceutically acceptable salts thereof. For example, for the compound in the first item of the scope of patent application, its 4 is 5 -thienyl-2-(4-ethoxy-phenyl) -3 -methyl-bu [4- (2-hexahydropyridine-1 ~ Yl_ethoxy) -kiloyl] -1H-indole or a pharmaceutically acceptable salt thereof. . For example, the compound in the scope of the application for the first item, which is pseudo 〕 --------- &quot; ------ &quot; ------ # (Please read the notes on the back before filling this page) -1 Thallium-indox or a pharmaceutically acceptable salt thereof. For example, the compound in the first item of the scope of patent application is 5-pentoxy-2 (4-benzyloxy-phenyl) -3-methyl-bu [4- (2-Blf (Gasyl) -benzyl] -1 fluorene-indionium or a pharmaceutically acceptable salt thereof. For example, the compound in the first scope of the patent application, its image is 5 -benzyl-2-2 __, a paper size applies the Chinese National Standard (CNS) Α4 wash grid (210 × 297 mm) staff consumption of the Central Bureau of Standards, Ministry of Economic Affairs A8 B8 C8 D8 printed by the cooperative 6. Application for patent support (4-benzyloxy-phenyl) -3 -methyl-1-[4-(2 -diisopropylamine-1 -yl -ethoxy)- Dry group] -1 fluorene-indole or a pharmaceutically acceptable salt thereof. 6. The compound according to item 1 of the scope of patent application, wherein fluorene is 5-benzyloxy-2-(4-solenyl-phenyl) -3 ~ methyl ~ 1- [4 ~ (2-butyl- Methylamine-butyl-ethoxy) -benzyl] -1H-indol or a pharmaceutically acceptable salt thereof. 7. The compound according to item 1 of the scope of patent application, the image of which is 5- ¥ amino-2- (4-benzyloxy-phenyl) -3-methyl-1- {4-[(dimethylamino ) -Ethoxy] -benzyl) -1 hydrazone-indole or a pharmaceutically acceptable salt thereof. 8. The compound according to item 1 of the scope of patent application, which is pseudo-5-benzyloxy-2-U-thyloxy-phenyl) -3-methyl-1- {4- [2- (2-methyl -Hexahydropyridine-1-yl) -ethoxy] -benzyl) -1H-indene or a pharmaceutically acceptable salt thereof. 9. The compound according to item 1 of the scope of patent application, wherein fluorene is 5-benzylamino-2 ~ (4-benzyloxy-phenyl) -3-methyl-1- {4- [2- (3- Methyl-hexahydropyridine-1 -yl) -ethoxy] -benzyl) -1 fluorene-indiox or a pharmaceutically acceptable salt thereof. 10. The compound of item 1 in the scope of patent application, wherein fluorene is 5-benzyloxy ~ 2 ~ (4 · ^ amino-phenyl) -3 -methyl-1- (4- [2-(4 -Methyl-hexahydropyridine-1 -yl) -ethoxy] -pyridyl) -1 fluorene-indionium or a pharmaceutically acceptable salt thereof. η · The compound as described in item [Scope of the patent application], wherein 傜 is 5-benzyloxy-2- (4-benzyloxy-phenyl) -3 -methyl-1- {4- [: b (cis) -2, 6-dimethyl-hexahydro 4 tg -1 -yl) -ethoxy] -thousands of%}-1 Η -indine bite ~ 3---------- Order-^ (Please read the precautions on the back before filling in this page.) The paper's strength scale applies to the Chinese National Standard (CNS) A4 specification (21 OX297 mm) A8 B8 C8 D8 patent application scope or its pharmaceutically acceptable salt. 1 2. The compound according to item 1 of the scope of patent application, which is referred to as 5-benzyl berry-2-(4-dry gas-phenyl) -3 -methyl- {4-[2-(1,3 , 3-methyl-6-BY-bicyclo [3.2.1] oct-6-yl) -ethoxy] -benzyl} -1 Η-indionium or a pharmaceutically acceptable salt thereof. 1 3. The compound according to item 1 of the scope of patent application, wherein its benzyloxy-2- (4-benzylamino-phenyl) -3-methyl-azepine-bicyclo [2.2.1] heptan- 2-yl) -ethoxy] indol or a pharmaceutically acceptable salt thereof. 