TWI309567B - Benzothiazole derivatives - Google Patents

Description

1309567 A7 ____ _B7_ V. DESCRIPTION OF THE INVENTION (1) The present invention relates to a compound for treating a disease associated with adenosine receptors,

Wherein R1 is hydrogen, lower alkyl, lower alkoxy, benzyloxy, cycloalkoxy, hydroxy, or trifluoromethoxy; R2, R3 are independently hydrogen, halogen, lower alkyl Or lower alkoxy; R4 is hydrogen, lower alkyl, lower alkenyl, dentate, -c(o)oh, -c(o)-lower alkyl, -C(O)-halogen- Lower alkyl, -CH(OH)-halogen-lower alkyl, -C(0)0-lower alkyl, -NHC(O)-lower alkyl, _(CH2)n-OH, or Is a phenyl group which is bonded to a benzo group via a bond -(0)m-(CH2)n-, optionally substituted by N(R5)(R6), halogen, alkoxy or nitro, Or 2,3-oxonyl, all nitrogen I»azepin-1·yl, [1,4] perhydroazepin-4-yl, or via a bond-(〇)m -(CH2)n- or -N=C(CH3)- a 5- or 6-membered aromatic or non-aromatic heterocyclic group optionally bonded to a benzo group and optionally substituted with one or two R7 groups, wherein R7 is as defined below; R is (a) phenyl which, as the case may be, lower alkyl, south-lower alkyl, lower alkoxy, cyano, nitro, -C(0)H, - C(0)0H or the following basis (please read the notes on the back and fill out this page) ------ line

A7 1309567 B7 V. INSTRUCTIONS (2) Substitution: -(CH2)n-C(0)-N(R5)-(CH2). - lower alkoxy, -(CH2) n〇-halogen·low carbon entertainment> base, _(CH2)n0-(CH2)n+i-0-low carbon alkyl, -S(0)2- N(R5)-(CH2)n-0-lower alkyl, -(CH2)n-OR5, -(CH2)nN(R5)-(CH2). - lower alkoxy, -(CH2)nN[(CH2). - lower alkoxy]2, -(CH2)nN(R5)(R6), -(CH2)nN[S(0)2CH3]2, _(CH2)nN[R5][S(0)2CH3] -(CH2)nN(R5)-(CH2)0NR5R6 > -(CH2)nN(R5)-lower alkenyl, -(CH2)nN(R5)-(CH2). -cyclohexyl, -(CH2)nN(R5)-C(0)0-lower alkyl, -(CH2)nS-(CH2)nN(R5)(R6), lower alkyl, -S( 0) 2-N(R5)(R6) > -(CH2)nN(R5)-S(0)2CH3, -(CH2)nN(R5)-(CH2). Phenyl, -(CH2)nN(R5)-(CH2)o-0H^-(CH2)nN(R5)-(CH2)〇-CH(OH)-CF3, -(CH2)nN(R5)- (CH2)〇-CF3 > -(CH2)nN(R5)-(CH2)〇-0-CH(OH)-C6H3(OCH3)2, -5- This paper scale applies to China National Standard (CNS) A4 specification (210X 297 mm) (Please read the note on the back and fill out this page) • Install 1309567 A7 B7 V. Inventive Note G) -(CH2)nN(R5)-(CH2)〇-0-C( 0)-C6H3(〇CH3)2, -N(R5)-C(0)-morpholine, -N(R5)-C(0)-N(R5)-phenyl, which is substituted by alkoxy group, -S(0)2-Merlin; or a phenyl group which may optionally be substituted by the following group: -(CR5R6) n-5 to 7 membered ring aromatic or non-aromatic heterocyclic group, and the heterocyclic group thereof It may be substituted by a hydroxyl group, -N(R5)(R6), a lower alkoxy group or a lower alkyl group, or via -(CHdnNCR^KCH2). - a 6-membered ring aromatic or non-aromatic heterocyclic group substituted, and the heterocyclic group thereof may be substituted by a hydroxyl group, -N(R5)(R6) or a lower alkyl group, or b)-(CH2) An n-5 to 6 membered ring aromatic or non-aromatic heterocyclic group, but if _n = 〇 之 之 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 11 - oxo-pyrrolidinyl, benzidine, phenyl, -(CH2)n〇H, halogen, CF3, =0, low carbon, cycloalkyl, -(CH2)n-0-lower Base, -(CH2)nNH2, -(CH2)nCN, -C(0)0-lower alkyl, -CH2-0-S(0)2CH3, _C(0)-lower alkyl, -C( 0)-(CH2)n-lower alkoxy, -CH2-N(R6)C6H4F, -CH2-N(R6)C(0)0-lower alkyl, -N(R6)-C(0 )-N(R5)-(CH2)n-0-lower carbon group, or 4-C1-phenyl substituted tetrahydrocarbyl group, or slightly whistle '-1-yl, morphinyl, thiophene Base, thiophene-1 -oxo, p-Butyl-1-yl or tether-1-yl or benzophenone-1-yl or benzoquinone-n-phen-2-yl, -6 - This paper scale applies to China National Standard (CNS) A4 specification (210X 297 DON)

Binding

1309567 A7 B7__ V. Inventive Note (4) or c) -(CH2)n+1-phenyl, -N(R5)(CH2)n-phenyl, optionally substituted by lower alkoxy group, -0 (CH2)n-phenyl, or -n(r5)c(o)-phenyl, or d)-N(R5)(CH2)n-5- or 6-membered ring aromatic or non-aromatic heterocyclic group, Substituted by a lower alkyl, -(CH2)n-5 - or 6-membered ring aromatic or non-aromatic heterocyclic group, or as e) -(CH2)nN(R5)(R6), lower alkane Base, -〇r(CH2)n-lower alkoxy, -(CH2)n-lower alkoxy, lower alkoxy, cycloalkyl, -N(R5)(CH2)nO-low carbon Alkyl, -N(R5)(CH2)nOH, -N(R5)(CH2)nN(R5)(R6), -C(0)0-lower alkyl, -(CH2)nOH, -(HC =CH)nC(0)0-lower alkyl, octahydro-quinolinyl, 3,4-dihydro-1H-isoquinoline, 2,3-benzo-1,4-dioxa-8 - aza-spiro[4,5] crater or 1,4-dioxa-8-aza-spiro[4,5] anthracene; X is o, s or two hydrogen atoms; R5, R6 are mutually Independently hydrogen or lower alkyl; R7 is lower alkyl, lower alkoxy, -C(O)-lower alkyl, -C(0)0-benzyl, -C(0)0- Lower alkyl, -(CH2)nNR5R6, optionally substituted by a lower alkyl group, or -CH2N(R5)-C(0)0-low Carbon burnt group, -NH- C (phenyl) 3, indole base, shouting base, 11 basic paper scale using Chinese National Standard (CNS) A4 specification (210X 297 mm) --- ------^------1T------0 (Please read the notes on the back and fill out this page) 1309567 A7 B7 V. Invention description (5), piperage, its Substituted by a lower alkyl group; η is 0, 1, 2, 3 or 4; m is 0 or 1; 〇 is 0, 1, 2, 3 or 4; and a pharmaceutically acceptable salt thereof. Some of the minor subclasses of the compounds are known compounds and are described, for example, in EP 427 963, US 5,099,021, EP 295 656 or DE 19 531 49. These compounds carry antimicrobial activity or can be used to lower blood glucose levels. Furthermore, WO 00/18767 describes 2-piperidinoalkylaminobenzoxazoles having affinity for dopamine subtype ligands and can therefore be used to treat diseases associated with this receptor. Compounds of WO 00/18767 are not included The scope of the invention has unexpectedly found that the compound of formula I is an adenine receptor ligand. Adenosine regulates a wide range of physiological functions by interacting with specific cell surface receptors. The potential of adenine receptors as a drug target First seen in 1982. Adenine structure and metabolism are associated with bioactive nucleoside adenosine triphosphate (ATP), adenosine diphosphate (ADP), adenosine monophosphate (AMP) and cyclic adenosine monophosphate (cAMP) ; related to the biochemical methylating agent S-adenosyl-L · methionine (SAM); and structurally related to the enzymes NAD, FAD and enzyme A; and RNA-related. Adenine and these related compounds are equally important in regulating cell metabolism in many aspects and in regulating the regulation of different central nervous system activities. The receptors for adenosine have been classified into Ai, A2a, A2B and A3 receptors and belong to the receptor for G-protein coupling. Activation of adenine receptor activation signal transmission mechanism by adenine. These mechanisms are associated with receptor-associated G proteins. Each adenosine receptor subtype is typically characterized by an adenosine cyclase-enhancing system that utilizes cAMP as the second -8-paper scale for the Chinese National Standard (CNS) A4 specification (210X297 mm) II Pack 1 II ~ line (please read the note on the back and then fill out this page) 1309567 A7 _B7 V. Invention Description 6 Messenger. A and A3 receptors coupled with G, protein inhibit gland: y: cyclase, resulting in a decrease in the amount of c AMP in cells. It is known that the A receptor system contains the activation of selenase c and the regulation of potassium and sodium channels. In addition to its association with adenylation cyclase, the As subtype also stimulates phospholipase C and also activates about the ion channel.

The Ai receptor (326-328 amino acid) was colonized from various species (dog, human, rat, dog, chicken, cow, guinea pig) with 9 〇 95% sequence identity to mammalian species. The receptor (409-412 amino acid) was selected from dogs, rats, humans, guinea pigs and mice. The Απ receptor (332 amino acid) is selected from human and mouse. The β a3 receptor (317-320 amino acid) is homologous to the human AaB of human A! and A a receptor. It has been colonized from humans, rats, dogs, rabbits and sheep. Eight! And the Am receptor subtype has been proposed to play a complementary role in the regulation of adenosine supplementation. The adenoids of ATP metabolites diffuse from the cells and locally act to activate the glandular receptors to reduce milk demand (gossip) or increase oxygen supply (eight 2 A) and restore energy supply within the tissue: demand balance. The role of the two subtypes is to increase the amount of oxygen supplied to the tissue and protect cells from damage due to short-term imbalances in oxygen. One of the important functions of endogenous adenine is to avoid damage during trauma such as hypoxia, anemia, hypotension, and bursting. Furthermore, it has been known that the binding of glandular receptors to mast cells expressing the rat a3 receptor results in an increase in inositol triolate and intracellular calcium concentration, and its potential antigen induces secretion of inflammatory regulators. Therefore, the A 3 receptor plays an important role in regulating asthma and other allergic reactions. The glandular replacement is also a neuroregulator', which has global importance in the molecular mechanisms underlying physiological brain function in many aspects. The release of nerve mediators is followed by trauma such as hypoxia, blood loss and hair loss. These neurotransmissions - this paper scale applies to the Chinese National Standard (CNS) A4 specification (210X297 public) 1309567 A7 B7 V. Description of invention (7) The final reaction of the conductor is related to neurodegeneration and nerve death, which leads to brain damage or Individual death. Adenine, an agonist that mimics the central inhibitory effect of adenine, thus acts as a neuroprotective agent. Adenosine has been proposed as an endogenous anticonvulsant, inhibiting the release of glutamate self-stimulated neurons and inhibiting neuronal cauterization. Therefore, adenosine agonists can be used as anti-epileptic agents. Adenine antagonists stimulate CNS activity and have been shown to be effective cognitive enhancers. Selective A2a-antagonists have therapeutic potential in the treatment of various dementias such as Alzheimer's disease and can act as neuroprotective agents. Adenosine-receptor antagonists inhibit the release of dopamine from the central nervous system and stimulate motor activity and thus improve the Parkinson's syndrome. The central activity of glandular fennel is also associated with sedation of hypnosis, schizophrenia, anxiety, pain, respiration, inhibition of substances and substance misuse. The drug acting on the phosphoside receptor thus has therapeutic potential as a sedative 'muscle soothing agent, antipsychotic agent, anxiolytic agent, analgesic, respiratory irritant and antidepressant and it can be used for the treatment of ADHD (attention deficit hyperactivity) obstacle). The gland tastes important role in the cardiovascular system as a cardioprotective agent. The amount of endogenous adenosine increases in response to anemia and lack of oxygen and protects myocardial tissue during and after trauma (prerequisite). Therefore, adenine agonists have the potential to act as cardioprotective agents. Adenosine regulates many aspects of renal function, including renin release, renal mitochondrial rate, and renal blood flow. A compound that antagonizes the kidney effect of glandular fentan has the potential to act as a kidney protector. Furthermore, Globular 3 and/or A2b inhibitors are useful in the treatment of asthma and other allergic reactions and in the treatment of diabetes and obesity. Several literatures describe gland: y: existing knowledge of receptors, such as the following announcements: Bioorganic and Medicinal Chemistry, 6, (1998), 619-641, This paper scale applies to China National Standard (CNS > A4 specification (210X297) () Please read the notes on the back and fill out this page.) Loading. Setting up Ϊ 309567

5 'Inventive Notes】 —~— Bioorganic and Medicinal Chemistry, 6, (1998), 7〇7_719, Journal of Medicinal Chemistry, (1998), 41, 2835-2845, Journal of Medicinal Chemistry, (1998), 41, 3186 -3201, Journal of Medicinal Chemistry, (1998), 41, 2126-2133, Journal of Medicinal Chemistry, (1999), 42, 706_721, Journal of Medicinal Chemistry, (1996), 39, 1164-1171,

Arch. Pharm. Med. Chem., 332, 39-41, (1999) » The object of the present invention is to use a compound of formula I and a pharmaceutically acceptable salt thereof for the manufacture of a disease associated with adenosine A2 receptors. The invention relates to a pharmaceutical compound, a novel compound of the formula, a preparation method thereof, a medicine mainly comprising the compound of the invention, a preparation method thereof and a compound of the formula I for controlling or preventing adenosine system-regulated diseases such as Axenheimer's disease, Ba Jin Sjogren's disease, neuroprotection, schizophrenia, anxiety, pain, hypopnea, depression, asthma, allergic reactions, hypoxia, blood loss, hair loss and substance misuse. Further, the compound of the present invention can be used as a sedative, a muscle soothing agent, an antipsychotic agent, an anxiolytic agent, an antispasmodic agent, and a cardioprotective agent. The most preferred indicator of the present invention is a disease mainly comprising AaA receptor antagonistic activity and comprising a disorder of the central nervous system, such as treating or preventing certain depressive disorders, neuroprotective and Parkinson's disease, and Add and diabetes. a novel compound for the treatment of diseases associated with adenine receptors, ^

-11 · €年年中^^vJ 乍土 ρτ8- 1309567 A7 _ B7 V. Description of invention (9)

R1 is hydrogen, lower alkyl, lower alkoxy, decyloxy, cycloalkoxy, halogen, hydroxy or trifluoromethoxy; r2, R3 are independently of each other hydrogen, halogen, lower alkyl or low Carboalkoxy; r4 is hydrogen, lower alkyl, lower alkenyl, halogen, -c(o)-lower alkyl, -c(0)-halogen lower alkyl, -CH(OH)- Halogen-lower alkyl, -C(0)0-lower alkyl, -NHC(O)-lower alkyl, -(CH2)n-OH, or phenyl, via a bond-( 〇)m-(CH2)n- optionally bonded to a phenylhydrazine group and optionally substituted by N(R5)(R6), self- or nitro, or 2,3-dihydro-1 Η-throated Base, perhydroazepine · 1 -yl, [1,4 ] perhydroazepin-4-yl, or via a linkage -(〇)m-(CH2)n4 _ N - C (C };}) - a 5- or 6-membered aromatic or non-aromatic heterocyclic group bonded to a benzo group and optionally substituted by _ or two R 7 groups, wherein R 7 is as defined below; R, is (a a phenyl group, optionally substituted by halogen-lower alkyl, -C(0)H or by the following group: -(CH2)nC(0)-N(R5)-(CH2)n-lower alkoxy , -(CH2)nO-halogen-lower alkyl, -(CH2)n0-(CH2)n+i_0-low carbon alkyl, -S(0)2-N(R5 )-(CH2)n-0-lower alkyl, -(CH2)nOR5, -(CH2)nN(R5)-(CH2). - lower alkoxy, -(CH2)nN[(CH2). -Lower alkoxy]2, -12- This paper scale applies to China National Standard (CNS) A4 specification (210X297 mm^ (please read the back note first and then fill out this page)

1309567 A7 B7 V. INSTRUCTION DESCRIPTION (10) -(CH2)nN[S(0)2CH3]2, -(CH2)nN[R5][S(0)2CH3], -(CH2)nN(R5)-low Carbonyl, -(CH2)nN(R5)-(CH2). ·cycloalkyl, -(CH2)nN(R5)-C(0)0-lower alkyl, -(CH2)nS-(CH2)n_N(R5)(R6), -(CH2)nN(R5) -(CH2VS-lower alkyl, -(CH2)nN(R5)-S(0)2CH3, -(CH2)nN(R5)-(CH2). ·Phenyl, -(CH2)nN(R5)- (CH2)〇OH > -(CH2)„N(R5)-(CH2)0CH(OH)-CF3 > -(CH2)nN(R5)-(CH2)0-CF3 > -(CH2)nN (R5)-(CH2)〇.〇-CH(OH)-C6H3(OCH3)2 > -(CH2)nN(R5)-(CH2)〇-0-C(0)-C6H3(0CH3)2 -N(R5)-C(0)-morpholine, -N(R5)-C(0)-N(R5)-phenyl, which is substituted with an alkoxy group, -S(O)2?p-lin; Or a phenyl group which may optionally be substituted by the following group: -(CR5R6)n-5 to 7 membered ring aromatic or non-aromatic heterocyclic group, and the heterocyclic group thereof may be via a hydroxyl group, -N(R5) ( R6) or a lower alkyl substituted ' or substituted with -(CHdnN^MCH2)〆 or a 6-membered ring aromatic or non-aromatic heterocyclic group, and the heterocyclic group thereof may be via a hydroxyl group, -N(R5) (R6) Or a low carbon pit base substitution, or -N(R5)-phenyl, which is optionally replaced by a lower alkoxy group, -13·^ paper scale applicable to China National Standard (CNS > A4 specification (210X297) PCT) (Please read the notes on the back and fill out this page) - 竿 1 1309567 A7 B7 5. Description of the invention (n) or b) -(CH2)n-5 or 6-membered ring aromatic or non-aromatic heterocyclic group, but if n = 〇 Substituted with one or more substituents selected from the group consisting of 2-oxo-pyrrolidinyl, piperidinyl, phenyl, -(CH2)n〇H, halogen, CF3, =〇, lower alkyl, naphthenic , -(CH2)n-0_ lower alkyl, -(CH2)nNH2, -(CH2)nCN, -C(0)0-lower alkyl, -CH2-0-S(0)2CH3, - C(O)-lower alkyl, -C(0)-(CH2)n-lower alkoxy, -CH2_N(R6)C6H4F, -ch2-n(r6)c(o)o-lower alkane a group, -n(r6)-c(o)-n(r5)_(CH2)n-0-low fluorenyl, or 4 _ Cl-phenyl substituted tetrahydrofuranyl, or shrubbery-1 -yl, morphinyl, thiomorpholinyl, thiophene pr forest _ 1 -oxo, pyrrolidin-1-yl or hexan-1-yl or benzoquinone-1-yl or benzoquinone 11 Cetene-2 -yl' or is c) -N(R5)(CH2)n+i-phenyl, optionally substituted by lower alkoxy, -0(CH2)n-phenyl, or -N( R5) C(0)-phenyl, or d) -N(R5)(CH2) n-5 - or 6 membered ring aromatic or non-aromatic heterocyclic group, optionally via lower alkyl, -( CH2) n-5- or 6-membered ring aromatic or non-aromatic heterocyclic group substitution Or or e) -0-(CH2)n-low carbon graftoxy, low carbon alkyl-low oxime alkoxy, -N(R5)(CH2)nN(R5)(R6), -14- The paper scale is applicable to China National Standard (CNS) A4 specification (210X297 mm) (please read the notes on the back and fill out this page)