1 4. If the compound in the scope of patent application No. 1 is (IS, 4R) -5-4-[2- (2--dry basis) -1H- is 5-benzylamino-2- (4 -Fluoro-phenyl) -3 -methyl-bu [4-U-azepine-1-yl-ethoxy) -benzyl] -1H-indox or pharmaceutically acceptable 1 5. If applied The compound of the scope of patent No. 1 is subject to salt. 5-benzylamino 2- (4-fluoro-phenyl) -3-methyl-1- [4- (2-: _hydropyridin-1-yl-printed by the Employees' Cooperative of the Central Bureau of Standards, Ministry of Economic Affairs Preparation of ethoxy) -benzyl] -1H-indole or a pharmaceutically acceptable salt thereof. 16. The compound according to item 1 of the scope of patent application, which is 5-benzyloxy-2- (4-chloro-phenyl) -3-methyl-1- [4- (2-hexaipyridine- Benzyl-ethoxy) -kisyl] -1 hydrazone-indole or a pharmaceutically acceptable salt thereof. 17. The compound according to item 1 of the scope of patent application, which is 5-benzyloxy-2-(3, 4-methylenedioxy-phenyl) -3 -methyl-1-[4-( 2-Hexahydroline-1-yl-ethynyl) -benzyl] -lΗ-π 唉 or its pharmaceutically acceptable salt. 1 8 · If the compound in the scope of application for the first item of the patent, its content is 5 -benzyloxy-4- This paper size is applicable to China National Standard (CNS) A4 specification (210X 297 mm) ------- --g ------, 1T ------ @ ^-(Please read the precautions on the back before filling out this page) Department of Economics and Trade Standards Staff Consumption A # 社 印 Α8 Β8 C8 D8 六2. The scope of the application for a patent-2- (4-isopropylamino-phenyl) -3-methyl-1- [4- (2-hexahydropyridine-: L-yl-ethoxy) -dry] -1 Thallium-indox or a pharmaceutically acceptable salt thereof. 19. The compound according to item 1 of the scope of patent application, which is 5-benzyloxy-2-(4-methyl-phenyl) -3 -methyl-1-[4-(2-: \ hydrogen Pyridine-1 -yl-ethoxy) -benzyl] -1H-indol or a pharmaceutically acceptable salt thereof. 20. The compound according to item 1 of the scope of patent application, which is pseudo: 1-[4-(2-d aheptin-1-yl-ethoxy) -benzyl] -5 -benzyloxy; S -2 -(3-benzyloxy-phenyl) -3-methyl-1 fluorene-indene or a pharmaceutically acceptable salt thereof. 2 1. The compound according to item 1 of the scope of patent application, wherein fluorene is 5-benzyloxy-2- (4-dryoxy-3- 3- -phenyl) -3 -methyl-1- [4- ( 2-hexahydropyridine-butyl-ethoxy) -benzyl] -1H-indox or a pharmaceutically acceptable salt thereof. 2 2. The compound according to item 1 of the scope of patent application, which is 5-benzyloxy-2- (4-dry-gas-3-fluoro-phenyl) -3 -methyl-bu [4-(2 -Azepine-: 1-yl-ethoxy) -benzyl] -1 fluorene-indole or a pharmaceutically acceptable salt thereof. 23. The compound according to item 1 of the scope of patent application, which is 5-benzylamino-2- (3-methylamino-phenyl) -bu [4- (2-hexahydropyridine-buyl-B (Oxy) -kiloyl] -3 -methyl-1 hydrazone-indole or a pharmaceutically acceptable di-acceptable salt thereof. 24. The compound according to item 1 of the scope of patent application, wherein the damage is 5-benzylamino-3 -methyl- [4- (2-hexahydroα specific rotation-i-yl ~ acetamidine K-)-benzyl Group] -2-(4-difluoromethan-phenylhydrazone) -1 hydrazone-indole or a pharmaceutically acceptable salt thereof. 2 5. If the compound in the first item of the scope of patent application, its pseudo is (2-[4-[~ 5-This paper size applies to China National Standard (CNS) A4 specification (210 × 297 mm) Please read the notes Fill in this page again. Binding Department · Department t A Standard Λ Printed by the Consumer News Agency 6. Scope of Patent Application 5-Flat Gas Based-2-(4-Dry Gas Based-Phenyl)-3-A 1 g- Indine-1 -ylmethyl] -benzyl} -ethyl) -cyclohexyl-amine or -t is pharmaceutically acceptable. 2 6. The compound according to item 1 of the scope of patent application, which is pseudo-5-benzyloxy-2- (4- dryoxy-phenyl) -3 -methyl-bu (4-methylhexahydropyridine) -; L -yl) -ethylamino] -benzyl}-1 fluorene -indole or a 9 i scientifically acceptable salt thereof. 27. The compound according to item 1 of the scope of patent application, which is pseudo- 1- [4- (2-azepine-butyl-ethoxy) -benzyl] -5 -benzyl ^ ξ-2--2- (3- Methoxy-phenyl) -3-methyl-1 fluorene-indox or its pharmaceutically acceptable sulfonium salt. 28. If the compound in the scope of item 1 of the application for a patent, it is pseudo-4-{3-methyl-1- [4-(2-hexahydropyridine-b-yl-ethoxy) -dry] -1 Η-Indene) (HC 1) 〇 2 9. If the compound of the scope of application for the first item of the compound, its pseudo is 4- {3-methyl-1- [4- (2-hexahydrolacyclo-1-yl -Ethoxy) -benzyl] -1 fluorene-indio-yl} phenol hydrochloride (HC1). 30. The compound according to item 1 of the scope of patent application, whose image is 3-methyl-2-phenyl-1- [4- (2-hexahydropyridine-butyl-ethoxy) -benzyl]- 1 hydrazone-indazin-5-ol (HC 1). 3 1. The compound according to item 1 of the scope of patent application, wherein 潞 is 4-{5 -methoxy-3 -methyl-1- [4 ~ [2_ (六 灵 令 症 -1 -yl) -ethoxy []]-Benzyl) -1 fluorene-indan-2 -yl}-_ or its medicinal | 1 acceptable salt. 3 2 · If the compound in the scope of application for the first item of the patent, its t is 2-(4-methoxy-phenyl)-3-A: S-1-(4-[2-(hexahydro 4 i-pyridine- 1-based) -Ethoxy-δ-This paper size is in accordance with Chinese National Standard (CNS) A4 specification (210 × 297 mm). Please read the note on the back of 1¾. A Standard in the Ministry of Economic Affairs. Employees printed by cooperatives. A8 B8 C8 D8 VI. Patent application scope] -Dry basis}-1 Η-indene-5 -ol or a pharmaceutically acceptable salt thereof. 3 3. If the compound in the patent application scope item 1 is pseudo-5-methyl gas 2- (4-methoxy-phenyl) -3-methyl-bu [4- (Σ-hexahydropyridine-1 -yl-ethylamino) -benzyl] -1 hydrazone-indole ( HC 1). 3 4. The compound according to item 1 of the scope of patent application, wherein 傺 is 1-[4-(2 -azepine-butyl-ethoxy) -benzyl] -5 -methoxy 3 S -2- (4-methoxy-phenyl) -3 -methyl-1 fluorene-indole (HC 1). 3 5. If the compound in the scope of patent application No. 1 is 2- (4- Ethylamino-phenyl) -3-methyl-1- [4-(2-hexahydropyridine-1 -yl-ethanyl) -Benzyl] -1 pyrene-earthol-5-ol or a pharmaceutically acceptable salt thereof. 3 6. The compound as claimed in item 1 of the patent application, which is pseudo- [4- (2-azepine-butyl -Ethoxy) -benzyl] -2- (4-ethoxy-phenyl) -3-methyl-1H-indole-5-ol or pharmaceutically acceptable 1 i 〇37. The compound of the first item whose damage is 4-[5 -Ga-3-methyl-1- [4- (2-hexahydroII ratio ® -1-yl-ethiyl) -phenyl] -1 Η-D is a late -2-yl} -phenol (HC 1). 3 8. If the compound in the scope of the application for the first item of the patent, it is 1-[4-(2-DY heptane-bukey-ethoxy (Yl) -kiloyl] -3 -methyl-2-phenyl-1H-indio-5 -ol (丨 1 C 1). 3 9. If the compound in the scope of patent application No. 1 is 2- (4-Hydroxy-phenyl) -3-methyl-1- [4- (2-pyrrolidin-1-yl-ethoxy)-dry:]-1 吲 -indine-5 -ol or Its pharmaceutically acceptable salt. 40. For example, the compound in the scope of patent application No. 1 is 1-[4-(2--7 ~ This paper size applies to China National Standard (CNS) A4 specification (210 × 297 mm) ) Please read me first Matters again ▲ Write this page to print the A8 B8 C8 D8 printed by the Consumers' Cooperatives of the Standards Bureau of the Ministry of Economic Affairs 6. The scope of the patent application azepine-1 -yl-ethane-benzyl] -2-(4- -Phenyl) -3-methyl-1 Η -1 丨 bite -5-ol (HC i). 