1309567 A7 B7 η m ο V. INSTRUCTION DESCRIPTION (12) -(CH2)n0H, -(HC=CH)nC(0)0·lower alkyl, octahydro-quinolinyl, 3.,4-di -1H - 异峻"林,2,3_benzo-y-milo-8-aza-spiro[4,5]decane or i,4-dioxa-8-aza-spiro[4,5 ] decane; X is o, s or two hydrogen atoms; R5, R6 are each independently hydrogen or lower alkyl; R7 is lower alkyl, lower alkoxy, -C(O)-lower alkane , -C(〇)〇-fluorenyl, _c(0)0-lower alkyl, _(CH2)nNR5R6, optionally substituted by a lower alkyl group, or as -CH2N(R5)-C (〇)〇_low carbon alkyl group -NH- C (phenyl) 3, p is more than a sulphonyl group, a P group, a p-linyl group, a piperidinyl group, which is optionally substituted by a lower alkyl group; Is 〇, 1, 2, 3 or 4; 0 or 1; 0, 1, 2, 3 or 4; and its pharmaceutically acceptable salt. As used herein, "low carbon alkyl" represents a saturated straight or branched alkyl group having 1 to 6 post atoms such as methyl, ethyl, propyl, isopropyl, n-butyl isobutyl, 2- Butyl, tert-butyl, and the like. Preferably, the lower alkyl group is an alkyl group containing a ruthenium to a carbon atom. As used herein, "lower alkenyl" means an unsaturated straight or branched alkyl group having 2 to 6 carbon atoms such as ethyl hydrazino, propyl decyl, isopropenyl, n-butyl sulphate, isobutyl fluorenyl, 2·T. Mercapto, third butyl, and the like. Preferably, the low carbon base is a group having from 2 to 4 carbon atoms. "Cycloalkyl" means a saturated cyclic group containing from 3 to 6 carbon atoms. "Halogen" stands for gas, broken, fluorine and bromine. (Please read the notes on the back and fill out this page)

• 15, A7 1309567 ____B7 _ _ gram, description of the invention (13) "Lower alkoxy" means a group in which the alkyl group defined above is bonded via an oxygen atom. "5 or 6 membered aromatic or non-aromatic heterocyclic group" represents a group: an aromatic heterocyclic ring such as pyrrol-1-yl, tetrazolyl, imidazolium-1 or 2-yl, pyrazol-1-yl, Pyridine-1, 2, 3 or 4 -yl, pyridinyl, imidinyl, hydrazine, isoxazolyl, isoxazolyl, pyrazolyl, porphinyl or furyl; non-aromatic heterocyclic The base is, for example, pyrrolidinyl, imidazolidinyl, pyrazolyl, pyridyl, hydrazine, morpholinyl, thiomorpholinyl, thiomorpholinyl-1,1.dioxide or thiomorpholinyl -1 _ Oxygen. "Pharmaceutically acceptable acid addition salt", including salts with inorganic and organic acids such as hydrochloric acid, nitric acid, sulfuric acid, phosphoric acid, citric acid, formic acid, fumaric acid, maleic acid, acetic acid, succinic acid, tartaric acid, methane Sulfonic acid, p-toluenesulfonic acid, etc. Preferred compounds of formula I are those wherein R1 is methoxy, X is oxygen and R2/R3 is hydrogen. For the above uses, wherein R is unsubstituted or substituted 5 or A particularly preferred compound of the 6-membered aromatic heterocyclic ring is, for example, the following compound: N-(4-methoxy-7-norlin-4-yl-benzo-sec-s--2-yl)-2> -isonicotinium amide, 5-methyl-sulfimen-2-carboxylic acid (4-methoxy-7-phenyl-benzoxazol-2-yl)-decylamine, 5-methyl-furan -2-carboxylic acid (4-methoxy-7-phenyl-benzopyrazol-2-yl)-decylamine, N-(4-methoxy-7-phenyl-benzoxazole-2- -isonicotinium decylamine, 5-methyl-11-cephen-2-pyruic acid (4-methoxy-7-1) than -4-amino-benzoquinone p-Sen_2_-16- This paper size applies to the Chinese National Standard (CNS) A4 specification (210X 297 mm) (please read the notes on the back and fill out this page)

Ϊ309567 V. A7 B7 Description of invention (η ) group)-decylamine, 5-methyl-sulfaphen-2-carboxylic acid (4-methoxy-7-pyridine-3-yl-benzoxazole-2·yl) )-decylamine, 5~methyl-porphin-2·carboxylic acid [4-methoxy-7-(2-indolyl-pyridin-4-yl)-benzoxazol-2-yl]-guanamine , 5-methyl- porphin-2-carboxylic acid [7-(3-amino-phenyl)-4-methoxy-benzoquinone-2-yl]-nonylamine, N-(4-methoxy -7-sulfaphen-2-yl-benzothiazol-2-yl)_2-methyl-isonicotinamide, N-[4-methoxy-7-(2-pyridin-2-yl-indole Azole-4-(yl)-benzothiazole-2-yl]-2-methyl-isonicotinamide, N-[4-methoxy-7-(2-pyrrolidin-1-yl-thiazole_4- ) _ _ _ 2- 2- 2- 2- 2- 2- { { { { { { { { { { { { { { { { { { { { { { { { { { { { { { { { { Therapa _4_ kibene 弁 塞 _2 - - - - -2 -2 -2 -2 [ [ [ [ [ [ [ [ [ [ [ [ [ [ [ [ [ [ [ [ [ [ [ [ [ [ [ [ [ -yl)-benzoxazol-2-yl].2_methyl-isonicotinamine. Among the above uses, a particularly preferred compound of formula I wherein R is unsubstituted or substituted 5 or 6 membered non-aromatic heterocyclic ring is, for example, the following compound: morpholin-4-indoleic acid (4-methoxy-7-benzene) Benzo-benzox-2-yl)-decylamine, thiomorpholine-4-decanoic acid (4-methoxy-7-phenyl-benzopyrimidazole-2-yl-) decylamine, 1- Oxo-1-yl 4-thiomorpholine-4-decanoic acid (4-methoxy-7-phenyl-benzobisoxazol-2-yl)guanamine, morpholine·4_carboxylic acid {4-曱Oxy-7-[2-(6.methyl-pyridin-3-yl)-oxazole- 17. This paper scale applies to China National Standard (CNS) Α4 specification (210X297 mm) ----- { Please read the notes on the back and fill out this page.

The central government employee of the Ministry of Economic Affairs 31 consumes 咋.f±.:pR 1309567 A7 B7 V. Description of invention (15 ) 4 -yl]-benzothiazol-2-yl}-decylamine, morpholine_4_carboxylic acid [4-methoxy-7-(2-pyridin-2-yl-pyrazol-4-yl)-benzo-p-bito-2-yl]-decylamine, morpholine-4-carboxylic acid {4-A Oxy-7-[2-(4-methyl-piped-1-yl)-oxazol-4-yl]-epi-p-sept-2-yl}-bristamine' Fe [ 4 -Methoxy!yl-7 - ( 2 - succinyl-1 -yl-thirami-4 -yl)-豕弁p-Shen-2-yl]-bristamine, morpholine-4-formic acid 4-methoxy-7-(5-methyl-nonphen-2-yl)-benzopyrazole-2-yl]-bristamine 4-(4-methoxy-7-morpholine-4 -ylbenzoxazol-2-ylaminemethanyl)-piperidine-1 -carboxylic acid tert-butyl ester, 1-ethenyl-piperidine-4-carboxylic acid (4-methoxy-7-? 4-oxo-4-phenyl-benzopyrazole-2-yl)-nonylamine, 4-oxo-piperidine-1-carboxylic acid (4-methoxy-7-morpholin-4-yl-benzoxazole - 2-yl) decylamine, and 1-oxo-1 λ 4-thiomorpholine-4-decanoic acid (4-methoxy-7-piperidin-1-yl-benzopyrene oxime _2_ Base) - an amine. Further preferred compounds of formula I wherein R is methoxy are, for example, the following compounds: racemic-[7-(2-nor-1-light-ethyl)-4-methoxy-benzoquinone-ruthen- Methyl 2-amino]-amino decanoate, {4 -methyllacyl-7-[2_(6-methyl ratio-3-yl)_p-ollen-4-yl]-benzoquinone p-serazole -2 _ yl}-methyl carbamate, [4 - decyloxy-7 - ( 2 - 峨 -2 - 2 - yl - far - 4 -yl) - benzoquinone * » stagnation - 2 - group] · Methyl urethane, -18- This paper scale is applicable to China National Standard (CNS) A4 specification (210X297 mm) (Please read the note on the back and fill out this page) - Install 1309567 A7 ____B7 ___ V. Description of the invention (π ) [4-Methoxy-7-(2-indenyl-2-yl-I»sept-4-yl)-benzoquinone psec-2-yl]-carbamic acid methyl ester And {4·decyloxy-7-[2-(4-mercapto-piperidin-1-yl)-, pizozol-4-yl]benzoxazol-2-yl}-carbamic acid Ester^ For the above uses, wherein R is optionally halogen, CF3, -CH2OH, -CH2NHCH2CH2OCH3, -CH2NHCH2CH2OH, -CH2NHCH2-pyridyl, -CH2NH2, -CH2NHCH2CH2SCH3, -CH2N(CH3)ch2ch2sch3, -ch2n(ch3) Ch2ch2och3, _ch2n(ch2ch3) ch2ch2och3, -ch2n Preferred compounds of formula I, hch3, -ch2sch2ch2n(ch3)2, -ch2och3, -CH2〇CH2CH2〇CH3 or -ch2n(ch3)c(o)〇ch3 substituted phenyl are, for example, the following compounds: 4-hydroxymethyl -N-(4-methoxy-7-phenyl-benzothiazol-2-yl)-benzylamine, decylamine, 4-fluoro-purine-(4-methoxy-7-phenyl-benzo- p-Shen-2-yl)-Benzene, 2-(4-fluoro-benzamide)-4-methoxy-benzo-p-Sermine _7-carboxylic acid methyl vinegar, 4-[( 2-methoxy-ethylamino)-methyl]-N-(4-methoxy-7-phenyl-benzoxazol-2-yl)-benzamide, 4-[(2-Thin -ethylamino)-methyl]-N-(4-methoxy-7-phenyl-benzoxazol-2yl)-benzamide, N-(4-methoxy-7 -phenyl-benzopyrazol-2-yl)_4_{[(pyridine-4-methyl-methyl)-amino]-methylbenzamide, N-(4-methoxy-7- Phenyl-benzopyrazol-2-yl)pyridine-3-yl-methyl)-amino]-methyl}-benzamide, 4-aminomethyl-N-(4-methoxyl) -7-Phenyl-cracked pyrimidazole_2_yl)_Benzyl 19· This paper scale applies to Chinese National Standard (CNS) A4 specification (210X297 mm) ' (Please read the back note first and then fill in this page) )

经齐郎中夹噤阜苟^宵_^咋·土-.fR 1309567 A7 _____B7_ V. Description of invention (17) Indoleamine, N-(4-methoxy-7-phenyl-campomepyrimidine_ 2-(yl)-4-[(2-methylthio-ethylamino)-methyl]-benzamide, 4-{[(2-methoxyethyl)-methyl-amino ]_Methylbu-N_(4_decyloxy-7-morpholin-4-yl-benzopyrazol-2-yl)-benzamide, N-[7-(2-amino-thiazole- 4-yl)-4-methoxy-benzoxazole_2•yl]_4 fluoro-benzamide, 4-fluoro-indole-{4·methoxy-7-[2-(6-A Alkyl-acridin-3-yl) acetoin _4•yl]-benzoquinone-2-yl}-benzamide, 4-fluoro-N-(4-methoxy-7-porphin-2 -yl-benzoxazole-2-yl)-benzamide, 4-fluoro-N-{4-methoxy-7-[2-(4-methyl-piped-1-yl)_喧君_4_Kib benzopyrazol-2-yl}-benzamide, 4-{[(2-methoxy-ethyl)-methyl-amino]-methyl methoxy _ 7-[2-(6-Methyl-ρ 淀 · 3 3 3 3 - - - - · · · · · · · · · · · · } } } } } } } } 4- 4- 4- 4- 4- 4- 4- 4- 4- 4- 4- 4- Methoxy-ethyl)·methyl-amino] _methyl b N-{4_methoxy-7-thiazol-2-yl-benzoxazol-2-yl}-benzamide 4_{[(2 - A Oxy-ethyl)-methyl-amino]-methyl b-N-[4-methoxy-7-(2-pyridin-2-yl-thiazol-4-yl)-benzopyrimazole-2 -yl]benzamide, N-(4-methoxy-7-morpholin-4-yl-phenylhydrazine, thazol-2-yl)_4_trimethylmethyl-benzoquinone, 4 -Fluoro-N-(4-methoxy-7-morpholin-4-yl-benzopyrazol-2-yl)-benzamide, -20- This paper is suitable for Chinese National Standard (CNS) A4 size (210X297 mm) (please read the note on the back and fill out this page) - Packing and setting 1309567 A7 B7 V. Invention description (18) N - ( 4 -methoxy-7 - 11 Lin -4 -yl-benzine <»sept-2-yl)-benzamide, (please read the notes on the back and fill out this page) 4 - gas-3-{[ethyl-(2 - Methoxy-ethyl)-amino]-methyl b N-(4-decyloxy-7-morpholin-4-yl-benzopyrazol-2-yl)-benzamide, N- (4-methoxy-7-morpholin-4-yl-benzoxazol-2-yl)-3-methylaminomethyl-benzoguanamine, 4-air-N- (4-milk)基-7-嗯1*林-4-yl-benzoquinone-sec-2-yl)-3-methylaminomethyl-benzamide, 4-carbon-3-{[(2-methoxy) --ethyl)-methyl-amino]-methyl}-N-(4 - Methoxy-7-morphine-4-yl-benzoquinone p-II-yl)-benzamide, 4-chloro-3-[(2-methoxy-ethylamino)- -N-(4-methoxy-7-morpholin-4-yl-benzoxazol-2-yl)-benzamide, 3-[(2-methoxyethylamine) -methyl]-N-(4-methoxy-7-morpholin-4-yl-benzopyrazol-2-yl)-benzamide, 3_{[(2-methoxy-ethyl )-Methyl-amino]-methyl}-N-(4-methoxy-7-?11-lin-4-yl-benzo-I»sept-2-yl)-benzamide, 4 - [(2-ethoxy-ethylamino)-methyl]-N.-(4-methoxy-7-morphin-4-yl-benzopyrazol-2-yl)-benzamide Amine, N-(4-methoxy-7-morphin-4-yl-benzo-pyrazole-2-yl)-4-methylaminomethyl-benzamide, 4-(2-di Methylamino-ethylthiomethyl)-N-(4-methoxy-7-morpholin-4-ylbenzoxazol-2-yl)-benzamide, 4-{[(2 _Ethoxy-ethyl)-ethyl-amino]-methyl}_N-(4-methoxy-7-?'•林-4-yl-table and 塞塞吐-2-yl)- Benzoylamine, 4-{[(2-ethoxy-ethyl)-fluorenyl-amino]-methyl bv-(4-methoxy--21 - This paper scale applies to China's national standards (CNS > Α4 Specifications U10 X29 7 mm) l3〇9567 A7 B7 V. Description of invention (19 ) a % 毛% 4 7 -morpholine_4_yl-benzothiazole·2·yl)_benzamide, 4-(2-A Oxy-ethoxymethyl)_Ν_(4_methoxy_7•morpholine_4_yl-benzopyrazol-2-yl)-benzamide, 4·methoxymethyl-oxime -(4.Methoxy-7-morpholin-4-yl-benzoxazole-2-yl)-benzamide, Ν-(4-methoxy-7-thio-u-lin-4- Alkyl-benzoquinone-hydrazin-2-yl)-benzamide, and [4-(4-oxo-7-norlin-4-yl-benzoquinone-purin-2-yl-amine A) Stuffed base]-methyl-aminocarbamate. Among the above-mentioned uses, preferred compounds of the formula I in which R is optionally substituted by the ((: Η2) η_5 to 7-membered aromatic or non-aromatic heterocyclic ring are, for example, the following compounds: 4 -imidazol-1-yl-methyl-oxime-(4-methoxy-7.phenyl-benzoquinone, thazol-2-yl)-benzamide, 4-(4-hydroxy-piperidine-1 -yl-methyl)-indole-(4-methoxy-7-phenyl-benzoquinone-2-yl)-benzamide, 4-[1,4]dioxeine-indole -methyl-indole-(4-methoxy-7-phenyl-aboxazol-2-yl)-benzamide, 4-(3(S)·dimethylamino-pyrrolidine-1 -yl-fluorenyl)_ν-(4-methoxy-7-phenyl-benzoxazol-2-yl)-benzamide, Ν-{4-methoxy-7·[2-( 6-Methyl-pyridin-3-yl)-oxazol-4-yl b-oxazol-2-yl}-4-pyrrolidin-1-yl-methyl-benzamide, Ν-(4 -Methoxy-7-brenol-2-yl-benzoxazol-2-yl)-4-pyrrolidinyl-mercapto-methyl-benzamide, 22 This paper scale applies to Chinese national standards (CNS A4 size (210X297 mm) (Please read the note on the back and fill out this page) - Loading _ booking 1309567 A7 B7 1 year* 4 V. Invention description (21) -N-amine, 5-methyl-porphin-2 -carboxylic acid (4-methoxy-7-pyridin-3-yl-benzoquinone, succinyl-2-yl)-decylamine, 5-methyl-sulfon -2 - formic acid [4-methoxy-7.(2-methyl.pyridyl-4-yl)benzobenzo-2-yl]-decylamine, 5-methyl-sulfon-2-ol-carboxylic acid [ 7-(3-Aminophenyl)-4.methoxy-benzoquinone]-bristamine, N-(4-methoxy-7-p-cephen-2-ylbenzoquinone-yl) _2_Methyl-isonicotinamide, N-[4-methoxy-7-(2-pyridin-2-yl-carbazole-4-yl)-benzo-benzo-2-yl]-2- Methyl-isonicotinium amide, N-[4-methoxy-7-(2-pyrrole-1-yl-thiazole-4-yl)-benzoxazole-2-yl]-2-indole Iso-nicotinium decylamine, N-{4-methoxy-7-[2-(4-methyl-piperidin-q-yl- oxazole _4· kib benzopyrene p-Shen-2-yl} ·2·Methyl-isoniacin amine, and N-[4-methoxy-7-(5-methyl-nonphen-2-yl)-benzoxazole_2_yl b 2_ methyl ·Iso-purine amine. The preferred compound is a compound in which R is an unsubstituted or substituted 5 or 6 member non-aromatic heterocyclic ring, for example, the following compound: morpholine_4_carboxylic acid (4 -Methoxy-7-phenyl-benzopyrimidin-2-yl)-decylamine, thiomorpholine-4 Citrate (4-methoxy-7-phenyl-benzoxazole-2-phenylpyramine, 1-oxo-1-yl-thiomorpholine-4-carboxylic acid (4-methoxy-7) _Phenyl-benzop-pyrazole-2-yl)-decylamine, morpholine-4-carboxylic acid {4-methoxy-7-[2-(6-methyl-pyridine_3_ ketazole) -24- This paper size is applicable to China National Standard (CNS) A4 specification (H0 X297 mm) (Please read the note on the back and fill out this page) - Install. Order. l3〇9567 A7 _____B7___ V. Invention Description (20) N-[4-methoxy-7-(2-ι»pyram-2-yl-p-sulphide-4-yl)-benzoquinone π-ton-2-yl]-4-u ratio洛君-1-yl-methyl-benzamide, 4-air-Ν-(4-methoxy-7-morphin-4-yl-benzoquinone-peptan-2-yl)-3比Birozin-1-yl-methyl-benzamide, N-(4-methoxy-7-oxalin-4-yl-alum-pyrene-pyrene-2-yl)-3-p ratio Hadestin-1--1-yl-methyl-benzamide, N-(4-methoxy-7-morpholin-4-yl-benzo-pyrazole-2-yl)-4-(2- Methyl-imidazol-1-yl-methyl)-benzamide, and N_(4-methoxy-7-morpholin-4-yl-benzoxazole-2-yl)-4-(4 -Methyl-piperidin-1-yl-methyl)-benzamide. Particularly preferred are compounds wherein R4 is a 5- to 7-membered aromatic or non-aromatic heterocyclic ring such as a chlorpyrifos or a trough. Preferred compounds of formula IA are those wherein R1 is methoxy, X is oxygen and R2/R3 is hydrogen. A preferred compound of the formula IA is a compound wherein R 'is an unsubstituted or substituted 5 or 6 membered aromatic heterocyclic ring, for example, the following compound: Ν-(4·decyl-7-morpholine-4 -yl-benzoquinone, thiazol-2-yl)-2-methyl-isonialide, 5·methyl-porphin-2-formic acid (4-methoxy-7-phenyl-benzoquinone) Oxazol-2-yl)-decylamine, 5-mercapto-furan-2-carboxylic acid (4-methoxy-7-phenyl-benzoxazol-2yl)-decylamine, N_(4- Methoxy-7-phenyl-benzopyrazol-2-yl)-isonicotinamide decylamine, 5-methylthiophene-2-carboxylic acid (4-methoxy-7-pyridin-4-yl- Benzopyrimazole-2- -23- (Please read the notes on the back and fill out this page) - Loading and setting the paper size using the Chinese National Standard (CNS) A4 specification (2丨〇>< 297 mm) 1309567 Α7 Β7 V. Description of invention (22) 4 -yl]-benzo<* stopper also _2_yl}-bristamine, morphine _4_carboxylic acid [4-methoxy-7_( 2_pyridine-2-yl-11-oxazole-4-yl)-benzoxazol-2-yl]-bristamine'-Mulline-4-carboxylic acid {4-methoxy- 7-[2-(4 -methyl·旅ρ井-1-yl)-n-sept-4-yl]-benzopyrimidine-2-ylbuminamide, 啦_4_carboxylic acid [4_methoxy - 7- (2-Cryptid-1·yl-u-Sulen-4-yl)-benzoquinone-3-pyrazol-2-yl]-decylamine' vrlin_4_carboxylic acid [4-methoxy- 7-(5-Methyl-n-secen-2-yl)-benzo-I»zeto-2-yl]-nonylamine, 4-(4-methoxy-7-morpholine-4-yl- Benzocarbazol-2-yl-aminecarboxylidene-piperidine-1-carboxylic acid tert-butyl ester 1- 1-branyl-flavored _4_carboxylic acid (4-methoxy-7-?I» Lin-4-yl-benzo-11 sulphide _ 2 -yl)-bristamine ' 4 -oxo-Brigade-1·formic acid (4-methoxy-7-?I»林-4-yl-benzene And I»塞峻- 2-yl)-carbamide' and 1-oxo-1 λ 4-thiomorpholine-4-carboxylic acid (4-.methoxy-7-piperidin-1-yl-phenylhydrazine) Further, a preferred compound wherein R is a methoxy group is, for example, the following compound: racemic-[7-(2. xi-1-light-ethyl)- 4 methoxy oxime - Benzene 幷 啥 啥 啥 &, "" (Please read the note on the back and fill out this page) - Install. Order line {4 - methoxy-7-[2-(6-A Methyl-|»比淀-3-yl)->»soxazol-2-yl}-carbamic acid methyl ester, [4-methoxy-7-(2-^-biti-2-yl- n plug -4- base) - clumsy 2 methyl urethane, base] - clumsy ]- £ -25· The paper size is based on the Chinese National Standard (CNS) A4 specification (210X297 mm) 13〇9567 1 耷年% A7 B7 五', invention description (23) [4 -methoxy-7 - ( 2 - 11 Quandian-2 -yl-Seijun-4 -yl)-benzoquinone I»塞咬-2-yl]-methyl carbamate, and {4-methoxy- 7- [2- (4 - Mercapto-piperidin-1-yl) oxoxazole-4-yl]-benzoxazol-2-yl}-carbamic acid oxime ester. For the above uses, wherein R' is optionally -CH2OH, -CH2NHCH2CH2OCH3, -CH2NHCH2CH2OH, -CH2NHCH2-pyridyl, -ch2nh2, -ch2nhch2ch2sch3, -ch2n(ch3)ch2ch2sch3, -ch2n(ch3)ch2ch2och3, -ch2n( Preferred compounds of formula IA wherein ch2ch3)ch2ch2och3, -ch2nhch3, -CH2SCH2CH2N(CH3)2, -CH2OCH3, -CH2OCH2CH2OCH3 or -ch2n(ch3)c(o)och3 substituted phenyl are, for example, the following compounds: 4-hydroxymethyl -N-(4-methoxy-7-phenyl-benzoxazol-2-yl)-benzamide, 4-[(2-methoxy-ethylamino)-methyl]-N -(4-methoxy-7-phenyl-benzopyrazol-2-yl)-benzamide, 4·[(2-hydroxy-ethylamino)-methyl]-N-(4- Methoxy-7-phenyl-benzoxazol-2-yl)-benzamide, N-(4-methoxy-7-phenyl-benzoxen-2-yl)- 4-{[(p-Phenyl-4-ylmethyl)-amino]-methyl}-benzamide, N-(4-methoxy-7-phenyl-benzopyrazole-2- 4-([pyridin-3-ylmethyl)-amino]-methyl}-benzoguanamine, 4-aminomethyl-N-(4-methoxy-7-phenyl -benzopyrimidin-2-yl)-benzamide, N-(4-methoxy-7-phenyl-benzoquinone»Seijun-2-yl)-4-[(2 - Ylthio _ -26- this paper with Chinese national scale Bu Shu quasi (CNS) A4 size (210X297 mm) (Please read the notes and then fill in the back of this page)