4 1. The compound as claimed in item 1 of the scope of patent application, which is pseudo- [4-(2-d-heptane-1 -yl-ethoxy) -benzyl'yl] -2-(4-Xiangyl- Phenyl) -3-methyl-1 fluorene-indionium-5-ol acetate. 4 2. The compound according to item 1 in the scope of patent application, wherein 傺 is 1-ί 4-(2- D yacryl-1-yl-ethoxy) -benzyl] -2- (4-hydroxy-phenyl ) -3-methyl-1 fluorene-indole-5 -ol or its pharmaceutically acceptable particles! 〇 4 3. As the compound of the scope of application for the first item, it is pseudo 2- (4-hydroxy-phenyl) ) -3-methyl-1- [4- (2-dimethyl-1-1; -ethoxy) -dry group] -1 fluorene-indio-5-ol or a pharmaceutically acceptable salt thereof. 4 4. The compound according to item 1 of the scope of patent application, which is pseudo 2-(4-hydroxy-phenyl) -3 -methyl-1- [4- (2-diethyl-1-3; -ethyl (Gasyl) -benzyl] -1H-indlate-5-ol or a pharmaceutically acceptable salt thereof. 4 5. The compound according to item 1 of the scope of patent application, which is pseudo 1- [4-(2-diisopropylamino-ethoxy) -benzyl] -2- (4-ropato-phenyl) -3-methyl-1 fluorene-indazine-5 -ol or its pharmaceutically acceptable i 〇 4 6. If the compound in the scope of the application for the first item of the patent, it is [4-(2-dibutyl Amine-ethoxy) -benzyl] -2-(4-sep 2-yl-phenyl) -3-methyl-1 fluorene-indole-5 -ol or its pharmaceutically acceptable i 1 〇 4 7 . For example, the compound in the first scope of the application for a patent, which is pseudo- [4- (2-diisopropylamino-ethoxy] -benzyl] -2-(4-_ 2yl-phenyl) -3 -methyl -1 Η-Indene-5 -ol or is it pharmaceutically acceptable? lotus. -8-This paper size is applicable to Chinese National Standard (CNS) A4 specification (210 × 297 mm) Please read the subject matter and reprint. This page is bound to be printed by Standard Employees ’Cooperatives in the Ministry of Economic Affairs of Nickel. Α8 Β8 C8 D8 Scope of patent application 48. The compound according to item 1 of the scope of patent application, which is pseudo- 1-(4-[2-(butyl-methylamino) -ethoxy) -benzyl}-2-(4-hydroxy- Phenyl) -3 -methyl-1 fluorene-indio-5-ol or a pharmaceutically acceptable salt thereof. 4 9. The compound according to item 1 in the scope of patent application, wherein 傜 is 2-(4-hydroxy-phenylmethyl-1- {4- [2 * · (2-methyl-hexa I $ 4 pyridine-1 -Yl) -ethoxy] -benzyl) -1 fluorene-indole-5-ol or a pharmaceutically acceptable salt thereof. 50. The compound according to item 1 of the scope of patent application, which is 2- (4-hydroxy-phenyl-3-methyl-1- {4- [2- (3-methyl-hexaf 1-yl) -ethoxy] -benzyl} -1H-indole-5-ol or a pharmaceutically acceptable salt thereof. 51. The compound according to item 1 of the patent application scope is 2- (4- Hydroxy-phenyl-3 -methyl-1-(4-[2-(4 -methyl-hexai $ pyridine-pyl) -ethoxy] -benzyl) -1 fluorene -indole-5- Alcohols (HC 1) c 5 2. As the compound in the scope of the patent application of item 1, the compound is [4- [2- (3, 3-dimethyl-hexahydropyridine-: 1-yl) ethyl Gas group] -Dry group) -2- (4-Hydroxy-phenyl) -3-methyl-1 fluorene-indole-5 -ol or a pharmaceutically acceptable salt thereof 5 3 The compound of the above item is its compound {4-[2-(cis) -2, 6 -dimethyl-hexahydropyridine-byl) -ethyl 1 1yl] -dry group} -2-(4 -hydroxy -Phenyl) -3 -methyl-1 fluorene-indole-5 -ol or a pharmaceutically acceptable salt thereof. 5 4. The compound according to item 1 of the scope of patent application, wherein 傜 is 2-(4-hydroxy-phenyl) -1- (4- [2- (4-hydroxy-hexahydropyridine-1 -yl) -ethyl [Gasyl]-«Bibyl) -3 -methyl-1 fluorene -indio-5 -ol or an acceptable salt thereof. -9- This paper size is in accordance with Chinese National Standard (CNS) A4 specification (210 × 297 mm). Please read the precautions below and fill in this page to order the Ministry of Economic Affairs, the Central Bureau of Standards and Staff, and the combined printing A8 B8 C8 D8 Six 5. The scope of application for patent 5 5. For the compound of scope 丨 of the application for patent, it is (1S, 4R) + {4-ί 2-(2-η 丫 -bicyclo [2 · 2. .1] hept ~ 2- Group) -ethoxy] -benzyl) -2-(4-hydroxy-phenyl) -3 -methyl-1 fluorene -f 1fluor-5-ol or a pharmaceutically acceptable salt thereof. 56. The compound according to item 1 in the scope of patent application, wherein 傜 is 2-(4-hydroxy-phenyl) -3-methyl-1- (4- [2- (1,3,3-triE 3 Phenyl-6-Damma-bicyclo [3. 2. 1] oct-6-yl) ethoxy] -benzyl) -1 Η 2-5-alcohol or a pharmaceutically acceptable salt thereof. 5 7. The compound according to item 1 of the scope of patent application, the image of which is 2-(4-gas-phenyl) -3 -methyl-1- [4- (2-hexahydropyridine-bu 3 S -ethane Group) -benzyl] -1 fluorene-indole-5 -ol (HC 1). 58. The compound according to item 1 of the scope of patent application, which is [4- (2-D yaheptin-1-yl-ethoxy) -benzyl] -2- (4-fluoro-phenyl ) -3-methyl-1 fluorene-indio-5-ol or a pharmaceutically acceptable salt thereof 59. As for the compound in the scope of patent application, the fluorene is 2- (3-methylamino-4 ' -Phenyl) -3-methyl [4- (2hexahydropyridine-butyl-ethoxy) -benzyl] -1H-indol-5-ol (HC 1). 60. The compound as claimed in claim 1 of the scope of patent application, wherein the fluorene is 2-phenylhydrazine [1,3] dimingo-5 ~ yl-3 -methyl-1-[4-(2 -hexahydropyridine- 1-yl-ethoxy) -benzyl] -1 fluorene-indole-5 -ol (HC 1) 〇 6 1. If the compound in the scope of patent application No. 1, its side is 2-(4- isopropyl Carbo-phenyl) -3 -methyl-1-[4-(2 -Hexahydropyridine-1 :: yl · ethanegasoline) -benzylhydrazone] -1 Η -indio-5 -alcohol (丨丨 C 1). -10- This paper size is applicable to China National Standards of Standards (CNS) Α4 grid (2 丨 0 × 297 mm) Please fill in the notes on this page before filling in this page. Member of the Central Standards Bureau of the Bookkeeping Department X. Consumer f. ? 88 D8 6. Application scope of patent 6 2. For the compound in the scope of patent application item 1, its pseudo ^ 1-[4- (2- u yaheptene-1-yl-ethoxy) -benzyl Group] -2- (4-isopropylamino-phenyl) -3-methyl-1fluorene-indole-5 -ol (HC 1). 6 3 · The compound according to item 1 of the scope of patent application, which is 2-(4-cyclopentylamino-phenyl) -3 -methyl-1- [4- (2 -hexahydro 4 Meng-1- -Ethoxy) -benzyl] -1H-indole-5 -ol or a pharmaceutically acceptable salt thereof. 64. The compound according to item 1 of the scope of patent application, wherein hydrazone is 3-methyl-1- [4- (2-hexahydro4pyridinyl-ethyl-ethyl) -dry] -2- (4 -Trifluoromethyl-phenyl) -1H-indole-5-ol or a pharmaceutically acceptable salt thereof. 65. The compound according to item 1 of the scope of patent application, which is pseudo 3-methyl-1- [4- (2-hexahydropyridine-b-yl-ethoxy) -benzyl] -2-p-di Tolyl-1 H-indole · -5 -ol or a pharmaceutically acceptable salt thereof 06. As for the compound in the first item of the patent application, it is 2-(4-chloro-phenyl) -3- Methyl-1-[4-(2-hexahydropyridin-1 -yl-ethoxy) -benzyl] -1 fluorene-indio-5-ol (HC 1). 