1309567 A7 _ B7 V. INSTRUCTIONS (24) Ethyl)-methyl]-benzamide, 4-{[(2-methoxy-ethyl)-methyl-amino]-methyl b N-(4-methoxy-7-?p-lin-4-yl-benzo-11 stopper-2-yl)-benzamide, N-[7-(2-amino-pyrazole-4 -yl)-4-methoxy-benzopyrimidine-2-yl]_4_fluoro-benzamide, 4-fluoro-N-{4-methoxy- 7-[2-(6-methyl淀3_yl) thiophen-4-yl]-benzothiazol-2yl}-benzamide, 4-{[(2-methoxy-ethyl)-methyl-amino] -Methyl}·Ν-{4-methoxy-7-[2-(6-methyl-pyridin-3-yl)-pyrazol-4-yl]-benzothiazol-2-ylbenzamide Amine, 4-{[(2-oxo-ethyl)-methyl-amino]-methyldihydro-{4-methoxy-7-oxazol-2-yl-benzothiazole-2 -yl}-benzamide, 4-{[(2. methoxy-ethyl)-methyl-amino]-methyl}·Ν-[4-methoxy-7-(2-pyridine -2-yl-pyrazol-4-yl)-benzoxazol-2-yl]-benzamide, Ν-(4-methoxy-7-morpholin-4-yl-benzoxazole _2-yl)-4-trifluoromethyl-benzamide, N-(4-methoxy-7-morpholin-4-yl-benzoxazol-2-yl)-benzamide , 4-gas-3-{[ethyl-(2-methoxy) -ethyl)-amino]-methyl}-N-(4-methoxy-7-morphin-4-yl-benzoquinone-p-but-2-yl)-benzoic acid S&amine' Ν· (4-methoxy-7-morpholin-4-yl-benzopyrimidin-2-yl)-3-methylaminomethyl-benzoic acid amine, 4-oxo-N-(4-methoxy -7-morpholin-4-yl-benzothiazol-2-yl)-3-methylaminomethyl-benzamide, 4-ox-3-{[(2-methoxy-ethyl) -Methyl-amino]-methyl}-N-(4 -A-27- This paper size applies to Chinese National Standard (CNS) A4 specification (210X297 mm) (Please read the notes on the back and fill out this page. )

1309567 A7 B7 V. INSTRUCTIONS (25) Oxy-7-?'ψ- 4-yl-benzoquinone psec-2-yl)-benzamide, 4-chloro-3-[(2-A) Oxy-ethylamino)-indenyl]-N-(4-methoxy-7-morpholin-4-yl-benzopyrazol-2-yl)-benzamide, 3-[(2 -methyllacyl-ethylamino)-methyl]-N-(4-methoxy-7-hept-4-yl-2-benzoxazol-2-yl)-benzamide, 3- { [(2-methoxy-ethyl)-methyl-amino]-methyl}-N-(4-methoxy-7-morpholin-4-yl-benzopyrazol-2-yl) -benzimidamide, 4-[(2-ethoxy-ethylamino)-methyl]-N-(4-methoxy-7-morpholin-4-yl-benzoxazole-2- Benzo-benzamide, N-(4-methoxy-7-morpholin-4-yl-benzopyrazol-2-yl)-4-methylaminomethyl-benzamide, 4 -(2-dimethylamino-ethylthiomethyl)-N-(4-methoxy-7-morpholin-4-yl-benzoquinone p-sept-2-yl)-benzamide , 4_{[(2-ethoxy-ethyl)-ethyl-amino]methyl}-N-(4-methoxy- 7-?w-lin-4-violet-benzo-P-sur-- 2-based)-benzamide II 4-{[(2-ethoxy-ethyl)-methyl-amino]-methyl b-N-(4-methoxy-7-?p-lin 4-based-benzo-p-but-2-yl)-benzamide , 4-(2-methoxy-ethoxymethyl)-N-(4-methoxy-7-morpholin-4-yl-benzoxazol-2-yl)-benzoguanamine, 4-methoxymethyl-N-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-benzamide, N-(4-methoxy-7 - thiomorphin-4-yl-benzoquinone-2-yl)-benzamide, and [4-(4-methoxy-7-methionine-4-yl-benzo] Jun-2-yl-amine-based base)-section 28 This paper scale applies to Chinese national standards (CNS > A4 specification (210X297 mm) IIIIII n I order - line (please read the notes on the back and fill in the form) Page) 1309567 A7 B7

Methyl-methyl-aminocarbamate. Wherein R' is a compound of the formula IA substituted by a -(CR5R6)n_5 to 7-membered aromatic or non-aromatic heterocyclic ring as the case may be, for example, the following compound: 4-imidazole-1. Methyl-N-(4-methoxy-7-phenyl-benzopyrimidin-2-yl)-benzamide, 4-(4-hydroxy-piperidin-1-yl-fluorenyl) -Ν-(4-methoxy-7-phenyl-benzothiazol-2-yl)-benzamide, 4-[1,4]dioxan-1-yl-fluorenyl-> ^(4-Methoxy-7-phenyl-benzoxazol-2-yl)-benzamide, 4-(3(S)-dimethylamino-pyridin-1-yl-- )-(4-methoxy-7-phenyl-benzothiazol-2-yl)-benzoguanamine, Ν-{4-methoxy-7-[2-(6-methyl) -ρ than bite-3 -yl)-u-sept-4-yl] awkward p-s--2-yl}-4->-bilolide-1-yl-methyl-benzamide N-(4-methoxy-7-»»cephen-2-yl-benzoquinone p-but-2-yl)-4-11 piroxime-mercapto-benzamide, Ν-[ 4·曱乳--7- (2-11 than bit-2-yl-p-s-ol-4-yl)-benzo-p-pyrene- 2.yl]-4-pyrrolidin-1-yl-fluorenyl -benzamide, 4-gas-N-(4-methoxy-7-hept-4-yl-phenylhydrazine P-Shen-2-yl)-3-p-pyridin-1-yl- Benzo-benzamide, N-(4-methoxy-7-?11lin-4-yl-benzoquinone1»塞峻-2-yl)·3-ρ比洛淀-1-基-甲Benzo-benzamide, Ν-(4-methoxy-7-morphine-4-yl-benzo-oxen-2-yl)-4-(2-methyl-imidazol-1-yl - mercapto)-benzamide, and 29- This paper scale applies to Chinese National Standard (CNS) A4 specification (210X 297 mm) 1309567 A7 B7 V. Description of invention (27) Ν-(4·methoxy. 7. "基·苯幷心_2_基)_4_(4_Methyl-Cry--1-yl-methyl)-benzamide. Among them, R4 is replaced by (1) as the case may be. An aromatic or non-aromatic ring such as a ruthenium or a ruthenium compound of the formula I. The present compound of the formula WA and a pharmaceutically acceptable salt thereof can be prepared by a known method, for example, by the following method. Including ^ a) to make a compound of the formula:

N 卜nh2

S with a compound of the formula:

Cl-Lei

III or an amine of the formula R5R6NH or an appropriate cyclic amine is insulted into a compound of the formula

Or react into a formula in which the _NR5R6 group is replaced by a cyclic amine! Compound, and X are as defined above, or -30 - This paper is suitable for CNS A4^ (21〇x 297^7 (please read the note on the back and fill out this page)

Where R-R' 1309567 t F 1 V. Description of invention (28) b) Compound of the formula A7 B7

N >-nh2 reacts with a compound of the formula

R.— c —CI to obtain a compound of formula Ι-A, of which RLR4,! ^' and X are as defined above, or c) to give a compound of the formula:

VII reacts with a compound of the formula: R5<^SnBu, / Pd to obtain a compound of the formula

1-3 This paper size applies to the Chinese National Standard (CNS) A4 specification (210X 297 mm) (please read the notes on the back and fill out this page)

1309567 A7 B7 V. INSTRUCTIONS (29) wherein Ri-R5 is as defined above, or d) is H 2 / P d plant (: - hydrogenating the compound of formula I to obtain the lower compound:

Wherein R, R5 are as defined above, or e) reacting formula 1-3 with N. bromo-succinimide/H20 to obtain a compound of the formula:

(Please read the precautions on the back and fill out this page) - Packing and ordering where R'R5 is as defined above, or f) oxidizing the compound of formula 1-4 to obtain a compound of the formula:

Br where Ri-R5 is as defined above, or -32- This paper scale applies to Chinese National Standard (CNS) A4 specification (210X297 mm) [309567 A7 B7 V. Description of invention (3〇) g) Reaction with a compound of the formula: H, N^R7 to obtain a compound of the formula

1-6 wherein Ri-R5 and R7 are as defined above, or h) reacting a compound of formula 1-5 with a compound of the formula

H2n"^ntrS k6 to obtain the following compound:

1-7 33- This paper size applies to the Chinese National Standard (CNS) A4 specification (210X297 mm) (please read the notes on the back and fill out this page)

1309567 A7 B7 V. INSTRUCTION DESCRIPTION (31) wherein Ri-R6 is as defined above, or i) reacting a compound of formula 1-5 with a compound of the formula: a compound of the formula: NHBoc Η, Ν^ΝΗ

’ and (Please read the note on the back and fill out this page again) - Packing · Breaking in addition to boc-based compound: 1, 1Τ

Wherein Ri-R5 is as defined above, or j) modifying one or more substituents Ri-R7 groups within the scope of the above definition, and if desired, converting the resulting compound into a pharmaceutically acceptable salt. All of the above reaction steps are carried out in a conventional manner and are detailed in the examples. According to the method a), the compound of the formula II, such as 2-amino-7-phenyl-4-yl-methoxy-34, is suitable for the Chinese National Standard (CNS) A4 specification (210X297 mm 1309567 A7 ________B7___ Description of the invention (S2) Benzotriazole is dissolved in tetrahydrofuran in pyridine and then reacted with phosgene in toluene. The reaction mixture is concentrated under reduced pressure to half volume and an appropriate amine such as an amine of the formula RR NH or a cyclic amine such as morpholine is added. Or thiomorpholine. The resulting product is isolated by flash chromatography. Reaction Method b) describes a process for the preparation of a compound of formula I wherein the compound is reacted with a compound of formula IV. The reaction was carried out in a conventional manner for about 1 minute. The resulting compound is then subjected to rapid chromatography to form a salt which is carried out at room temperature according to methods known per se and known in the art. Not only inorganic acid salts but also organic acid salts can be considered. Examples of such salts are, for example, salt salts, hydrobromides, sulfates, nitrates, citrates, acetates, maleates, succinates, saponins, p-toluene salts. Wait. Examples 1 - 1 8 7 and the following reactions in Figures 1 and 2 detail the compounds of formula I. The starting materials are either known or can be prepared by methods known in the art. (Please read the notes on the back and fill out this page) -Installation and ordering Reaction diagram 1

This paper scale applies to the Chinese National Standard (CNS) A4 specification (210X297 mm) 1309567 A7 B7 V. Description of invention (33) where number 1 - 6 has the following definitions: 1 MeO(CO)a, base 2 IC1 3 R4-B (OR5)2 or R4-Sn(CH3)3, Pd-catalyst

4 KOH

5 C(X)C12, R5R6NH or R5NCX 6 RC(X)C1, the base substituent is as defined above. Reaction Figure 2 (Please read the notes on the back and fill out this page.)

-IT Economy Langzhong Yaji staff cost savings Wang Zhong installed where number 1 -6 has the following definitions: 1 R4-B (OR5): ^1R4-Sii (CH3) 3, Pd-catalyst

2 H2, Pd-C

3 Ph(CO)NCS 4 NaOMe -36· This paper scale applies to Chinese National Standard (CNS) A4 specification (210X297 mm) 1309567

Br 1-4 R 1 to R5 are as defined above and NBS is N-bromosuccinimide. A7 B7 V. INSTRUCTION DESCRIPTION (34) 5 Βγ2 6 RC(X)C1, base The substituents R1-R4, R5, X and R are as defined above. Reaction Figure 3 -37- This paper size applies to the Chinese National Standard (CNS) A4 specification (210X297 mm) (please read the notes on the back and fill out this page)

[309567 A7 B7 V. INSTRUCTIONS (35) Reaction Figure 4 Substituents R1 to R5 and R7 R1

X R I-5 + H2N N R6

R1 R

Λ

uN N R5 R6 '-7 (Please read the notes on the back and fill out this page) • Install · Substituents R1 to R6 as defined above Reaction Figure 6 Order NHBoc 1-5 + Η, Ν ^ΝΗ

Line R'