67. The compound according to item 1 of the scope of patent application, wherein fluorene is 2- (2,4-dimethylamino-phenyl) -3 -methyl-1- [4- (2-hexahydropyridine- Benzyl-ethoxy) -benzyl] -1 indole-5 -ol or a pharmaceutically acceptable salt thereof. 6 δ. As for the compound in the first item of the patent application scope, the hydrazone is 2-(3-hydroxy-phenyl) -3 -methyl-1-[4-(2 -hexahydropyridine-1 -S -ethoxy Group) -dry group] -1 fluorene-indio-5-ol or a pharmaceutically acceptable salt thereof. 6 9. The compound according to item 1 of the scope of patent application, which is pseudo ^ 1 ~ C 4- (2 ~ * uheptane-1 -yl-ethyloxy) -benzyl] -2-(3-hydroxyS -Phenyl) -3 -A-1 1-This paper size is applicable to Chinese national standard (CNS &gt; Α4 size (210X297mm) Please read the winter notes before filling% A8 S8.iuS3 S D8 printed by the Bureau ’s Consumer Cooperatives 6. Application for a patent scope of -1 Η-indole-5 -ol or a pharmaceutically acceptable compound thereof. 7 0. If the compound in the first scope of the patent application, its The image is 2- (3-Ga-4-hydroxy-phenyl) -3 -methyl-Bu [4-(2 -Hexahydro 4 quotient: -1-yl-ethoxy) -benzyl] -1 Η -Indole-5 -alcohol or its pharmacologically acceptable salt. 7 1. As the compound in the scope of the patent application, its hydrazone is 2- (3-gas-4-hydroxy-benzene irrigation) 3-methyl -1- [4- (α Yaheptin-1-yl) -ethoxy) -benzyl] -1Η-indole-5-ol or a pharmaceutically acceptable 5: salt thereof. 7 2. The compound according to item 1 of the patent application, wherein 僳 is 2-(3-methoxy-phenyl) -3 -methyl-1- [4--(2-hexahydropyridine-1-yl- Ethyl chloride) -amyl] -1H-indio-5-ol or a pharmaceutically acceptable salt thereof. 73. The compound according to item 1 of the scope of patent application, which is pseudo-3-methyl-1-[4- (2-hexahydropyridine-butyl-ethoxy) -benzyl] 2- (4-trifluoro Methenyl-phenyl) -1 hydrazone-indio-5-ol or its pharmaceutically acceptable salt. 74. The compound according to item 1 of the scope of patent application, the image of which is 3-chloro-2- (4-hydroxy-phenyl) -1- [4- (2-pyrrolidin-butyl-ethoxy) -Benzyl] -1 Η-d to fluoren-5 -ol (HC 1). 75. The compound according to item 1 of the scope of patent application, which is to remove the affected esters to produce 3 -anhydro-2-(4-hydroxy-phenyl) -1-[4-(2 -hexahydropyridine-1 -Yl-ethoxy) -yl] -1 fluorene-indole-5 -ol (HC 1) 〇 7 6. The compound according to item 1 of the patent application scope is 3-nitro-2- (4- Transyl-phenyl) ~ 1 ~ L 4- (2-η-Aheptane-1-yl-ethoxy) -benzylhydrazine] -1 Η-indio-5-ol (HC 1). 7 7. If the compound in the scope of application for the first item of the patent, its content is 3 -nitro-2- (4- -12- This paper size uses the Chinese National Standard (CNS) A4 specification (210 × 297 mm) Please read the back 1¾ Note for re-fill %% on this page% Patent application scope ABCD hydroxy-2 -tolyl) -1-[4-(2 -hexahydropyridine-1 -yl-ethoxy) benzyl 1 fluorene-indole- 5-ol or a pharmaceutically acceptable salt thereof. 7 8. The compound according to item 1 of the scope of patent application, its pseudo-phenyl) -3 -ethyl-1-[4-(2 -hexahydropyridine-1-is 2- (4-hydroxy-ethoxy ) -Benzyl 1 fluorene-indole-5 -ol (HC 1) 〇 7 9. As the compound of the scope of application for the first item, which is (4-hydroxy-phenyl) -1- [4- (2 -Hexahydropyridine-1-benzyl 1 Η -Indene-3-formazan (HC 1) The staff of the Central Standards Bureau of the Ministry of Economic Affairs printed $ L 8 0. If the compound in the scope of patent application is applied, its pseudo Acetyl-buyl-ethoxy) -benzyl] -5-hydroxy-yl) -1 hydrazone-indionium-3-formyl (HC 1). 