NH0 1-8 Substituents R1 to R5 are as defined above. 38 The paper scale applies to the Chinese National Standard (CNS) A4 specification (210X 297 mm) 1309567 A7 B7 V. Description of invention (36) Reaction diagram 1 - 6 Know the way. The addition salts of the compounds of the formula I and the oxime-A and their medicinal properties bear the pharmacological properties of the valuable oxime. In particular, it has been found that the compounds of the invention are adenosine receptor ligands and have a high affinity for adenine A2A receptors. The compound was studied according to the following test. Human adenine A2A receptor Recombinantly express human adenine A2A receptor in Chinese voles ovary (CHO) using the semliki forest virus expression system. The cells were collected, washed twice by centrifugation, homogenized and washed by centrifugation. The final washed membrane pellet was suspended in Tris (50 mM) buffer (pH 7.4) (buffer A) containing 120 mM NaCl, 5 mM KC1, 2 mM CaCl2 and 10 mM MgCb. [2.5H] in a 96-well plate in the presence of 2.5 μg of membrane protein, 0.5 mg of Ysi-poly-1-isoaminate SPA beads and 0.1 U of adenosine aminase in a final volume of 200 μl of buffer A [3H] -SCH-58261 (Dionisotti et al, 1997, Br J Pharmacol 121, 3 53; InM) binding assay. Non-specific binding was defined using a triplet amine homolog (XAC; 2 μΜ). Compounds were tested at 10 concentrations between 1 〇 μΜ and 0.3 ηΜ. All analyses were performed in 2 replicates and repeated at least 2 times. The assay plates were incubated for 1 hour at room temperature and then centrifuged and the bound ligands were determined using a Packard Topcount scintillation counter. The IC50 is calculated using a non-linear curve nesting program and Ki is calculated using the Cheng-Prussoff program. According to the invention, the compounds of formula I are shown to have a high affinity for the A2A receptor. The best compounds showed affinity for hA2A binding between pKi値 ranging from 8.5 to 9.3. Examples of this compound are as follows: -39- The paper size is in accordance with the Chinese National Standard (CNS) Α4 specification (210 X 297 mm) (please read the notes on the back and fill out this page) - Install - , ιτ line 1309567 A7 B7 V. INSTRUCTIONS (37) Example number pKi値3 8.8 10 9.0 17 9.3 23 8.9 36 9.1 59 9.0 61 8.9 62 9.1 91 8.8 92 8.9 96 8.8 100 9.3 107 8.8 108 8.9 121 9.0 125 9.0 157 8.9 159 8.9 201 8.6 221 8.7 238 8.7 240 8.5 253 8.6 258 8.9 (Please read the notes on the back and fill out this page). Installation. Ordering - 40. The paper size is applicable to the Chinese national standard (CNS > A4 specification (210X 297 mm) 1309567 A7 B7 V. Inventive Note (38) ?s Qi Zouzhong 失 隼苟 二 二 二 乂Τ 乂Τ 卞 卞 下 下 271 271 8.6 275 8.7 277 8.7 278 8.5 279 8.8 280 8.7 282 8.6 283 9.0 286 8.8 287 8.5 289 8.9 290 8.6 292 8.8 298 8.7 301 8.5 304 8.5 3 08 9.1 309 8.5 314 8.5 315 8.6 317 8.6 326 8.5 327 8.5 342 8.5 369 9.2 -41 · (Please read the notes on the back and then fill out this page) . Line paper size is suitable Use Chinese National Standard (CNS) A4 Specification (210X297 mm) 1309567 V. Description of Invention (39) Formula I: and its pharmaceutically acceptable salt can be used as a pharmaceutical, for example, pharmaceutical preparation: Form 1 Pharmaceutical Formulation Oral administration, such as a keying agent, a coating, a sugar, a hard and soft gelatin capsule, a solution, an emulsion or a suspension. However, it can also be administered by rectal administration, for example, as a suppository, such as parenteral administration in a solution. The compound of the formula 1 can be used for the preparation of a pharmaceutical inert inorganic or organic carrier for the preparation of a pharmaceutical preparation. 3&quot; use of lactose, corn powder or its derivatives, talc, stearic acid or its salt temple as a lozenge or coated lozenge , sugar-coated tablets and hard gelatin capsules. Suitable carriers for soft gelatin capsules are, for example, vegetable oils, waxes, fats, semi-solids and liquid polyols, etc., depending on the nature of the active ingredient, usually not required in soft gelatin capsules. Use the carrier. Suitable carriers for the manufacture of solutions and syrups are, for example, water, polyols, glycerol, vegetable oils and the like. Suitable carriers for suppositories are, for example, natural or hardened oils, waxes, fats, semi-solid or liquid polyols, etc. Further, the pharmaceutical formulation may contain preservatives, solubilizers, wetting agents, emulsifiers, sweeteners, stains ., spices, salts that change osmotic pressure, buffers, occultants, or antioxidants. It may also contain other therapeutically inert carriers. </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; If one or more other therapeutically useful substances are desired, and or a plurality of therapeutically inert carriers are employed, the pharmaceutical dosage formulation is prepared. According to the present invention, the compound of the formula I and the pharmaceutically acceptable salt can be used for controlling or preventing diseases which are mainly regulated by the adenine system such as Alzheimer's disease, Parkinson's 42-paper scale applicable to the Chinese National Standard (CNS) Α 4 Specifications (21〇χ297 mm) —^nn^i n-8 (Please read the notes on the back and fill out this page) -Installation 1309567 A7 B7 V. Invention description (4〇) Disease, neuroprotective effect , schizophrenia, anxiety, pain, hypopnea, depression, asthma, allergic reactions, hypoxia, blood loss, hair loss and substance misuse. Further, the compound of the present invention can be used as a sedative, a muscle soothing agent, an antipsychotic agent, an anxiolytic agent, an anticonvulsant and a cardioprotective agent, and used in the manufacture of a corresponding medicine. The best indicator according to the present invention is a disease comprising a disorder of the central nervous system, such as treating or preventing certain depressive disorders, neuroprotection and Parkinson's disease. The dosage can vary within wide limits and will of course depend on individual needs in each case. An effective oral dose is usually from about 1 to about 1 mg per day of the compound of formula I or a corresponding amount of a pharmaceutically acceptable salt. The daily dose can be administered in a single dose or in divided doses, and the upper limit can be exceeded if desired. Example 1 N-(4-Methoxy-7-phenyl benzoxazol-2-yl)-benzamide to 2-amino-4-methoxy-7-phenylbenzoxazole (100 mg, 〇4 mmol) in pyridine (2 ml) was added with benzamidine (55 mg, 0.4 mmol) and the mixture was stirred at 2 (TC overnight). Add 2N HCl to pH 1 (20 ml), then the mixture was extracted twice with EtOAc (20 mL), washed with sat. NaHC EtOAc. The title compound (97 mg, 69% yield), m.p. The general methods were used to prepare the compounds of Examples 2 to 49. Example 2 -43- This paper scale applies to the Chinese National Standard (cns) A4 specification (210x297 mm) ¢—(Please read the back note and then fill out this page) Order 1309567 A7 B7 V. INSTRUCTIONS (41) Furan-2 -carboxylic acid (4-methoxy-7-phenylidene pyrimidazole-2-ylguanamine) Preparation of taupe using furan-2-carboxamide The title compound (41% yield), MS: m/e = 251.3 (M + H + ). Example 3 5-K-Phenyl-2-carboxylic acid (4-methoxy-7-Alkylbenzene The title compound (3 6% yield) was obtained as a yel-yellow solid (5 yield) (1^+11 + ). Example 4 Furan-2-carboxylic acid (4,6-difluoro alum;; pyrazole_2- its&gt;|_醯 face using 2-amino-4,6-two The title compound (81% yield) was obtained as a mjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjj Phenyl benzoate, stilbene-2 _ a certain hydrazine was prepared using 2-amino-4,6-difluorobenzoxazole and 5-methylsulfonyl-methylhydrazine as the title compound (74 〇 / Yield), MS: m/e = 31 〇 (M + ). Example 6 U-(4,6-difluorobenzopyrimidinium di-diyl)-carboindole using 2-amino group _4 , 6-difluorobenzene (iv), benzyl berylate, the title compound (82% yield), m m: m/e = 29 〇 (M+). Example 7 methoxy-7-phenyl Preparation of the title compound (69% MS: EtOAc) m/e = 299.2(M + H + ). Flat) Example 8 -44. This paper scale applies to National Standards for National Telecommunications (CNS) Α4«^ΓΓ2Γ〇^7α5&quot; (Please read the notes on the back and fill out this page. ) - Packing, 1Τ I·Line 1309567 A7 B7 V. Inventive Note (42) 4-Cyano-N_(4-decyloxy-7-phenylene-based 幷^-propazole·2_)_benzamide The title compound (84% yield) mp. Example 9 5-Methyl far phen-2- phthalic acid oxime 棊__Calazine _2-, _ 醢 使用 2- 2- 2- 4- 4- 4- 4- 4- 4- 4- 4- 4- 4- 4- 4- 4- 4- 4- 4- 4- 4- 4- 4- 4- The title compound (95% yield), m.p. Example 1 0 η 盖 咬 ; 2; formic acid (1-methoxy 匕 基 基 _ benzo, 2-oxyl-4 methoxy-7-phenyl-benzoxazole and first Preparation of 5-methylfuran-2-carboxamidine Chloride The title compound was obtained as a crude material eluted on EtOAc (Merck 230-400 mesh) as n-hexane / hexane (8:1) Dissolved to give the title compound (67% yield), m:jjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjj _2-yl)-nonylamine The title compound (1% by weight yield) was obtained as a brown solid, using 2-amino-4-methoxy-benzoxazole and furan-2-carbazide in pyridine. MS: m/e = 274.1 (M+). Example 1 2 N-(4-oxo-benzo-p-s-ol-2-ylbenzoylamine using 2-amino-4-methoxy-benzo The title compound was obtained as a white solid (72% yield), MS: m/e==284 1 (m+). Example 1 3 -45- The paper size applies to the Chinese National Standard (CNS) A4 Specifications (210X297 mm) (Please read the notes on the back and fill out this page) - Packing and setting 1309567 A 7 B7 V. Description of invention (43) Benzoate formate-2 - the title compound (86% yield), m.p., m.p. H + ). Example 1 4 benzofurazol-2- acetophenone The title compound was prepared as a yellow solid using 2-aminobenzoxazole and 3-methylsulfon-2-pyridinium chloride in pyridine. 69〇/〇 yield)' MS: m/e = 275.1 (M + H+). Example 1 5 methyl far phen-2 - benzoic acid benzoquinone sputum _2 - a certain face using 2-aminobenzopyrene The title compound (87% yield), mp. The title compound (97% yield) was obtained as a white solid. m. m. m. , MS: m/e = 29 〇" (M + H + ). Example 1 7 棊-N-(4-methoxy·7-benzophenebenzamide in 4_methylmercapto·Ν_(4_ Add borohydride (19 mg, hydrazine) to THF (4 mM) solution of methoxy-7-phenyl-benzoxazole-2-phenylpyrazine (194 mg, 0.5 mmol) .5 millimoles) and mix Stir at room temperature for 2 hours. 46- (Please read the notes on the back and fill out this page) Pack. Order!·Line Ϊ 【 i * 1309567 A7 _ B7 V. Invention or 4) Add water (30 ml) Then m1N HCl (4 mL) was added and the mixture was stirred. The aqueous phase was then extracted with EtOAc (30 mL). EtOAc evaporated. The crude residue was suspended in diethyl ether and EtOAc (EtOAc) (EtOAc) Rate), MS: m/e = 39 〇.〇(M + ) » Example 1 8 4-Methyl-N-(4-methoxy-7-phenyl-benzoquinone, phenazol-2-yl The title compound (73% yield) was obtained as a pale yellow solid, mp.: m/e = 388.1 (M + H + ). Example 1 9 2 -Methoxy -N-(4-oxo-7-phenyl-benzoquinone g-sept-2-yl carbamide) 2-amino-4-methoxy-7-phenyl-benzo-n-su (200 mg '0.67 mmol) in THF (10 mL) with DMAP (1 mg, 008 mmol), triethylamine (163 μL, 1.17 mmol) and 2-methoxy The mixture was stirred under reflux for 2 hours, and then partitioned between 1:1 AcOEt/THF (70 mL) and 5% NaHC03 solution (yield: 136 μl, 1 mM). Between 40 ml). The organic phase was washed with saturated NaCl solution (50 ml), filtered with NadCU, filtered and reduced. The solvent was evaporated, the~~~~~jjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjj MS: m/e = 390.0 (M + ). Example 2 0 N-(4-methoxy-7-phenyl-benzoxan-2-yl)-2-mercapto-benzamide-47 - This paper size applies to the Chinese National Standard (CNS) A4 specification (210 X 297 mm)

Binding

Line 1309567 A7 B7 V. Description of the invention (45) The crude title compound was obtained using 2-methylbenzoyl chloride, which was chromatographed on Si〇2 (Merck 230-400 mesh) at €112 (:12/£1) 〇8 (: (1:1)), the title compound was obtained as a white solid (yield: 88% yield),]:: 111/6 = 3 74.1 (^1+). Example 2 1 N - ( 4 - methyl milk Benzyl-7-phenyl-benzoxazole-2_Zip-3-methylbenzamide The crude title compound was obtained using 3-methyl-benzoquinone in Si〇2 (Merck 23 0-400 The title compound was obtained as a pale yellow solid (yield: 80% yield), MS: m/e = 374.0 (M+). (4-Methoxy-7-phenyl-benzoquinone 4^-2_yl)_4_methyl·bromocarboxamide using 4-methyl-benzhydrazide to give the crude title compound in si〇2 (Merck 230-400 mesh), EtOAc (EtOAc (EtOAc) (EtOAc) (4-Methoxy-7-phenyl-benzoquinone-2-yl-carboxamide) 4-fluoro-benzoic acid was used to obtain the crude title compound in Si 〇 2 (Merck 23 0-400 The title compound was obtained as a white solid (yield: 68% yield), MS: m/e = 3 78.0 (M+). Example 2 4 g_l methoxy Benzyl-N-(4-methoxy-7-phenyl-oxazol-2-yl)-benzamide using 3-methoxy-benzhydryl chloride to give the crude title compound in Si. 2 (Merck 230-400 mesh) was chromatographed eluting with CH2Cl2 /EtOAc (1:1) to give the title compound (75% yield) of m. • 48 - This paper size applies to the Chinese National Standard (CNS) A4 specification (210X297 mm) (please read the notes on the back and fill out this page)

1309567 A7 _ B7 V. INSTRUCTIONS (46) EXAMPLE 2 5 Methoxy-2·!^-Methyl-2-ylbenzamide The crude title compound was obtained using 4-methoxybenzaldehyde. Chromatography on 51〇2(]^1^1^23 0-400 mesh) (::112 (:12, 〇^(1:1)) to give the title compound (79% yield) Rate), MS: m/e = 390.1 (M + ). Example 2 6 N_(tl methoxy_7_phenyl·% oxazol-2-yl)-2-phenylaminoacetamide using benzene Obtaining the title compound (29% yield) as a white solid, mjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjj MS: m/e = 374.1 (.M + ). Example 2 7 3-11^epi-2-carboxylic acid (4 bis oxy_7 phenyl-stupid #|&gt; 岫 _?- _ guanamine using 3-methyl-sulfimen-2-methyl oxime to obtain the crude title compound, which

The title compound (64% yield) was obtained as a white solid. mjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjj Example 2 8 2,5-Dimethyl-furan-3-carboxylic acid (4-methoxy-7-stupyl-stupid; fluorenyl)-guanamine using 2,5-dimethyl-furan-3 - formazan gas to obtain a crude title compound, which is

Chromatography on SiO 2 (Merck 230-400 mesh) eluting with CH 2 Cl 2 / EtOAc (l: 1) to give the title compound as a white solid (73% yield), -49· The paper size applies to the Chinese National Standard (CNS) A4 size (210X29? mm) (Please read the note on the back and fill out this page).

.1T 1309567 A7 B7 V. INSTRUCTIONS (47 ) ' MS: m/e = 378.1 (M + ) 〇 Example 2 9 k cyano-N-(4-methoxy-7-phenylmosa# carbazole· 2.··································· The pure title compound was obtained as a white solid (yield: 80% yield), MS: m/e = 385.0 (M + ). Example 30 β-(4·methoxy-7-molecyl-stuppy#毺衅-2_ The base title compound was obtained by chromatography on a SiO 〆 Merck 230-400 mesh using 4-methoxy-7-phenoxy-benzoquinone-2-ylamine and benzamidine chloride. The title compound (72% yield) was obtained (jjjjjjjjj Example 3 1 4 -Dimethylamino-N-(4-methoxy-7-phenyl-benzene#««塞吐-2-yl-p-carbamamine using 4-dimethylamino-benzonitrile Obtained the title compound (7 〇% yield) EtOAc (EtOAc: EtOAc: , MS: m/e = 403.0 (M + ). Example 3 2 4-Fluoro-N-(4-carbamoyl-7-phenyl-benzopyrimidin-2-yl)-N-indenyl- Benzoguanamine using (4-methoxy-7-phenyl-benzopyrazol-2-yl)-methylamine and 4-fluorobenzhydrazine to give the crude title compound in SiO 2 (Merck 230-400 Mesh)上-50- This paper size is applicable to China National Standard (CNS) Α4 specification (210Χ297 mm) (Please read the note on the back and fill out this page) Loading. .βτ Line 1309567 A7 ____ B7 V. Invention Description $8 The &lt;RTI ID=0.0&gt;&gt;&gt;&gt;&gt;&gt;&gt; Example 3 3 - Benzyl arylamino) - 4 - argon argon - 茇 # carbazole _7 • carboxylic acid decyl ester using 2-amino-4-methoxy-benzoxazole _7_carboxylic acid The title compound (91% yield), mp. Example 3 4 1. N-(7-Second-butyl-4-methoxy-benzoquinonemethylthioamide using 7-t-butyl-4-methoxy-benzoxazole-2-ylamine And 4_Fluoro-Benzyl Chloride to give the title compound as a white solid (75% yield), MS: m/e = 258.1 (M + H + ) 〇 Example 3 5 acetamido- benzyloxy-benzoquinone 4^_2_yl)_4_fluoro-benzamide using 7-acetamido-4-methoxy.benzoxazole-2-amine and 4-fluoro-benzamide to obtain a brown solid The title compound (25% yield), MS: m/e = 359.1 (M + H + ) 〇 Example 3 6 Ν-(4·Methoxy-7-phenyl-benzoxazole» oxazol-2- The iso-sodium was used to obtain the crude title compound using pyridine-4-carboxamidine hydrochloride in pyridine. After cooling, it was re-dispersed in diethyl ether (1 mL) from the reaction mixture / several / 3⁄4 solids. The mixture was collected in a glass Buchner funnel and washed with diethyl ether (10 ml). The cake was washed with 10% Na2C 3 (20 ml), water (20 ml) and then with acetic acid (20 ml). Drying of the product (〇· 〇5 mmHg, 6 0 »c ) -51 - This paper size applies to the Gull® Standard (CNS) A4 specification (210X297) 〉 '------- 1309567 A 7 ----__B7_ V. Description of the invention (49) 'The title compound was obtained as a yellow solid (188 mg, 7% yield), MS: m/e = 361.0 ( M+). Example 3 7 4-_Fluoro-]^-(4-methoxy-7-indolyl-alum;????_2_)_Benzylamine using 4-methoxy_ 7-Phenyl-benzoxazole-2-ylamine and 4-fluoro-benzopyridinium chloride were obtained as crude: the compound was chromatographed on Si〇2 (Merck 230-400 mesh) with CH2Cl2/EtOAc ( l: l) </ RTI> <RTI ID=0.0></RTI> </RTI> <RTIgt; </RTI> <RTIgt; 7-Awkward --stupid and carbazole-2_ γ-decylamine using 4-methoxy-7-phenyl-benzoxazole·2·ylamine and 5-methyl-thiophene-2-a The title compound (76% yield), MS, was obtained from the crude title compound (76% yield) as a pale yellow solid eluting with EtOAc (EtOAc: EtOAc: EtOAc: m/e = 396.0 (M + ). Example 3 9 4-Q,-N-(4-methoxy-7-morpholine-4-ylmethyl-indole-contained azole-2•carbamidine Using 4-decyloxy-7-morpholin-4-ylmethyl·benzopyrazole-2-ylamine _ 4_ fluoro-benzoic brewing gas obtained in Bauer precipitate the title compound as a yellow solid (44% yield), MS: m / e = 402.4 (M + H +). Example 4 0 5-Methylthiophene_2·carboxylic acid (4-methoxymethyloxazol-2-ylamine-52- This paper scale applies to Chinese national standards (CNS &gt; A4 specification (210X297 mm)~ ~~ (Please read the notes on the back and fill out this page)

1309567 A7 B7 V. Description of the invention (so using 4-methoxy-7-morpholin-4-ylindenyl- alum) Gan. a electro-main-2-ylamine and 5-nonyl porphin-2 _ Formic acid in pyridine afforded a yellow solid and a &lt;RTI ID=0.0&gt;&gt; Cold-Methylamine ~~ ^ Using 4·Methoxy-7_(1H•tetra-n-yl)-ylamine. % yield) 'MS: m/e = 371.2 (Μ+Η+). Example 4 2 N-stupidyl-4-oxa-2-yl-benzamide used 2-amino-benzoxazole and benzo The title compound (87% yield) < MS: m/e = 255.1 (m+H+) </RTI> The title compound (83% yield) was obtained as a white solid (1:::::::::::::::::::::::::: 4 g_-oxo_ι^-(4-methyl-2-oxazolium)·Nicotine guanamine using 4-methyl-benzoquinone &lt;•serazole·2_ylamine and 2_gas The title compound (50% yield) obtained as a yellow solid ), MS: m/e = 304 (Μ + Η + ). Example 4 5 2-gas-methoxy-2. awkward, ruthenium quinone) nicotine guanamine using 4-methoxy benzoxazole _2-ylamine and 2-chloronicotine helium get grayish white 53 This paper scale applies Chinese National Standard (CNS) A4 specification (21 〇X 297 shy) (Please read the back note before filling in this f) · Order • ?- - - .^n H. — I II · 1309567 A7 B7 V. INSTRUCTIONS (51) Standard compound for color solids (50% yield), MS: m/e = 320 (M+H+) . Example 4 6 K4-methoxy-benzoxazol-2-ylaminecarbazyl)-ethyl acrylate using 4-methoxy-benzoxazole-2-amine and methyl 3-chlorocarbonylacrylate The title compound was obtained as an off-white solid (yield: 5%). Example 47 Ethyl-(4-methoxy-7-phenyl-benzoxazol-2-yloxalyl ethyl ester This compound is described in the patent literature and prepared according to the procedure described therein. N-(benzothiazide) Biting _2_yl) oxalic acid derivatives. W. Winter, M. Thiel, A. Roesch and Ο. H. Wilhelms, German Patent DE 2656468, 1978. Mp. 138-142., MS: m/ e = 357 (M+H+). Example 4 8 dimethylamino-N-(4-methoxy-7-phenyl-phenyl)-pyridazol-2-ylindoleamine using pyridine-2-methyl The title compound was obtained from the hydrazine hydrochloride in pyridine. This compound was purified by preparative reverse phase HPLC using a Nucleosil N-protected column (20 mm X 50 mm) and eluted with a gradient of MeCN/water (0.1% TFA). The product fractions were collected, evaporated and evaporated eluted eluted eluted eluted eluted eluted eluted eluted with EtOAc Evaporation gave the title compound (110 mg, 39% yield), MS: m/e=3 61.1 (M+). Example 49 -54- The paper size applies to the Chinese National Standard (CNS) A4 specification (210X 297 PCT) (please read first Note: Please fill out this page) - Packing. Ordering line 1309567 A7 -------___ V. Description of invention (52) ~~ Gas N (7-hydroxymethyl-4-methoxybenzoquinone Carbazole-2-one) in the form of 2-(4-fluoro-benzhydrylamino)_4_methoxy-benzoxazole_7-formic acid methyl ester (1.1 g, 3_05 mmol) In a solution of THF (250 ml), a solution of 1N LiAlH4 in THF (2 mL, 2 mM Mo) was added over 5 min in hexane and argon, and the mixture was stirred at 5 ° C for 1 hour, then over 〗 〖Hour the temperature to 2 0 and then add 3 5 ml of 1 N LiA1H4/TIIF and mix the mixture for 2 hours at 2 ° C. Then carefully add 5 ml of THF / water (4 : 丨) solution, then add 4N NaOH ( 2 ml) and water (2 ml), and the mixture was stirred vigorously for 15 minutes. Then, excess Na2S〇4 (5 g) was added with vigorous stirring. 9% yield), MS: m/e = 333.2 (M + H + ). Example 5 0 4 -dipropylamine 碏si-N-(4-methoxy-7-stupyl- alum Oxazol-2-yl)benzamide to 4-dipropylaminesulfonyl-benzamide To a suspension of toluene (1 mM) of acid (185 mg, 〇 65 mmol) was added sulfite gas (600 mg, 5 mmol) and the mixture was heated to 80. (: </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> <RTIgt; 5 mM), triethylamine (105 μl, 0.75 mmol) and DMAP (6 mg, 〇. 〇 5 mmol) and the mixture was stirred at room temperature for 1 hour and then at 60 ° C for 1 hour. The reaction mixture was quenched with EtOAc (EtOAc) (EtOAc)EtOAc. The organic phase is washed with 10% Na2C03 aqueous solution and Na2S〇4 off-55- This paper scale is applicable to China National Standard (CNS) A4 specification (210X297 mm) (please read the notes on the back and fill in the tribute)

1309567 A7 ____B7 V. INSTRUCTIONS (53) Water 'being and evaporating. The residue was chromatographed on EtOAc (EtOAc (EtOAc) EtOAc (EtOAc) The title compound (240 mg, 92% yield), m.p. The compounds of Examples 51 to 53 were prepared according to the general procedure of Example 50. Example 5 1 ^ ~ Monoethylamine-based N-(4-methoxy-7-phenyl-benzoquinone p-Sep_2_芊)-benzamide using 4-diethylamine continued The title compound (81% yield), m.p. Example 52 —(-(4-methoxy-7-phenyl-benzo-p-Shen-2-yl)-4-(?p-lin-4- indeed sparse)-benzamide using 4-( The title compound (32% yield), m.p. Example 5 3 (Please read the notes on the back and fill out this page)

, 1T

Line economy Zou Zhongxuan staff 肖 泎 泎 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 4 4 4 ). Example 5 4 _5_Methylthiophene-2-carboxylic acid (7-iodo-4-methoxy-stupid and 咹 奚 k was spit with iodine mono-vapor (2.26 ml, 44 mmol), sodium acetate ( 3 63 g, 44 mM) and acetic acid (200 ml) aligned (4-methoxy-acridazole-2-yl) • 56- This paper size applies to the Chinese National Standard (CNS) A4 specification (210 X 297 mm) 1309567 A7B7 Five invention instructions (54 votes %

乂 \ t PI Aminomethyl decanoate in the same manner as 5-methyl-porphin-2-carboxylic acid (4-methoxy-benzoindole-2-yl)-decylamine (5.17 g, 17 m Mole) Iodination gave the product as an off-white solid, yield 93%, MS: m/e = 430 (M + ). (7-Aryl-4-methoxy-benzoquinone, azole-2-yl)-carbamate, aryl-formic acid (7-aryl-4-methoxy-benzopyrazole-2 -yl)-decalamine and substituted (4-methyllacyl-7-aryl-benzo(τ stopper-2-yl)-pulse: IIA procedure A: (7-iodo-4-methoxy Alkyl carbazide or a single aryl-formic acid (7-iodo-4-methoxy-benzo, benzox-2-yl)_醯θ or individual (4-methoxy-7-aryl-benzoxazol-2-yl)-urea (particulate), boronic acid (or its ester) (1.5 equivalents), palladium acetate (ΐΐ) (〇. 〇5 equivalents of potassium citrate (2.5 eq.) and 2-biphenyl-dicyclohexylphosphine (〇) equivalents were mixed in gamma (20 parts) and heated to 65 hours in argon for 12 hours. The product was evaporated to dryness and the product was isolated by flash chromatography (liluent, elution: acetic acid U from hexane/hexane: 2:1). Method 6: (7-iodo-4-methoxy-benzopyrimidine) Zyridin-2-yl)-amine formazan or individual aryl-formic acid (7-iodo-4-methoxy-benzopyrazole_2. its, .., this)-guanamine or individual ( 4-methoxy-7-aryl-benzopyrimidin-2-yl)·urea (1 part), Aryl tridecyltin (1.5 equivalents), triphenylarsenic (0.5 equivalents), suitable wheat (di-mercaptoacetone)-di-palladium (0) (0.8 equivalents) and copper iodide (1) (0.8 Equivalent) is heated to 80 hours in dimethylformamide (25 parts) for 12 hours. The reaction, evaporation of the two substances to dry and by flash chromatography (gelatin, eluent: acetic acid, acetic acid, beta, product g, is generally Method The compounds of Examples 5 to 62 were prepared. Example 5 5 57· The paper size is applicable to the Chinese National Standard (CNS) A4 specification (210X297 mm) (Please read the notes on the back and fill in the M* page) - Gutter 1309567 A7 __B7 V. Description of the invention (55) 5-Methyl-sulfaphene-2-carboxylic acid "7-(2- gas phenyl)_4_methoxy-benzoquinone 4^2-carbetamine from 5 -Methyl-sulfimen-2-carboxylic acid (7.iodo-4-methoxybenzoxazol-2-yl)-decylamine (100 mg, 0.23 mmol) and 2·chlorophenylboronic acid (54 </ RTI> </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; -2-yl]-amine, yield 80%, MS: m/e = 415 (M + H + ) Example 5 6 5 -Methyl-sulfimen-2 -formic acid 丨4-methyl-yl-7-(3-nitro-phenyl-moprofene f-methyl-2-yl-lactam from 5-methyl- Pyrimidine-2-carboxylic acid (7-iodo-4-methoxy-benzopyrazol-2-yl)-decylamine (155 mg, 0.36 mmol) and 3-nitrophenylboronic acid (135 mg, 0.81 millimolar) using general procedure A, synthesis of light yellow crystals of 5·methyl·porphin-2-decanoic acid [7-(3-nitro-phenyl)-4-methoxy-benzoquinone Azole-2_ylbumin, yield 42%, MS: m/e = 425 (M+) a </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> <RTIgt; ))-4-methionine-y and thiazole-2-carbetamine from 5-methyl-porphin-2-carboxylic acid (7-iodo-4-methoxybenzoxazol-2-yl) _Acetamine (1 mg, 0.23 mmol) and 3-dimethylaminophenylboronic acid (58 mg, 0.35 mmol) using General Procedure A to synthesize 5-methyl-4 -2 - formic acid [7-(3. dimethylamino-phenyl)-4-methoxy-benzopyrazole-2-yl]-guanamine, yield 71%, MS: m/e = 424 (M + H + ). Example 5 8 -58- This paper scale applies to China National Standard (CNS) A4 specification (210X297 mm) (Please read the note on the back and then fill out this page) • Install. Set - 1309567 A7 B7 V. Invention Description ( 56) 5-methylphen-2-carboxylic acid (4-oxooxy-7-g than biti-4-yl-stupid and _2_2_yl) guanamine from 5-methyl-sulfimen-2-carboxylic acid (7-Bromo-4-methoxy-benzoxazole-2·yl)_ decylamine (192 mg, 0·50 mmol) and 4-pyridylboronic acid (92 mg, 0.75 mmol) General procedure A, synthesis of white solid 5·methyl-p-seceno-2-carboxylic acid (4-methoxy-7-pyridin-4-yl-benzoxazole-2-yl]-decylamine, yield 6%, MS: m/e = 381 (M + ). Example 5 9 5 -Methyl-p-cephene-2-carboxylic acid (4-methoxy-7-κ ratio -3-yl group)塞 _2 _ _ _ _ _ _ _ _ 192 192 192 192 192 192 192 192 192 192 192 192 192 192 192 192 192 192 192 192 192 192 192 192 192 192 192 192 192 192 192 192 192 192 192 192 192 192 And 4-p-pyridyl acid (丨23 mg, 1 〇 mmol) using the general procedure A 'synthesis of a white solid 5-methylthiophene-2_carboxylic acid (4-methoxy-7-p ratio -3-yl-benzoquinone , yield 8%, MS: m/e = 381 (M+). Example 6 0 5 - formazan-porphin-2-carboxylic acid (4·di-foxy_7_pyridinium sulfonium-2-yl) - guanamine from 5-methyl- phenanthrene-2-carboxylic acid (7-indole-4-methoxy-benzoxazole-2-yl)-decylamine (100 mg, 0.23 mmol) and 2- Tri-n-butyltin (13 mg, 0.35 mmol) using the general procedure B to synthesize 5-methyl-sulfa-2-carboxylic acid (4-methoxy-7-pyridin-2-yl-benzo) as a white solid Carbazole 2-hydrazide, yield 23%, MS: m/e = 382 (M + H + ). Example 6 1 -59- This paper scale applies to Chinese National Standard (CNS) A4 specification (210 X 2 ounces) (Please read the notes on the back and fill out this page)

1309567 A7 A __ B7 V. Description of the invention (57 ) !-Methyl- far-directed--formic acid [4-methoxy-7-(2-methyltrans- _4_yl) stupid ρ-phene -2-yl-l-acid amine from 5-nonyl-porphin-2-carboxylic acid (4-methoxy-7-iodo-benzoate)-pyrazole-2-yl)-decylamine (260 mg, 0.60 m Methyl) and 2-methyl-4-trimethyltin·, Bismuth (3 84 mg, 0.90 mmol) using a general procedure to synthesize 5-methyl-pyrimen-2-carboxylic acid as a pale yellow solid [4-methoxy-7-(2-methyl-pyridinyl-4-yl)·benzoquinone p-but-2-yl]-bristamine, yield 50%, MS: m/e = 396 ( M + H +). Example 62 &gt; -Methylcetin-2-carboxylic acid oxime 7-(3-amino-phenyl)-4-methoxy- agmatin-2-ylbuminamide 5-Mexylphene-2-carboxylic acid (4-methoxy-7-iodo-benzopyrene-2)-bristamine (300 mg, 0.70 mmol) and 3-trimethyltin- Aniline (291 mg, 1.14 mmol) using the general procedure B to give a pale-brown solid of 5-methyl thiophene-2-carboxylic acid [7-(3-amino-phenyl)-4-methoxy- Benzoyl-2-yl] decylamine, yield 56%, MS: m/e = 396 (M + H + ). Example 6 3 5 -methyl-17 phene-2-carboxylic acid (4- Benzyl-7-phenyl·· abbreviated g-cephene-2-yl)-decylamine 5-mercaptothiophene-2-carboxylic acid (4-methoxy-7-phenyl-benzoquinone p stopper _2 _ base) tyrosine (630 mg, 1.7 mmol) and tribromide (16 ml, 1. 〇μ in di-methane) slowly reacted at 〇 ° C. The solution slowly warmed to ambient temperature and stirred again 7 2 The mixture was diluted with ethyl acetate and extracted twice with water and once with brine. After dehydration with sodium sulfate, the solvent was removed by venting. Flash chromatography (dispersion, dissolving solution: ethyl acetate / hexene) :1) and recrystallized from tetrahydro-hydrogen, south/hexane, to obtain 118 mg (19%) of white solid product, MS: m/e = 367 -60 - paper size applicable to Chinese National Standard (CNS) A4 Specifications (21〇χ297 mm) (Please read the notes on the back and fill out this page) _ .ΤΓ Line 1309567 A7 _B7 V. Description of invention (58 ) (M + H + ). Example 6 4 4-{4 -Methoxy 2 -indole (5-methyl-yl-pyridin-2-carbonyl)-Nongqib.1^7·Kippplin-1-carboxylic acid oxime ester from N-Germanyloxycarbonyl 4-Bromo-2-nitrobenzoic bond initiation, such as for the methyl thiophene-2-carboxylic acid (4-methoxy-) 7-Mulline-4-yl-benzoxanthene-2) The title compound was synthesized as a white solid from EtOAc (m.p.): m/e = 523 (M + H + ) Example 6 5 base)

奔票A 5 -Methyl-sulfaphen-2-carboxylate "7-oxy-benzoquinone n-sept-2-yl 1-bristamine from 3-(dimethylamino)pyrrolidine and 4-bromo-2- Starting with nitroanisole, such as p-5-methyl, thiophene-2-carboxylic acid (4-methoxy-7-morphin-4-yl-benzoxanthene_2_) The title compound was obtained as a yellow solid (yield: 10%), MS: m/e = 417 (M + H + ). Example 6 6 Lan dimethyl-sulfimen-2-formic acid (5--methyl-oxo 4-7-phenylbenzoguanamine 2-amino-5-methoxy-7-phenylbenzoxazole ( 45 mg, 0.18 mmol (mole) dissolved in dichloromethane (2 ml) followed by triethylamine (0 073 ml, 〇53 mmol) and 5-methyl-porphin-2-carbonyl (56 mg) , after treatment with 0.35 millimolar. After 6 hours, add additional triethylamine (0.073 ml, 〇.53 mmol) and 5-methyl-porphin-2-carbonyl chloride (56 mg, 0.35 mmol). And the mixture was stirred at ambient temperature for 18 hours. After adding 0.1 Μ sodium hydroxide aqueous solution, the mixture methylamino-pyrrolidine-1 _ 丨-4 (please read the back note before filling this page) - loading. Ιτ线-61 - This paper size applies to Chinese National Standard (CNS) Α4 specification (210x297 mm) 1309567 A7 ___B7____ V. Inventive Note (59) Stir for another 16 hours. Separate the organic layer, dehydrate and evaporate to dryness. (hair gel, eluent: ethyl acetate / cyclohexane 1 : 1, containing 0.5% of 2 5 / 〇 ammonia) to give a white solid product (10 mg, 5%), MS: m / e = 380 (M + Example 6 7 U-thiophene- 2-carboxylic acid (4,5-dimethoxy-benzothiazol-2-ylguanamine 2·amino-4,5-dimethoxybenzopyrazole (1.1 g, 5.3 mmol) and hydrazine , Ν······················· The solution was evaporated to dryness after 4 hours, and the product was evaporated to dryness (yield: EtOAc (EtOAc: EtOAc: hexanes: 2:1) 〇Example 6 8 : Methyl thiophene-2 -carboxylic acid (4- gas-stupid # oxazol-2-yl)-nonylamine 2-amino-4-chlorobenzo-pyrazole (92 mg, 〇· 50 Mol) is dissolved in dimethylformamidine (10 ml) and pyridine (0. 〇6 〇 ml, 0.75 mmol) and 5-mercapto. Repeat phen-2-carbonyl chloride (97 mg, 0·60) The reaction mixture was stirred at ambient temperature for 18 hours and then evaporated to dryness. The residue was dissolved in ethyl acetate and water, and the phases and organic phases were separated and extracted with brine. Solvent, rapid chromatography on silica gel (dissolved solution: ethyl acetate / cyclohexane I : 4) Obtained the product as a white solid (88 mg, 57%). MS: m/e = 308 (M + ) 0 Example 6 9 5-Methyl Methoxy-carbazole 2-amino-7-bromo-4-indolyl benzo! "serazole (2.33 g, 9 mmol) dissolved in di-62- This paper scale applies to Chinese national standards (CNS) A4 size (210X297 mm) (Please read the notes on the back and fill out this page)

*1T line 1309567 A7 — ___B7_ V. Description of the invention (6〇) Gas methane (100 ml) and pyridine (2_2 ml, 27 mmol) and 5-methyl-sulfenophen-2-carbonyl chloride at 0 °C (2.2 g, 13.5 mmol) treatment. The reaction mixture was warmed to room temperature and was quenched for 18 hrs and then quenched with water (100 mL). After separating the phases, the aqueous phase was extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried and evaporated to dry. Flash chromatography on silica gel (solvent / ethyl acetate / hexanes 1:1 to 4:1) and EtOAc (EtOAc) MS: m/e = 384 (M+). Example 7 0 h methyl-sulfimen-2-carboxylic acid (4-fluoro-acoxazol-2-ylindole 2-amino-4-fluorobenzopyrazole (84 mg, 0.50 mmol) dissolved Treated with pyridine (3 ml) and with 4-dimethylaminopyridine (1 mg) and 5-methyl-thiophene-2-carbonyl chloride (161 mg, 1. EtOAc). After that, the reaction mixture was evaporated to dryness. flash chromatography on silica gel (solvent: diethyl ether/cyclohexane 1:1 containing 0.25% of 25% aqueous ammonia) and finally recrystallized from ethyl acetate to give an off-white solid. Product (34 mg, 69%), MS: m/e = 292 (M + ). Example 7 1 thiophene-2-carboxylic acid (4-trifluorodecyloxy-cracked pyrazole. 2-Amino-4-trifluoromethylbenzoxazole (7 mg, 〇.3 mmol) dissolved in pyridin (3 ml) and 4-dimethylaminopyridine (1 mg) and Treatment with 5-methyl-thiophene-2-carbonyl chloride (96 mg '〇_60 mmol). After stirring for 4 hours at Zhouyuan temperature, the reaction mixture was evaporated to dryness on silica gel for flash chromatography (solvent: acetic acid) Ethyl vinegar / cyclohexane 1:2), obtained as a white solid (42 mg, 39%). MS: m/e = 358 (M + )- -63- The paper size is applicable to China National Standard (CNS) A4 specification (210X297 蝥) (Please read the note on the back and fill out this page) - Install. Order 1309567 A7 B7 V. Invention description h) Follow The general procedure of Example 1 was carried out to prepare the compound of Example 7 2 to 75. Example 7 2 5 -Methyl-fragmented-2 -carboxylic acid (4-methoxy-7-morpholin-4-yl-stupid #魂吨2-yl)-bristamine using 5-methyl-sulfimen-2-carbonyl gas and 2-amino-4-indolyl-7-morpholin-4-yl-benzoxazole to give a yellow solid The title compound (yield: 97%). MS: m / e = 390 (M + H + ). Example 73 6-hydroxy-pyridine-2-carboxylic acid )·醯 neck using 2-amino-4-methoxybenzoxep (450 mg, 2.5 mmol) and 6-hydroxypyridinium chloride (1.5 g, 10 mmol) to obtain a tan solid The title compound (yield 5%), MS: m / e = 301 (M + ). Example 7 4 - phenanthene-2 -carboxylic acid (7 - aryl-oxy-4 bis-oxy) oxime The title compound (yield 51%) was obtained as an off-white solid (Mp: 228-230 ° C). The general procedure of Example 1 was carried out to prepare the compound of Example 7.5. Example 75 Gas-N-(4-methoxy-7-phenyl-benzene-first chromatographic)-Nicotine smear using a 6-chlorine smoke test The title of the pale yellow amorphous solid was obtained (yield: 79%), MS: m/e = 395.1 (M + ). Example 76 ϋ.4·methoxy·7·phenyl-莶-predazole--^)_6_pyrhoha _〗· Its spread-64 - 'This paper scale applies to China National Standard (CNS) Α 4 specifications ( 210X297 public) —---- 1309567 A7 ________ B7 V. Description of invention (62 ) Aminamide in 6-chloro-N-(4-methoxy-7-phenyl-benzo-pyrazole-2_ Add a pyrrolidine (266 mg, 3-7 mmol, 5 equivalents) and a mixture at 1 溶液 in a solution of nicotinamide (297 mg, 0.75 mmol) in dioxane (1{) mL) : Stir for 2 hours. After cooling, the solvent was evaporated, EtOAcjjjjjjjjjjjjjj 〇mg, 71% yield), 1^8:111/6 = 431.4 (1^ + 11 + ). The compounds of Examples 77 to 80 were prepared following the general procedure of Example 76. Example 7 7 j_,4,5,6-tetrahydro-2H-[1,2'~|linked g-bite-51. Formic acid (4-·methyl-based-7-macro-~-table and p-su -2 -yl)-bristamine using piperidine to give the title compound as a pale brown solid (5 9 〇 /. yield), MS: m / e = 445 _ 3 (M + H + ) ° Example 7 8 H-(4 - Methoxy-7-propenyl-benzo-p-butyr-2-yl)-6-oxa--4-yl-nicotamine The title compound (8 2% yield) was obtained as white solid. MS: m/e = 447.2 (M + H + ). Example 79 K4·Methoxy-7-phenyl-benzoxanthene-2-yl-methyl-indole-1-yl)-smokeamine The title of the pale brown solid was obtained using N. Compound (52% yield), MS: m / e = 460.4 (M + H + ). -65- This paper size is applicable to China National Standard (CNS) A4 specification (21〇χ297 mm) (please read the notes on the back and fill out this page). Loading and setting 1309567 A7 _____ B7_ V. Invention description (63 Example 8 0 N-Ci-methoxy-7-phenyl-yl-benzene-pyrazine, di-2-methyl-based nicotine guanamine was obtained by using thiophene to obtain the title compound of the free test.