81. The compound according to item 1 of the scope of patent application, wherein 2- (4-benzylamino-phenyl) -3-an-1- [4- (2-hexaethoxy) -pyridyl]- 1H-indionium or pharmaceutically acceptable δ 2. As the compound in the scope of application for the first item of the patent, its pseudo 2- (4-thenyloxy-phenyl) -3 -ambiol-bu Group) -benzyl] -1 fluorene-indole or its pharmaceutically acceptable 8 3. For example, the compound in the scope of application for the first item of the patent, which is 2-(2-methyl-4 -benzyl-phenyl-phenyl) -3 -Homo-1-[pyridinyl-ethyl-ethoxy) -benzyl] -1 hydrazone-indole or its salt 〇 4 4. If the compound in the scope of patent application item 1, its pseudo 2-(4 -Dry-air-phenyl) -3 -ethyl-; 1-[4-(2--13- is 5-hydroxy-2-yl-ethoxy)-is [4- (2-2- (4-Bycyl-benzene is 5-benzyloxy-oxyl yodo_1-yl-accepting salt. It is 5-benzyloxy-heptin-1-yl-ethyl accepting salt. It is 5-benzyloxy- 4-(2-Hexahydropyridine is pharmaceutically acceptable as 5-benzyloxy-hydro 4pyridine-1---------- '4 ^-(Please read the precautions on the back before filling in this Page) The size of the paper is applicable to China National Standard (CNS) A4 (210X 297 mm) A8 B8 C8 D8 printed by the Bing Employees' Cooperatives 6. Applicable patent scope-Ethyl)-benzyl]-1-Indole or its pharmaceutical J: Acceptable salt. 8 5. If the scope of patent application is item 1 Compound, which is pseudo- 5 -dryoxy-2-(4 -thienyl-phenyl) -3 -cyano-1-[4-(2 -hexahydropyridin-1 -yl-ethoxy) ) -Benzyl] -1 hydrazone-indole or a pharmaceutically acceptable second salt thereof. 86. If the compound of the scope of application for item 1 of the invention, the wound is 5-kisylamino- 2- (4-kischloroyl- Benzene 3 -fluorenyl-bu [4- (2-azepine-b-yl-ethenyl) -benzyl] -1 hydrazone-indionium or a pharmaceutically acceptable salt thereof 8 7. If a patent is applied for The compound of the scope item 1, which is pseudo-1- [4- (2-azepine-buyl-ethyloxy) -benzyl] -2- (4-hydroxy-phenyl) -3 -methyl- 1 Η-indox-5-alcohol dipropionate (HC 1). 88. For example, the compound in the scope of patent application item 1, which is pseudo [4-(2-azepine-butyl-ethoxy] Group) -benzyl] -2-(4-hydroxy-phenyl) ~ 3-methyl-1 丨 -indio-5-ol dipentovalerate (HC 1: 08 9 The compound of the first range is pseudo-5-fluorenyl-2-U-benzyloxy-phenyl) -1- [4- (3-Hexahydropyridin-1-yl-propoxy) -Benzyl] -3 -methyl-1 fluorene-indole or a pharmaceutically acceptable salt thereof. 90. The compound according to item 1 in the scope of patent application, wherein 傺 is 2-(4-hydroxy-phenyl) -3_methyl- [4 -_ [3- (hexaqiera-1-yl) -propane ) -Benzyl] -1 fluorene-indole-5 -ol or a pharmaceutically acceptable salt thereof. 91. The compound according to item 1 of the scope of patent application, which is 2- (4-hydroxy-phenyl) -1-[3 -methylamino-4-(2 -hexahydropyridin-1 -yl- Ethyl group)-Qianjie] ~ 3-methyl-lH-t1 fluorenol or a pharmaceutically acceptable salt thereof. 9 2. If the compound in the first item of the patent application scope, the damage t is 2-(4 -hydroxy--14-) This paper size is applicable to China National Standard (CNS) A4 specification (210 × 297 mm) Please read the note on the back Matters should be ordered by the Consumer Cooperatives of the Central Bureau of Standards of the Ministry of Economic Affairs and printed by A8 S8i0 ^ 3 a D8 6. The scope of patent application phenyl) -1-[3 -Katrine-4-(2-d 丫 庚 因-卜I-ethacene) -benzyl] -3 -methyl-1 Η-net 喊 y -5-alcohol. Or a pharmaceutically acceptable salt thereof. 