</ RTI> </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; Example 81:Methoxy-oxo-4-yl)-nicotine decylamine hydrochloride ci:n in N-(4-methoxy-7-phenyl-benzo-pyrazole-2-yl).6_ Thiomorpho_4_yl_ acetonamine hydrochloride (250 mg '0.54 mmol) of dioxin (12 ml) in each solution 'addition of 3-phenyl-2-(phenyl) Stuffed 丨 丨 ” 咬 咬 咬 pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH pH After washing, the title compound (24 mg, 86% yield) of m.p. H + ). Example 8 2 4-bromomethyl-N-(4-methoxy-7-phenyl-benzoquinone sputum-2_agriculture)_Benzene amine in 4-northyl-benzoic acid (5·45 g, 25.3 mmol) of toluene (6 ml) Add sulfite gas (18.25 ml, 25.3 mmol) to the solution and stir the mixture at 80 ° C for 16 hours. And excess sulfoxide gas and replaced with THF (100 ml). Add 2-amino group to this solution_ 4•methoxy·7_phenyl-benzo-serazole (5g ' 19.5$ mole), triethylamine (4. 丨 ml, -66- This paper scale applies to China National Standard (CNS) A4 specification (210X297 mm) (Please read the notes on the back and fill out this page) - Loading - Setting 1309567 A7 B7 V. Invention description (w) 29·2 millimoles) and DMAP (238 millibeams, 2 millimoles) The ear was used as a catalyst, and the mixture was then stirred at 6 5 C for 4 hours. After cooling, the reaction mixture was partitioned between 10% aqueous Na2CO3 (200 mL) and EtOAc (100 mL). 1:1) (150 ml), then the combined organic phases were washed with aq. NaHCI (100 mL). The title compound (49 g, 55%) was obtained as a pale yellow solid (yield: EtOAc: EtOAc (EtOAc) Yield.), MS: m/e = 452.0 (M + ). Example 8 3 N-(4-methoxy-7-epi-p. -1-ylmethyl-benzamide Acid salt (1:1) at 4-methylmercapto-&gt;ί-(4-methoxy-7-phenyl-benzoxazole-2-yl)-benzamide (300 mg, 0.77 m In a solution of THF (60 liters), pyrrolidine (82 mg, 1.16 mmol), acetic acid (70 mg, 丨16 mmol) and NaBH (OAch (246 mg, 1.16 mil) were added. Moore). The mixture was stirred at room temperature for 16 hours, then 5% EtOAc (30 mL). The organic phase is washed with a saturated NaC1 solution, followed by drying, filtration and evaporation to give the crude product which is converted to the hydrochloride salt, and the reverse phase preparative HPLC using Nucleosi KMachery-Nagel) - protected column (20 x 50 mm) and MeCN/water (0.1% TFA) was purified by gradient elution. The product fraction was collected and evaporated to give the title compound ( 217 mg, 59% yield), MS: m/e = 444 4 (M + H + ). -67- This paper is the standard Chinese National Standard (CNS) A4 specification (210X297 mm) (Please read the note on the back and fill out this page) - Loading and setting 1309567 A7 B7 Five 'Inventions (65) Qi ¥ Intermediates % C. % t Soil P t Following the general procedure of Example 83, the compounds of Examples 84 to 89 were prepared. Example 8 4N-(4-Methoxy-7-phenyldioxazolidine-2-yl)-4•piperidine" benzoic acid hydrochloride (1:1) using a piperazine to give a pale yellow solid The title compound (7 8 % yield), MS: m / e = 458.4 (M + H + ) 〇 s s s s s s s s s s s s s s s s s s s s s -4-Methyl benzoylamine hydrochloride π: η The title compound (23% yield), m.p. Example 8 6 1-III.Methylaminomethyl-yl-N-(4-carbamoyl-7-jamo-mosa#忒嘁L benzepidine hydrochloride (ι:η using dimethylamine to obtain white The title compound (39 〇 / 〇 yield), MS: m / e = 446.3 (M + H + ). Example 87 N-(4-methoxy-7-phenyl-benzophene-2 - Base)··4 -丨(曱基_到忒_3_ylmethyl-amino)-methylbenzamide hydrochloride Π:2, using 3 -(methylaminoindenyl)-pyridine The title compound was obtained as a yellow solid (15% yield), MS: m/e = 495.2 (M + H + ). Example 8 8 N-(4-methoxy-7-phenyl-benzoquinone n. -yl)-4-(4-methyl-branches-1-ylmethyl)-benzamide hydrochloride (1:2) -68- This paper size applies to the Chinese National Standard (CNS) A4 specification ( 210X297 mm) (Please read the notes on the back and fill out this page) Loading - Setting 1309567 A7 B7 1 Ben* 4 V. Description of Invention (66 Using N-methyl-Peptin to obtain the title compound of white solid (21) % yield), MS: m/e = 473.3 (M + H + ). Example 8 9 4 Diterpene 胺-Aminomethyl-N-(4-methylmercapto-7-phenyl-carbazole- 2_A benzamide hydrochloride (1:1) The title compound (21 〇 / 〇 yield) was obtained as a pale yellow solid, MS: m/e = 418.3 (M + H + ) 〇 Example 9 0 4 diethylaminomethyl-N- ( 4-methoxy-7-phenyl-benzoquinone p-pyrazole_2_m) 茇 茇 醯 盐 ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( 4 4 4 4 4 4 4 4 4 4 Addition of ethylamine (2 N in THF) (3 ml) in a solution of 7-phenyl-benzoquinone thiophene, _2-yl)-benzoic acid (300 mg, 0.66 mmol) in THF (2 mL) ' 6.6 mmol, and the mixture was stirred at 〇 18 18 18 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 18 18 18 18 18 18 18 18 18 18 18 18 18 18 18 18 18 18 18 18 18 18 18 18 18 18 18 18 Purification by reverse phase HPLC using a C18 ODS-AQ column (20×50 mm) eluting with a gradient of MeCN/water (0.1% TFA). Yield), MS: m/e = 418.3 (M + H + ) ??? Compounds of Examples 91 to 126 were prepared according to the general procedure of Example 90. Example 9 1 4-[(2-methoxy-ethylamino) -Methylbu-N-(4-methoxy-7.Cezyl-zefazolin-2-yl)-benzamide salt Salt (1:1) using 2-methoxyethylamine in diterpene at 90 ° C to obtain a pale yellow solid -69 This paper scale applies to China National Standard (CNS) A4 specification (210X297 mm) (please Read the precautions on the back and fill out this page. Binding 1309567 A7 B7 V. Inventions (67

i years f α. » L compound (66% yield), MS: m/e = 448.3 (M + H + ). Example 9 2 Amino)-methyl--Ν·(4·甲气一·7·匕基_苯瘦^ -嗟_2-yl j-benzamide hydrochloride (1:1) The title compound (68% yield) of m.p. -N-(4-decyloxy-7-phenyl-methane #忒^ j benzylidene hydrochloride hydrochloride π:·η The title compound (50) was obtained as a white solid. % yield), MS: m/e = 480.3 (M + H + ). Example 9 4 4-丨(^^methylamino)_methyl b N_(4_methoxy·7_茇 Very-stupid幷 生 二 2- 2- 2- 2- ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ,1^8:111/6 = 494.3 (^1 + 11 + ). Example 9 5 also-1 -yl-propylamino)methyl-methylindenyl-7-phenyldi^^AJLz2 - Amine hydrochloride Π: 2) The title compound (58% yield), m.p. = 498.2 (M + H + ) ο Example 9 6 Oxy-7-phenyl-benzopyrazol-2-yl ) -4-(丨( 啶 -4- -4- 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲 甲Loading and setting 1309567 A7 B7 V. Description of invention ( 68 £ * ί 丄 1 历) - methyl benzyl amide amide (1:2) using 4-(aminomethyl) ringing The title compound (33% yield) was obtained as m.p. N-(4-Methoxy-7-benzil-2-oxazol-2-yl)-benzimidamide hydrochloride using N-(2-methoxyethyl)methylamine in two &lt;垸 在 在 〇χ 〇χ 〇χ 〇χ 〇χ 〇χ 〇χ 〇χ 〇χ 〇χ 获得 ' ' ' ' ' MS MS MS MS MS MS MS MS MS MS MS MS MS MS MS MS MS MS MS MS MS MS MS MS MS MS MS MS MS MS MS -4-thiomorpholin-4-ylmethyl)-N-(4-methoxy-7-phenylibenzox-2-yl)-benzamide 1:1 (1:1) Ν-(4.Methoxy-7-phenyl-benzothiazole-2-yl)_4_thiomorpholin-4-ylmethyl-benzoguanamine (350 mg, 〇·73 mmol) Add 3 -phenyl-2-(CH) to CH2C12 (10 ml) Group performance stuffed yl) azetidin-oxa-biting (288 mg, 11¾ mole) and the mixture was stirred at room temperature for 2 hours granted. The reaction mixture was evaporated to dryness. This solid was dissolved in MeOH (10 mL) and EtOAc (EtOAc)EtOAc (HHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH (270 mg, 68% yield), MS: m/e = 508.3 (M + H + ). Example 9 9 K4 -Methoxy-7-phenyl-benzophene p tomb _2 base)·4_ Sulfur says _4·ylmethyl-benzamide hydrochloride (1:1) using thiomorpholine in dioxane at 9 (TC obtains yellow solid title compound -71 - this paper scale applies to China Standard (CNS) A4 size (210X297 mm) (Please read the note on the back and fill in this I) - Packing. Order 1309567 A7 B7 V. Invention description (69) (68% yield), MS: m/e = 476.1 (M + H + ). Example 100 4 -Imidazole-1-Methyl-v·(4-carbamoyl-7-phenyl-benzene#pyrazol-2-yl)-benzimidamide salt醢 π:·η The title compound (92% yield) was obtained from m.p. -hydroxymethyl-oxazole 4-ylmethyl)-N-(4-methoxy-7-jamo-mosozol-2-yl-benzamide Using 2-hydroxymethyl-imidazole in DMF at 90. (: ield: ield: ield: 16% yield: MS: m/e = 471.1 (M + H + ). -Methoxy-7-phenyl-benzoquinone p-sept-2-yl)·4·(2-indolylpiper-1-ylmethyl)-benzoamidamine using 2-methyl-imidazole The title compound was obtained as a white solid (yield: 79% yield), M: m/e = 455.5 (M + H + ). The title compound (67) was obtained using a 4,5-dimethylimidazole in DMF at 90 X: % yield), MS: m/e = 469_2 (M + H + ). Example 104 N-(4-A-gasn-7-phenyl-benzopyrimazole_2_)_4_piped base Methyl-benzamide salt (1:2) -72- This paper size is applicable to China National Standard (CNS) ΜSpecifications (21〇χ297/&gt; Qing) (Please read the notes on the back and fill in the form) Page) - Packing. Ordering line 1309567 1 year ¥ % V. Description of invention (70) Using 1-1,3-butoxycarbonyl brigade in the second calcination at 9 (rc obtained the title compound of grayish yellow solid (80%) Rate), MS: m / e = 459 5 (M + H +). Example 105 碁Methyl-N-(4-toxy-7_苽臬-laughing m: benzyl-benzamide salt 醢 salt (1:1) using allylamine in two payments at 90. The title compound (65% yield), m.p., 430.sup.5 (M+H+). Example 106 N-(4-methoxy-7-phenyl-benzophenazol-2- The title compound (63% yield) was obtained as a gray-yellow solid in hexanes. /6 = 432.4 (^1+11 + ). Example 107 Ν-(4-methoxy-7-phenyl-anthracene, pyrazole·2·a contiguous methyl)-aminol-methyl} - Benzylamine hydrochloride (1:2) The title compound (28% yield), m. = 481.3 (M+H + ). Example 108 4-(4 di-j-j-yl-azino-1-ylmethyl)-N-(4-methyl-y-7-phenyl-oxazol-2 - benzylidene hydrochloride (1:1) The title compound (61% yield), m. (M+H + ). Example 109 4-(3(S)-Hydroxy-pyrrolidin-1-ylmethyl)-N-(4-A A Mo-7 - • 73. This paper wave scale applicable Chinese National Standard (CNS) A4 size (210X297 mm) (Please read the back of the precautions to fill out this page) • stapling line 1309567.

^ιΆΛ^ζ_2-yl)- benzomethamine hydrochloride (i: u using (S)-3-hydroxypyrrolidine in THF at 65. (: Obtained a white solid title compound (74% yield) MS: m/e = 460_3 (M + H + ). Example 110Heptin-1-ylmethyl-:N-(4-methoxy-7-benzene-茇井„?? - Benzamide hydrochloride (1:2) The title compound (87% yield) was obtained as the pale yellow solid. MS: m/e = 473.2 (M + H +). Example 1 11 4-(3(1〇-dimethylamino-pyrrolidin-1-methyl)_&gt; 1-(4_methoxy A _71-benzopyrazol-2-one benzamide hydrochloride (1:2) using (3R)-(+)-3-dimethylamino-pyrrolidine in THF at 65. (: mp. Zyridin-2-ylethylamino)-methyl 1-benzamide hydrochloride (1:2) obtained in pale yellow at 65 ° C using 4-(2-aminoethyl)-morpholine in THF The title compound was obtained as a solid (44% yield), MS: m/e = 503.3 (M + H + ). Example 1 1 3 N-(4- methoxy -7-Phenyl-benzoquinone psec-2-yl-ethylamino)-indenyl 1-benzoquinone hydrochloride (1:2) using N-(2-aminoethyl)- The title compound (3 7% yield), MS: m/e = 487.3 (M+H + ), mp. A4 size (210X297 mm) {Please read the note on the back and fill out this page) - Loading - - Booking 1309567 A7 _B7_ V. Description of invention (72) Example 114 NM - Methane-7-phenyl - awkward 4 oxazol-2-yl)-4 -indole (2-piperidin-1-y-ethylamino)-mercaptobenzamide hydrochloride Π: 2) using N-(2-amine The title compound (50% yield) was obtained as a pale-yellow solid, EtOAc (EtOAc: EtOAc) Methyl-N-(4-methoxy-7-phenyl-benzopyrazol-2-yl)-benzimidamide hydrochloride (1:1) using cyclobutylamine in THF at 65 ° The title compound was obtained as a white solid (yield: 68%), MS: m/e = 444.3 (M + H + ). Example 116 4-Cyclopentylaminomethyl-N-(4-carbamoyl-7-phenyl-benzoquinone, phenazol-2-yl, benzophenamide hydrochloride π: η using cyclopentylamine The title compound (46% yield) was obtained from EtOAc (EtOAc: EtOAc) -Amino 1-methylbu-N-(4-methoxy-7-3⁄4冀-benzoxazol-2-ylmomecanine hydrochloride (1:1) using 2-(aminomethyl) The title compound (57% yield), m.p.

Kf-methoxy-7-phenyl-benzopyrazol-2-ylsulfonyl)-aminopyridinium-benzamide hydrochloride (1:1) using 2-(aminomethyl) _ 喽 于 Ό THF THF THF Ό Ό Ό Ό Ό Ό Ό • • • 75 75 75 75 75 75 75 75 75 75 75 75 75 75 75 75 75 75 75 75 75 75 75 75 75 75 75 75 75 75 75 75

1309567 3⁄4齐印票411-3⁄43⁄4 Μ肖乍土. Hiccup A 7 _____ B7_ V. Inventive Note (73) Title compound (60% yield), MS: m/e = 486.3 (M+H + ). Example 119 4-Dipropylaminomethyl-N-(4-methoxy-7-phenyl-benzopyrazol-2-yl)-benzimidamide hydrochloride (1:1) using dipropylamine In THF at 65. (: mp. ))-4-{丨methyl-(2-pyridyl-yl-ethyl)-amino-1-methyl}-p-formylamine hydrochloride, using 2-[2-(nonylamino) Ethyl]-pyridine in THF at EtOAc (m.p.) -(4-methoxy-7-phenyl-stupyl#carbazole-2-indole-carboxamidine hydrochloride Π : Π White solid at 20 ° C using ammonia (7N in MeOH) in THF The title compound (after 4 days) (34% yield), MS: m/e = 3 89.1 (M+). - A 氲 -7 茇 茇 笑 笑 嘧 嘧 嘧 嘧 嘧 嘧 π Π Π Π Π Π Π Π Π Π Π Π Π Π Π Π Π Π Π Π Π Π Π Π Π Π Π Π Π Π Π Π Π The title compound was obtained as a solid (yield: 69%), MS: m/e = 444.3 (M+H + ). Example 123 N-(4-methoxy-7-phenyl-benzoxazol-2-yl) -4-丨(2-A is even its _ethylamino)-methylbenzamide hydrochloride (1:2) (Please read the note on the back and fill out this page). Install. π-line-76- This paper scale applies to Chinese national standard (CNS &gt; A4 specification (210X297 mm) 1309567 A7 —_- ________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________________ H + ). Example 124 -7-7-stupyl-mosa# oxazole 2 - pyazolidine-3-ylmethyl-benzamide 醢 Π Π: Ή using far-dip in THF The title compound was obtained as a white solid (yield: 48% yield), MS: m/e = 462.2 (M + H + ). Example 125 tI.3(S)-dimethylaminopyrrolidinylmethyl-methyl Oxy-7-phenyl-benzoxazol-2-ylbenzimidamide hydrochloride (1:2) using (3S)-(-)-3-(dimethylamino)pyrrolidine in THF The title compound was obtained as a pale brown solid (yield: 56% yield), MS: m/e=487.3 (M + H+). Example 126 j-[(2-dimethylamine ethylamine) Methyl hydrazine-hydrazine-(4. formazan-7-stupidyl oxazol-2-ylbenzamide hydrochloride (1:2) using 2-(dimethylamino)-ethylamine In THF 65. (: The title compound (32% yield) was obtained as a pale yellow solid, dish 8:111/6 = 461.3 (1'&gt;1+11 + ). Preparation 4-(1^2-amino)-Ν- (4-methoxy-7-arylbenzoxazole-2-yl)_benzamide: two: procedure C: suitable 2_amino-7-aryl-4-methoxy The phenyl hydrazine oxetazole was converted with 4-(chloromethyl)benzhydrin chloride using the general procedure of Example 1. The product was then purely converted with the appropriate amine (10 eq.) at 100 ° C for 24 hours. The reaction mixture was then dissolved in ethyl acetate. Ester, extracted with water and brine, dried and hollowed out. -77- The paper size is applicable to China National Standard (CNS) A4 specification (210X297 mm) f谙Read the back of the precautions and fill out this page) Customizing line 1309567 A7 ^_____B7 V. Description of the invention (75) Flash chromatography (tank, eluent: di-methane containing L2 to 24% methanol) to obtain a product of about 50% yield. Example 127 Chloromethyl-oxime (4-methoxyxobenzoic acid-2-pyryl-2-yl)-benzamide 2·Amino-4-methoxy-7-morpholin-4-ylbenzene Azoxypyrimidine (1 gram, 3 8 mM), 4-(fluoromethyl) stellar (810 mg, 4.2 mM) and u y (0.36 cc, 4.5 mM) The reaction was carried out in gas methane (2 mL) for 18 hours. The reaction was quenched with water (25 mL) and taken to pH 8.0 with sodium carbonate. The mixture was extracted with di-methane and the combined organic layers were dried and evaporated to dryness. Flash chromatography (2 g of a methylene chloride) was obtained as a white crystalline product (yield: 54%, MS: m/e = 418 (M + H + ). The compound of Example 1 2 8 to 132 was prepared according to the general procedure. 128-(4-Hydroxy-piperidin-1-ylmethyl-methoxy-7-morpholin-4-ylxoxazol-2-yl stupid Methionine was subjected to 4-Cho Hydroponic (200 mg, 2.0 mmol) to 4-chloromethyl-N-(4-methoxy-7-oxalin-4-ylphenylhydrazine using a general procedure C. </RTI> </RTI> <RTI ID=0.0></RTI> </RTI> <RTI ID=0.0></RTI> </RTI> <RTIgt; 9 methoxy-ethylmethylamino 1-methyl-B-N-(4-methoxy-7-$-yl-benzopyrazol-2-yl)-parabenzamide using the general procedure C to N -(2-methoxyethyl)-methylamine (178 mg, 2. 〇-78- This paper size is GM China National Standard (CNS) Α4 size (210Χ297 mm) urn.— ^in · ^-- (Please read the notes on the back and fill out this page)

*1T 1309567 A7 ____B7 V. Inventive Note (76) (Please read the note on the back and then fill out this page) Methyl 4-methyl-Ν-(4-methoxy-7-morpholine- Conversion of 4-ylbenzobenzoindole-2-yl)-benzamide (84 mg, 020 mmol) afforded the title compound as a white solid, yield 55%, MS:m/e = 471 Ή + ). Example 130 々-{[^-Hydroxy-ethyl^methylamido-methyl b: ^" methoxy--^^^ -4-yl-benzopyrene 唆_2_ phenyl stearamine 3 , 4-dimethoxybenzoic acid 2_{[4_(4-methoxy-7-morpholin-4-yl) alkaloids] _ Ethyl vinegar (63 mg, 〇.1 〇 mmol) was heated to 100 ° C for 30 minutes in aqueous sodium hydroxide (1 Μ, 0.5 mL) and ethanol (2 mL). The mixture was diluted with water and acetic acid. The combined organic layer was extracted with a saturated aqueous solution of sodium hydrogencarbonate, dried and evaporated to dryness. EtOAc EtOAc EtOAc Yield 48%, MS: m/e = 457 (M + H + ). Example 131 3,4-dimethoxy-indolecarboxylic acid 2-{丨4-(4-carboyl-7-morpholine- 4-Very-pyroxypyrazine-2-ylhydrazinylmethylamine oxime-ethyl ester using general procedure C with 2,4-dimethoxybenzoic acid 2-methylaminoethyl ester gas hydrate (96 mg , 0.4 mmol, and N-ethyldiisopropylamine (0.14 mL, 0.80 mmol) to give 4-methylmethyl-N-(4-methoxy-7-morpholin-4-ylbenzopyrimidine) Spit-2 - Benzylamine (84 mg, 〇. 2 〇 mmol) was obtained to give the title compound as a pale yellow solid, yield: 57%, MS: m/e = 621 (M+H + ). 132 N - (4-oxo-7-morpholin-4-yl-benzopyrazol-2-yl)-4 -indole-1 -yl•79- This paper scale uses Chinese national standards ( CNS ) A4 size (210X 297 mm) 1309567

Base-stupylcarboxamide using a general procedure (372 mg, i 9 mmol) to give a gas methyl-Ν·(4-methoxy_7_morpholine_4_phenylbenzoxazole-2-based Conversion of benzamide (84 mg, 0.20 mmol), followed by cleavage of the amine phthalate in trifluoroacetic acid (1 mL) followed by cleavage with saturated sodium carbonate to give the product as colorless. 72%, MS: m/e = 468 (Μ + Η + ) 〇 Example 1 3 3 H ( 7 · 棊 棊 4 - methoxy-benzoquinone p- oxazole 2 _ yl) _ 4 _ qi A <RTI ID=0.0></RTI> </RTI> <RTIgt; </RTI> <RTIgt; </RTI> <RTIgt; </RTI> <RTIgt; Example 134 K7-Benzyloxy-4-methoxybenzoylpyrazole-2-yl)_4 "3-dimethylamine oxime _ 洛 咬-1-yl fluorenyl)-benzamide guanidine hydrochloride The title compound was obtained as a pale yellow solid (yield: 86% yield) </ RTI> </ RTI> 195eC (decomposed). 1^(7-aryl-4-methoxy-benzothiazole-2-yl)- 1_尺3_1_尺4_胧^窜 Preparation: 二-般_Program D: Suitable 2_amino-7-aryl-4-methoxybenzoxazole (1 part) and pyridine (1.2 equivalents) Dissolved in 40 parts of tetrahydrofuran and treated with phosgene (2% toluene, 1 equivalent) at ambient temperature. After 60 minutes, the reaction mixture was concentrated under reduced pressure to half volume and the appropriate amine (1,25 equivalents) and pyridine (丨) Equivalent) ^ After 15 minutes at ambient temperature, the reaction mixture was evaporated to dryness. The product was isolated by flash chromatography (# gel, eluent: dichloromethane containing 2.5% methanol). -80- This paper size is applicable to China National Standard (CNS) A4 specification (210X 297 mm) 1309567 A7 B7 V. Description of invention (78) Example 135 to 137 of compound 135 thiomorpholine-4 -formic acid was prepared according to the general method. ί 4 -Methoxy-7-morpholin-4-yl-benzene rush Z Zhai-2-2 guanamine using the general procedure D with phosgene (20% benzene, 0.2 ml) and sulphur (0.045 ml) </RTI> </RTI> <RTIgt; </RTI> <RTIgt; </RTI> <RTIgt; </RTI> <RTIgt; </RTI> <RTIgt; /e = 395 (Μ + Η + ). Example 136 Morpholine-4-carboxylic acid (4-carbazino-7-indole-4-methylpyrazine-2-yl)-bristamine using the general procedure D to phosgene (2 Ο % 曱 benzene, Ο 2 ml) and morpholine (0·041 ml, 0.47 mmol) to convert 2-amino-4-methoxy-7-morpholin-4-ylbenzothiazole (100 mg, 0-377 mg). The title compound was obtained as a white solid (yield: 25%, MS: m/e = 379 (M+H+). Example 137 3-(4-Methoxy-7-morpholin-4-yl-benzoxazol-2-yl)-1-methyl (6-methyl-pyridin-3-ylmethylurea was used in general Procedure D is a 2-amino-4-methyl group with phosgene (20% toluene, 0.2 ml) and methyl-(6-methylpyridin-3-ylmethyl)-amine (0.064 ml, 0.47 mmol). Conversion of oxy-7-morpholin-4-ylbenzopyrazole (1 mg, 0.377 mg), m. Example 138 Bufuran-2·yl-methyl-3-(4-methyl qi-mo Mo#4 oxazol-2-ylurea•81 · This paper scale applies to China National Standard (CNS) A4 specification (210X297 mm) (Please read the notes on the back and fill out this page) - Packing. Ordering line 1309567 A7 B7 V. Description of invention (79) (4_Methoxy-benzoxazole-2-yl)-aminocarboxylic acid A solution of the third butyl ester (8 mg of '0.29 Amor) in dioxane (2 ml) was added with decylamine (55 mg, 0.57 mmol) and the mixture was heated to EtOAc (2 hr). The mixture was evaporated to dryness and the residue was crystallised from diethyl ether/hexane to afford Compound (8 mg, Μ% yield), MS: in / e = 303 (M+). </ RTI> </ RTI> </ RTI> 3-(4-carbamimid-7-phenyl- oxazolidine-2-one oxime (4-methoxy-benzoxazole-2-yl)-tert-butyl butyrate and hydrazine The title compound (66% yield) of m.p., m/e = 380.3 (M + H + ), MS: m/e = 380.3 (M + H + ). Example 140 1-(4-methoxy-7- 笨 - 幷 幷 幷 幷 幷?-芊)啥呤,? A^ filthy (please read the notes on the back and fill out this page).

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In the economic lang, the squadron of the squadron 1·the province ίhe&quot;.^· 十R uses (4-methoxy-7-phenyl-benzoquinone p-block-2) amide The title compound (62% yield), m.p.: m/e = 3 96.3 ( Μ + Η + ). Example 141 1-(4-Methoxy-7-phenylbenzoxazole-2-yl)_3_pyridin-2-ylureaurea (4-methoxy-7-phenylbenzoquine) The title compound (i 8% yield) was obtained as a tan solid, followed by reverse phase preparative HPLC, C18 ODS- AQ was dissolved in a MeCN/water gradient, MS: m/e = 391.2 (M + H + ). Example 142 -82 This paper scale applies to Chinese National Standard (CNS) A4 specification (210X297 mm) Line A7 1309567 _B7 _ ' V. Description of invention (8〇) 1- (4-methoxy-7-phenylphenylhydrazine) ί塞吐-2-yl)-3 -p ratio -3--3-methyl Μ using (4-methoxy-7-phenylbenzoindole-2-yl)-aminocarboxylic acid tert-butyl vinegar And 3-(Aminomethyl)-bite gave the title compound (18% yield) eluted elute elute 391.2 (M + H + ). Example 143 1-(4-Methoxy-7-phenylbenzoin-2-yl)-3-p-precipitated 4-ylmethylurea (4-methoxy-7-phenylbenzene) And the title compound (52% yield), m.p. +H + ). Example 144 3 - (4 di-t-ethoxy-7-phenylbenzoindole-2-one U-methyl-1.pyridin-3 used in methylurea (4-methoxy-7-phenyl) Benzoxazole-2·yl)-aminocarboxylic acid terpene vinegar and 3-(methylaminomethyl)-pyridine gave the title compound (23% yield), m. M + H + )'. Example 145 1 bisHyoxy-7-phenylbenzoxazol-2-yl)·3-indene a early use (4-methoxy-7-phenylphenylhydrazine) , the title compound (77 〇 / 〇 yield), MS: m/e = 404.5 (M + H +) ). Example 146 Methoxy-7-phenylbenzoindole-2-yl U3-M-f芊β) Bamboo· Using (4-methoxy-7-phenylbenzoxazole-2-yl)· Tert-butyl carbazate-83- This paper size is applicable to China National Standard (CNS) A4 specification (210X297 mm) (please read the notes on the back and fill out this page) - Loading - Setting 1309567 A7 B7 V. BRIEF DESCRIPTION OF THE EMBODIMENT (8 〇 座 齐 k Η Η 乂 乂 4 4 4 4 4 4 4 4 4 4 4 4 4 4 4 4 ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( 〇Example 147 id4-A, Oxygen J__3-(4-methoxy-7-stupyl mosylpyridazole-2-, de-use (4-methoxy-7-phenylbenzoxazole) </RTI> </RTI> </RTI> </RTI> <RTIgt; </RTI> <RTIgt; </RTI> <RTIgt; </RTI> <RTIgt; </RTI> <RTIgt; Example 148 3,4-dihydro-1H-isoquinoline-2-carboxylic acid (4-methoxy-7-phenylphenylarsenazo-2-yl)-guanamine using (4-methoxy-7- Phenyl benzopyrimidin-2-yl)-amino decanoic acid terpene vinegar and 1,2,3,4-tetrahydroisoquinoline gave the title compound (3i% yield) Then, using reverse phase preparative HPLC, Cl8 ODS-AQ was eluted with a water/acetonitrile gradient, MS: m/e = 416.3 (M + H + ). Example 149 1 -(2-dimethylaminoethyl)-3 -(4-Methoxy-7-phenyl stupid #oxazolyl-2·)-urea using (4-methoxy-7-phenylbenzo I»zepin-2-yl)-carbamic acid The title compound (67% yield), m.p., m. Ethyl)-3-(4.methoxy-7-phenylbenzoxazole-2-yl-based (4-decyloxy-7-phenylbenzopyrimidin-2-yl)-amino group The title compound (35 % yield) of -3 - butyl acetate and ethanolamine obtained as a tan solid, -84- This paper size is applicable to China National Standard (CNS) A4 size (210X297 mm) (Please read the notes on the back first) Fill in this page again - Loading · Setting 1309567 A7 B7 V. Description of invention (82) MS: m/e = 344.3 (M + H + ) 〇 Example 151 1-(4-methyl-oxy-7-benzene Use of (4-methoxy-7-phenylbenzoquinazolyl-2-yl)-tert-butyl butyrate and 1-(2-aminoethyl) )-piperidine obtained The title compound a brown solid (67% yield) 'MS: m / e = 411.4 (M + H +). Example 152 1 - (oxy bis 7 - cyanobenzoquinone far ton · 2 · yl)-3-(2- chloropyrim-4-ethyl) pulse (4-methoxy-7-phenylbenzene) And the title compound (29% yield) of the mixture was obtained as a tan solid. = 413.4 (1^+11 + ). Example 153 1-(4-methoxy-7- carbylbenzox-sei-2-ylindole-2-ylethyl)-doping using (4-methoxy-7-phenylphenylhydrazine) The title compound (88% yield), m: e = 405.4, mp. (M + H + ). Example 1 54

1-(3-imidazol-1-ylpropyl)-3-(4-methoxy-7-phenyl stupid #毺姊-2_)-urea hydrochloride Π : U

Using (4-methoxy-7-phenylbenzoquinone p-sept-2-yl)-carbamic acid tert-butyl vinegar and N-(3-aminopropyl)-imidazole to obtain the free base, which is 5N HCl/EtOH -85- This paper size is applicable to China National Standard (CNS) A4 specification (210 X297 mm) (please read the notes on the back and fill out this page)

</ RTI> </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; Example 155 1_-Ethyl 3- 3-indole-4-methoxy-7-phenylmosecazole-2-yl)-1-pyridin-4-one methyl urea hydrochloride (1:1) using (4 - Benzyl 7-phenylbenzoxazol-2-yl)-carbamic acid tert-butyl ester and 4-(N-ethylaminomethyl)-pyridine obtained the free base which was treated with 5N HCl / EtOH The title compound (64% yield), m.p. Example 156 j_-(2-Imidazol-1-ylethyl)-3-(4-methoxy-7-phenylbenzoxazol-2-yl)-urea hydrochloride (1:1) 4-methoxy-7-phenylbenzo pexe-2-yl)-carbamic acid terpene vinegar and N-(2-aminoethyl)-imidazole gave the free base as 5N HCl/ The title compound (6 5 % yield), m.p. Example 157: </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> <RTIgt; -2-yl)-carbamic acid tributyl sulfonate and morphine obtained the title compound as a white solid, followed by crystallization from diethyl ether / n-hexane (6 7% yield), MS: m/e = 370.3 (M+H +). Example 158 thiopenta-4-formic acid (4-methoxy-7-phenyl albendazole-2-yl)-decylamine (4-methoxy-7-phenylbenzoquinone-2) -Base)-Aminobenzoic acid Third Ding-86- This paper scale is applicable to China National Standard (CNS) Α4 specification (210X297 mm) (Please read the note on the back and fill out this page) Loading · Order 1309567 A7 ____B7 </ RTI> </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; </RTI> <RTIgt; Example 159 1 __ 代代-1 -yl-4 - thiophene-4 -carboxylic acid (4-oxo-oxy-7-phenylphenylhydrazine 4 oxa-2-yl decylamine in thiomorpholine-4 -carboxylic acid Addition of 3_phenyl-2-(benzene) to a solution of (4-methoxy-7-phenylbenzoxazole-2-yl)-decylamine (240 mg, 0.62 mmol) in CH2C12 (10 mL) Base oxime) oxazetidine (244 mg, 0.92 mmol) and the mixture was stirred at room temperature for 2 hours. Then the solvent was reduced to about 2 mL and the mixture was added diethyl ether (10 mL) for ultrasonic vibration 1 5 The precipitated solid was filtered, then dried (EtOAc mjjjjjjjjjjjs 160 1-[2-(1,1-dioxo-1·6·thiomorpholin-4-one)ethyl ι·3-(4-methoxy-7-phenylbenzoxazole 2-ylurea hydrochloride (1:1) using (4-methoxy-7-phenylphenylhydrazone, pyrazol-2-yl)-carbamic acid tert-butyl ester and 2 - ( 1, 1 -Dioxothiomorpholine-4-yl)-ethylamine to obtain the free base' which is converted to the hydrochloride salt with 5 N HCl/EtOH followed by hollowing out (〇_〇5 mmHg, 60 C). solid Title compound (87% yield), MS: m/e = 461.2 (M + H + ) 〇 Example 161 3-(4 - decyloxy-7-phenyl alum 4 崦 2 _ _) -Trial-1-(6-mercaptopyridin-3-ylmethyl) choline hydrochloride (1:2) using (4-oxo-7-phenylbenzo-su-Jun·2_ base )-Aminocarbamic acid dibutylate-87- This paper scale applies to Chinese National Standard (CNS) Α4 specification (210 X 297 mm) 1309567 A7 B7 V. Invention description (85) and methyl-(6-methyl A free assay was obtained for the p-peptidyl-3-ylmethyl)-amine, which was converted to the hydrochloride salt with 5N HCl/EtOAc, then recrystallised from acetonitrile and dried (〇〇5 mmHg, 60 ° C) to give a white solid. The title compound (61% yield), MS: m/e = 448 </RTI> (M+H + ). Example 162 3 - (4 - 曱 羞 -7 -7 phenyl benzopyrazole Methyl _ 1 _ pyridine _ _ methyl urea hydrochloride (1:2) using (4-methoxy-7-phenylbenzo v- -2-yl) _ carbamic acid tributyl hydrazine The methyl base was obtained as a free base, which was converted to the hydrochloride salt with 5N HCl/EtOH and then recrystallized from EtOH/diethyl ether and dried (0 〇5 mmHg, 60 ° C) to obtain white. solid The title compound (7〇% yield), MS: m / e = 494.4 (M + H +). Example 163 3-(4-methoxy-7-phenylphenyl sulfonium aceto-2-yl)-1-methyl- ip butyl-4-ylmethylurea hydrochloride (1:2) (4-methoxy-7-phenylphenylhydrazine, thiophene-2-yl)-tert-butyl carbamic acid and methylpyridin-4-methylamine give the free base which is converted with 5 Ν HCl/EtOH The hydrochloride salt was then recrystallized from EtOAc / EtOAc (EtOAc) (EtOAc) H + ). Example 164 3-(4-methoxy-7-phenylbenzoxazol-2-yl)-1-methyl-1-(1-oxypyridin-3-ylmethylurea in 3-(4) -decyloxy-7-phenylbenzoxazol-2-yl)-1-indolyl-1-pyridine-3- -88 - This paper scale applies to Chinese National Standard (CMS) ΜSpecification (Z10X 297 mm) (Please read the precautions on the back and fill out this page) - Loading · Setting 1309567 A7 B7 V. Inventive Note (86) Base methyl vein (405 mg, 1 mmol) in ch2C12 ice-cooling solution, add 3-chloroperoxybenzoic acid (MCPBA) (295 mg, 1.2 mmol) and the mixture was spoiled at 〇C for 1 hour' followed by stirring at room temperature for 1 hour. This reddish reaction mixture and 5% NaHC03 solution ( 5 〇 ml) was washed thoroughly, and the aqueous phase was extracted with CH2C12 (2×30 mL) and then the combined extracts were dehydrated with Na2s 〇4 to filter and evaporate to obtain a purple solid. The solid was chromatographed in si〇2 (Merck 230-400 mesh). The title compound (26 mg, 62% yield), m.p. + ). Example 165 1-benzyl-3-(4_decyloxy stupid A total of 4 oxazol-2-ylurea was added to a stirred solution of 2·amino-4-methoxybenzoxazole (18 mg, 1 mol) in thf (5 ml), decyl isocyanate (166 mg, 1.25 The mixture was heated to 60 ° C for 3 hours. After evaporating the solvent, diethyl ether (5 mL) was added and the suspension was added n-hexane (5 mL) for 1 min. / n-Hexane (1:1) washed to give the title compound <RTI ID=0.0>################################################################################# Example 166 of the compound of Preparation Example 166 L-mercapto-3-(4-methoxy-7-indole#-oxazol-2-yl-based 2-amino-4-oxooxy-7-phenyl Benzopyrazole, obtained as a white amorphous solid (92% yield), MS: m/e = 389 (M+). Example 167 -89- This paper scale applies to the Chinese National Standard (CNS) A4 specification (210X297 mm) ) -.-- · (Please read the notes on the back and fill out this page). Install. Order [309567 A7 B7 V. Inventions (87) i-(4-methoxy 1,7-benzene ^^^ 2_基)_3-pyridine·3·砬服2 Amino-4·nonoxyphenyl benzoxazole (8 〇 mg, 〇 3 mmol) of the second material (3 mM) was stirred in the falling liquid, and the yttrium _3_isothio vinegar was added. (64 mg, 0.47 mmol) and the mixture was heated to 1 Torr. (:: </ br> </ br> </ br> </ br> </ br> </ br> </ br> </ br> </ br> </ br>克, 80% yield), MS: m/e = 393.1 (M + H + ). Example 168 L-Benyl 1^3-(4-methoxy-7-phenylindole#; _2_ a) thiopurine in a suspension of 2-amino-4-methoxy-7-phenylbenzoxazole (152 g, 6 mmol) in dioxane (60 mL), Add benzamidine isothiocyanate (1 · 45 g, 8.9 mmol) and heat the mixture to hydrazine for 2 hours, during which time the suspension dissolved. After cooling, the solvent was removed and the solid was suspended in hot acetonitrile. (100 ml) and warm-filtered (50 ° C). The collected solid was washed with EtOAc (20 mL) eluting with EtOAc (EtOAc)克, 55% yield), MS: m/e = 419.0 (M+) 〇 Example 169 (4 - methoxy-7- benzox ##oxazol-2-yl thiourea in 1-benzylidene- 3-(4-methoxy-7-phenylbenzoxazol-2-yl)-thiourea (1.3 g, 3.1 mmol) In a solution of methanol (20 ml) / THF (40 ml), NaOMe (250 mg, 4.6 mM) was added and the mixture was stirred at room temperature for 72 hours. After evaporating the solvent, water (100 ml) was added followed by acetic acid ( 1 ml) agitation, causing solid precipitation. Collect solids and use -90- paper scale on the glass porcelain funnel. Applicable to Chinese National Standard (CNS) Α4 specification (210X297 ft) (Please read the notes on the back and fill out this page. ) Installation, π line 1309567 A7 B7 V. Description of the invention (88) ~ Wash with one water (100 ml), then wash with Et0Ac (3 〇 ml), and finally (please read the notes on the back and fill out this page) The title compound (850 mg, 87% yield), m.p. Benzo-1 thiophene-2-yl swells to 2-amino-4-methoxybenzoxazole (33 〇 mg, 〗 83 mmol) and urea (1 · 1 g, 1.83 耄 Mo) The mixture was heated for 1 hour with 丨7〇«c, and ammonia gas was evolved. After cooling to room temperature, water (〗 0 ml) was added. The mixture was stirred vigorously. The solid was then filtered, washed with water (1 mL) and then with ethyl alcohol (1 mL) and dried at 60 ° C (〇 〇 5 mmHg) to give the title product (300 mg ' 73°/. Yield), MS: m/e = 223 (M + ). Example 171 of Example 171 to 173 was prepared according to the general procedure of Example 170 (4-methoxy-7-phenylbenzoxazole-2-one). 2-Amino-4-methoxy- 7-Phenylbenzoxazole, the title compound was obtained as a white solid (yield: 58%). The preparation of this compound is described in the following patent documents: N-(benzoxazol-2-yl) oxalic acid derivatives 'W. Winter, M.. Thiel, A. Roesch and OH Wilhelms German Patent DE 2656468, 1978. Example 172 (4,6-di-benzopyrazin-2-ylurea, using 2-amino-4,6-difluorobenzo p-pyr to give the title compound (42% yield) MS:m/e = 229(M + ) » Example 173 • 91 - This paper scale applies to Chinese National Standard (CNS) Α4 specification (210Χ297 mm) 1309567 A 7 __B7______ V. Description of invention (89) (7 二异^ 4--4-methoxybenzoindole»塞 4-2 -yl)·urea This compound is described in the following patent documents and prepared according to the procedure described therein: 苯·(benzoxan-2-yl)cartoter Acid derivatives, w winter, M Thiel A. Roesch and OH Wilhelms, German patent DE 2656468, 1978. Example 174 [4 Dimethoxy-7-phenylbenzoxazole 2 - a pyridine _3 - yl group 3 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- Methyl)pyridine (176 mg, 1.6 mmol) and the mixture was stirred at 1 Torr for 18 hours. The solvent was evaporated and mixture was placed in methanol (8 mL) and the mixture was shaken for 1 minute to precipitate the product. 'It is washed with methanol (5 ml) The title compound (58 mg, 31% yield), m.d. To 184 compound example 175 (4-methoxy-7-phenylbenzoquinone g-Sen-2-yl)-g was obtained by using 4-(aminomethyl)-pyridine as the amine. The title compound (17% yield), m.p. The title compound (32% yield) was obtained as a white solid (m.p.). - (4-methoxy-7-phenylbenzoin-2-yl)-amine-92- This paper size applies to Chinese National Standard (CNS) A4 specification (210X297 mm) (Please read the back of the note first) 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 Example 178 (2-methoxyethyl)-(4-methoxy-7-stupyl) Using 2 - methoxyethylamine the title compound was obtained as a white solid (56〇 / square yield), MS: m / e = 315.3 (M + H +). Example 179 Cyclopropylmethyl-(4-methoxy-7-phenylbenzopyroxy-2-ylamine) mp mp mp (m. : m/e = 311.2 (M+H + ). Example 180 (4-methoxy-7-phenylbenzoxazol-2-yl)-(2·pyridin-2-ylethyl hydride hydrochloride (1:2) The crude product was obtained using 3-(2-aminoethyl)-pyridine, which was converted to its hydrochloride salt with an excess of 5n HCl/EtOH (2.5 eq.) and then by reverse phase preparative HPLC using C18 ODS The -AQ column was purified by EtOAc (EtOAc/EtOAc/EtOAc (EtOAc) M + H + ). Example 181 1^-(4-decyloxy-7-phenyl stupid# pyram-2-yl)_;^,,:^|-dimethyl 1,2-diamine hydrochloride Salt Π : 2) Using 2-(dimethylamino)-ethylamine to obtain a crude product which is converted to its hydrochloride salt in an excess of 5 n 11 (: 1 / &amp; 011 (2.5 eq.) and then by reverse phase. HPLC using C18 ODS-AQ column with water (〇. 1% TFA) / acetonitrile gradient solution 93 paper size applicable to Chinese national standards (CNS> A4 specifications (210X297 public f t) {Please read the notes on the back and then fill out this page) - Packing and setting 1309567 Economic Langzhong clips 隼 χ χ 旁 昨 昨 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江 江The solvent was evaporated to give the title compound (yield: </RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> <RTIgt; Ethyl)morpholine gave the crude product which was converted to its hydrochloride salt in an excess of 5 EtOAc/EtOAc (2. 5 eq.) and then purified by reverse phase preparative HPLC using a C18 ODS-AQ column with water (〇.1%) The title compound (67% yield) was obtained as a white foam. MS: m/e=370.3 (M+H + ). Carbazole-2·())-〇·piperidine-1-one acetonyl-lactate (1:2) using 1-(2-aminoethyl)-piperidine to obtain a crude product in excess 5N HCl/EtOH (2.5 eq.) was converted to its hydrochloride salt and purified by reverse phase preparative HPLC using a C18 ODS-AQ column eluting with water (0 1% TFA) / acetonitrile gradient. Solvent obtained white Title of color foam Compound (57% yield), MS: m/e = 368.2 (M + H + ). Example 184