9 3. If the compound in the scope of the application for the first item of the patent, it is pseudo 5-dryoxy-2-(4-thenyloxy-phenyl) -3 -methyl-1-[3 -methoxy-4 -(2 ~ * hexahydropyridine-1 -yl-ethoxy) -benzyl] -1 hydrazone-indole or a pharmaceutically acceptable salt thereof. 94. The compound according to item 1 of the scope of patent application, which is pseudo-5-methoxy-2- (4-thienyl-phenyl) -3-methyl-1- [2-methoxy-4 -(2-〇AHeptin-1-yl-ethoxy) -dry] -1H-indox or a pharmaceutically acceptable salt thereof. 95. The compound according to item 1 of the scope of patent application, which is pseudo-2- (4-hydroxy-phenyl) -3 -methyl-1- [4- (2_hexaqila syndrome-1-yl &quot; B (Oxy) -benzyl] -1 fluorene-indio-5-ol divalerate or melamine: a pharmaceutically acceptable salt. 96. The compound according to item 1 of the scope of patent application, which is pseudo-5-benzylamino-2-U-dryoxy-phenyl) -3 -methyl-1- [4- (2-hexadecane (la Yodo_1-yl-ethoxy) -benzyl] -1 hydrazone-indole or its pharmacological J: acceptable salt. 9 7. If the compound in the scope of patent application item 1, its hydrazone is 5-benzyloxy -2- (3-dryoxy-phenyl) -3-methyl-1- [4- (2-hexafluorocyclo-1--yl-ethoxy) -benzyl] -1 hydrazone-indene Or its pharmaceutics: acceptable salt. 9 8. The compound as claimed in item 1 of the scope of application, which is pseudo 2- (4-hydroxy-phenyl) -3 -methyl-1- [4- (2- Hexamidine-pyridine-boxy-ethoxy) -thylyl] -1 hydrazone-indole-5 -ol or a pharmaceutically acceptable salt thereof. -1 5-(Please read the precautions on the back before filling in this (Page) This paper size applies to China National Standards (CNS) A4 (210X 297 mm) &amp; 8i0b3 A8 B8 C8 D8 Patent Application Scope 9 9. If you apply for the compound in item 1 of the patent scope, its value is 2- (4- ^ yl-phenyl) -3 -methyl-1-[4-(2 -hexahydropyridine-dry basis) _ 1 H _ b _ 5 _ S? Meodide. 1 -yl) -Ethoxy 1 0 0. Such as The compound in item 1 of the patent scope is pseudo-2- (4-hydroxy-phenyl) -3-methyl-1- [4- (2-dimethylamyl] _1H-〇 引 晚 -5- Alcohol. Methyl iodide. -Base-Ethyl Gas) Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs. It is a type of treatment or prevention that contains an effective amount of a scientifically acceptable salt as 102. — A sexual ingredient and a medicine 10 in the scope of medical patents for treating or preventing feeding status or syndromes. — A treatment or preventing feeding includes an effective amount such as a pharmaceutically acceptable salt as 104. — Treatment or prevention of endometriosis or ectopic uterine uterus, a compound created around item 1 and a peony that accepts milk osteoporosis Xinxin and the patent application for endometrial formation of active milk-forming diseases, its package, or its drug carrier. The doctor of loosening _ composition around the first compound and a kind of _ can be stimulated to contain science or with female, its package or Its drug body. Vascular disease substance, its inclusions, or its drug carrier. _ Related diseases If the effect of the application is acceptable, please accept the salt as a living (please read the notes on the back before filling this page). The first and the first of the scope of the medical ectopic group include-a chemical medicine with a medically acceptable tissue. It can be made into a substance, and its proliferation scene is subject to salt as a composition, a composition thereof, or a carrier for receiving the same. The disease like, abnormal development, patent application for the active ingredient, this paper size uses the Chinese National Standard (CNS) A4 specification (210 × 297 mm)