Li4-methoxy-7-phenylbenzopyrazole-2-yl)-ethanol hydrochloride (1:n using ethanolamine to give the crude product, which was converted to an excess of 5N EtOAc / EtOAc (25 eq) The hydrochloride salt and the reverse phase-prepared HPLc were purified by C18 ODS-AQ column eluting with water (0.1% TFA) / acetonitrile gradient. The product was collected and the solvent was evaporated to give the title compound as white foam (6 〇 % yield), 94· This paper scale applies to China National Standard (CNS>Α4 specification (210X29*7 mm (please read the back note first and then fill out this page)

1309567 A7 B7 V. INSTRUCTIONS (92) MS: m/e = 300.4 (M + H + ). Example 185 L4·.N-oxy 7-(2-methylpyridin-4-yl)oxazol-2-yl-1-n-methyl ester from methyl (7-iodo-4-methoxybenzoxazole) </RTI> </RTI> </RTI> </RTI> </RTI> <RTI ID=0.0></RTI> </RTI> <RTIgt; M + ). Example 186 (4-methoxy-7-oxalin-4-ylphenyl hydrazine is used in the absence of methyl 2-aminocarbamate (4-methoxybenz p-bite - 2.- The product of the same procedure as the amino acid amide yielded the product as an off-white solid, 58% yield, MS: m/e = 324 (M + H + ). Example 187 (4 - A Benzyloxy-7-phenylbenzo, Benzen-2-yl)-carbamic acid benzyl ester in 2-amino-4-methoxy-7-phenylbenzopyrene (512 mg, 2 mM The pyridine of the molar was stirred at 90 ° C, and the gas formic acid + vinegar (3.33⁄4 liters ' 23.43⁄4 mol) was added in 3 portions over 6 hours. The reaction mixture was evaporated to dryness and partitioned from CH2C12 (50 ml) Between the saturated aqueous NaCl solution (50 ml), the aqueous phase was separated and extracted with CH2C12 (2×50 ml) and the combined organic phases were dried, dried and evaporated. The crude residue was purified by EtOAc EtOAc (EtOAc) ,]^^:1114=391.2(]^ + 11 + ). '实#11 88 (4-methoxy-7-phenylbenzoquinone-pyrazol-2-yl)-carbamic acid methyl ester-95 - This paper size applies to the Chinese National Standard (CNS) A4 specification (210 3^297 mm) (please read the notes on the back and fill out this page)

1309567 A7 -__ B7 _ V. Description of invention (93) gj丄7 - broken 4-methoxybenzoxazole-2-yl)_ neck methyl formate (4-methoxybenzopyrazole Methyl 2-amino)-carbamate (31.0 g, 130 mmol) and sodium acetate (32.3 g, 394 mmol) were dissolved in 400 ml of glacial acetic acid and slowly iodine monohydrate at 0 °C ( 1 3 · 5 ml, 264 millimoles). The reaction mixture was then slowly warmed to room temperature and stirred for 15 hours. After adding water (1.3 liters), the formed precipitate was filtered off and washed with water. The filter cake was then dissolved in a minimum amount of tetrahydrofuran (about 150 mL) and decolorized with 1 μ of aqueous sodium thiosulfate. The product was precipitated by the addition of water (about 2.0 liters), filtered off and taken at 6 Torr. (: Dry for 12 hours. Obtain 42.3 g (89%) of white solid, !^8:111/6 = 364(]^ + ). -曱-oxy-7-vinyl alum 4幷_2_ base) Methyl carbazate (7-iodo-4-methoxybenzoxazole-2-yl)-carbamic acid methyl vinegar (! parts), vinyl tributyltin (1.0 eq.) and hydrazine (triphenylphosphine) Palladium (〇) (〇·1 equivalent) was mixed with 2 M Na2C〇3 (4·0 equivalent) in dioxane (25 parts) and heated under reflux for 24 hours. The reaction mixture was evaporated, washed with brine and dried with EtOAc. After evaporation to dryness, EtOAc (EtOAc:EtOAc) Example J89 ir fluoro-N-(4-methoxy-7-vinylbenzoquinone far-bited 2-based)-benzamide amide a) 4-methoxy-7-ethenyl benzopyrene _ Methyl 2-aminoamine (4-methoxy-7-ethyl-benzoxazol-2-yl)carbamate is dissolved in ethylene glycol/2N ΚΟΗ (2:1) and at i〇0° C was stirred for 3 hours. Water and the mixture were then extracted with CH2C12, and the organic phase was washed with brine and dehydrated with MgS. After evaporation, the residue was crystallized from CH2C12 to yield white crystals (64%), F.p. 155 - 159 〇C. -96 - This paper size is applicable to China National Standard (CNS) A4 specification (210X297 mm) (please read the note on the back and fill out this page) • Install. Order 1309567 Economic bad t-clip sample &quot; Ma Beigong Province By the side, "阼法平策 A7 _ B7 1 ___一-1 - five, invention description (94) b) 4-fluoro-N-(4-methoxy-7-vinyl awkward bite_2- The title compound was prepared as a white solid from 4-methoxy-7-vinylphenylhydrazine, ethazol-2-ylamine and 4-fluorophenylhydrazine. 85〇/〇); Fp: 198-199. . . Example 190 (4-methoxy-7-propanyl phenyl benzophenanthene)-aminocarbamate followed by the general procedure of Example 188b) from (7-iodo-4 methoxy) The title compound (75%) was obtained as a yellow solid, m.p.: </RTI> &lt;RTI ID=0.0&gt;&gt; -ethyl-4-methoxybenzoxazole-2.yl)_4-fluorobenzamide 100 mg 4-fluoro-N-(4-methoxy-7-vinylbenzoquinazoline_2 • Base)-Strepellamide (0.3 mmol) was dissolved in methanol (100 mL) and pd/c (4 mg) was added. The reaction mixture was hydrogenated for 2 hours. After filtering and evaporating the solvent, the crude product was subjected to column chromatography (solvent &lt;RTI ID=0.0&gt;&gt; The title compound was obtained as white crystals (yield: 79%); F.p.: 165-167. Example 192 [7-Diethyl-bromomethoxybenzoquinone p-Shen-2-ylaminocarbamic acid methyl vinegar. According to the method of Example 188b), from (7-iodo-4-methoxybenzothiazole_2_ Methylaminocarbazide (1 eq.) and (1 - ethoxyethyl) tributylstannide. Example 193 Light-ethyl ethyl)-4-methoxy stupid #oxazolyl-2-pyramine-methyl formate-97- This paper is applicable to China National Standard (CNS) A4 specification (210X297 mm) (锖先S Read the back of the note

-UF 装·•^ Ministry of Economic Affairs, Central Bureau of Standards, Staff Consumer Cooperatives, Printing 1309567 Α7 ---Ξ---- V. Inventions (95) 〇·〇5g (7-Ethyl-4-methoxy Methyl benzopyrazole-2-yl)carbamate (0.00018 mmol) was dissolved in ethanol (3 mL) and 0.028 g NaBH4 (0.00072 mol) was added. After stirring at 4 ° C for 24 hours, the reaction mixture was diluted with water and extracted with CH2C12. The title compound (38%) was obtained as a white solid, m.j. Example 194 (Intermediate) Cyclo-indole-7-(2-bromo-1-yl-ethyl)-4 methoxy alum-methyl-2-yl]di-methyl carboxylic acid 1.5 gram ( 4·曱-oxy-7-vinylbenzoxazole-2-yl)-carbamic acid methyl ester (0.0057 mol) dissolved in THF (60 liters) and Η20 (6 ml) and 1. gram NBS (0.0 〇 6 mol) was treated at room temperature for 15 minutes. The solvent was then removed and the residue was takenjjjjjjjjjjjjj The combined organic phases were washed with brine and dehydrated with MgS04. After evaporation, the crude product was subjected to column chromatography (EtOAc, ethyl acetate). The title compound (78%) was obtained as a white solid, F.p. 150-155. Hey. Example 195 (Intermediate) [7-(2-Bromo-1-hydroxypropyl)-4-methoxybenzothiazol-2-yl 1-carbamic acid methyl ester according to the method of the above example, from (4 - Methyl methoxy-7-propenylbenzoxazol-2-yl)carbamate The title compound was obtained as a foam, and was subjected to the next step without purification and characterization. Example 196 (Intermediate) Group 4-Methoxybenzoquinone-2-yl)-carbamic acid methyl-98- This paper scale is applicable to China National Standard (CNS) A4 specification (210X297 public 嫠C) Please read the precautions on the back and fill out this page. - Installed and ordered the Ministry of Economic Affairs, Central Bureau, Bureau of Staff, Consumer Cooperatives, Printing 1309567 A7 B7 _ V. Inventions (96) 1.6 g. Cyclone-[7-(2- Methyl bromo-1-hydroxyethyl)-4-methoxybenzoxazol-2-yl]-carbamic acid methyl ester (0.0044 mol) dissolved in CHCldlOO ml) and 3.8 g Mn〇2 (0.044 mol) ) treated at 70 ° C for 3 hours. The hot reaction mixture was filtered and subsequently concentrated. The crude product was crystallized from EtOAc (yield: EtOAc (EtOAc) 4-methoxybenzofuran-2-yl 1-amine article ^ carboxylic acid oxime ester 5.0 g [7-(2-bromo-1-#-propylpropyl)-4-methoxybenzopyrene Methyl 2-amino]-carbamate (0.0133 mol) was suspended in water (30 mL) and 2.0 g of Cr〇3 (0.02 mol) dissolved in acetic acid (30 mL) was added. The mixture was evaporated to dryness EtOAc (3 mL). The title compound of the orange crystals (74%); Fp·: 1 99-201eC ° Example 198 (4 -methyllacyl-7-g-cephen-2-ylbenzo-I»塞峻2-yl)_Face Methyl chloroformate followed by (4-methoxy-7-vinylcamptoin-2-yl)-carbamic acid methyl ester (Example 188b) from (7-iodo-4-methoxybenzothiazole _2 _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ Fp 160-165... Example 199 [4m-_7-(5-methyl, ceto-2) acesulfame azole _2 _ methyl carbamic acid methyl ester according to (4-methoxy-7- Methyl vinylbenzopyrazol-2-yl)-amino decanoate (-99- This paper size is applicable to China National Standard (CNS) A4 specification (210X297 mm)~~~ (Please read the notes on the back first) Fill in this page) Pack. 1309567 A7 B7 V. Description of Invention (97) Example 188b) Method from (7-Iodo-4-(methoxybenzo-4-yl)carboxylate and 2-tributylstannane-5- Preparation of a yellow solid compound (40%), Fp 267-274X: (decomposition) with methyl epoxiphene. Example 200 [4 di-T, oxy_7_-(2-methyl p-sei-4-yl) )-笨# p索一-, Α methyl ester--^ 1-3 g (7-bromoethenyl-4-methoxybenzopyrazole-2-yl)-carbamic acid methyl ester (0.0036 Moor) and 0.27 g of thioacetamide (0.0036 mol) dissolved in diterpene (30 ml) and at 70. (: 4 hours of agitation. Evaporation of half of the solvent followed by the addition of water) and pH to saturate NaHC〇 3Adjust to 7. Solid in the Shen Dian, separate and then carry out sand rubber column chromatography using ethyl acetate to dissolve. Obtain gray Title product of solid (27%); F.p_: 186-188 ° C. Example 201 H-Methoxy-7-丨2_(6-methylpyridin-3-yetidine-4-ylb stupid# Methyl oxazol-2-ylaminocarbamate according to the above method, from (7-bromoethenyl-4-methoxybenzoquinone, butyl-2-yl)-carbamic acid methyl ester and 2-methyl Pyridine-5-thiocarboxamide The title compound (73%) Example 202 [4-methoxy- 7-(2-0-dip-2-yl-p-buty-4-yl)-benzoquinone-2 -yl 1 - (Please read the note on the back first) Fill in this page again - Install -

_ .-IT Line Ministry of Economics, Central Bureau of Standards, Bayer Consumer Cooperative, indole methacrylate, according to the above method, from (7-bromoethenyl-4-methoxybenzoxazol-2-yl)-amine Methyl carbamate and pyridine-2 - thiocarbamide The title compound (63%) -100- This paper size is applicable to the Chinese national standard (CNS &gt; A4 specification (210X297 mm) 1309567 A7 B7 V. Invention description (98) Example 2 0 3 {7-[2-(T-butoxycarbonylamino group) Methyl)-carbazol-4-yl-4-yl-methoxy-carbazole-2-methylaminomethyl decanoate according to the above method 'from (7-bromoethenyl-4-methoxy) Methyl benzoxazol-2-yl)- carbamic acid methyl ester and butyl sulfhydryl decyl methyl carbamic acid as the title compound (26%); MS (ISP): m/e =451 (M+H+). Example 204

"7-(2-Aminomethyloxazol-4-yl)-4-methoxy stupid#, methyl ester of exotazol-2-yl-p-aminocarbamate (1: U 0.075 g {7-[2- (Third butoxycarbonylaminomethyl)·, thiazol-4-yl]-4-methoxybenzopyrazol-2-yl}-amino decanoate (〇.〇〇〇π莫The title compound (70%) was obtained as a white solid: EtOAc: EtOAc. 30. (:. Example 205 [7-(2-dimethylaminomethyl sulfonium-4-yl)-4-methoxy-charged p-sodium-amino decanoate according to [4 -曱Alkyl 7-(2-indolyl p-indole-4-yl)benzoxanthene-2-ylcarbamate, from (7-bromoethenyl-4-oxime) The title compound (11%) was obtained as an off-white solid: m.p.: 185-189 ° C (decomposition). [7-(2,5-Dimercaptopropazol-4-yl)-4-methoxybenzo- oxazol-2-ylmethyl-methyl benzoate-101 - This paper scale applies to Chinese home standard (CNS) A4 specification (210X 297 mm) Central Standard for the Ministry of Economic Affairs Bureau of Bayer Consumer Cooperatives Printing 1309567 A7 B7 V. Description of Invention (99) According to the above method, from [7-(2-bromopropyl)-4-decyloxybenzoquinone p-synthesis-2-yl)-amine The title compound (42%) was obtained as an off-white solid: EtOAc: EtOAc: EtOAc: EtOAc: Methylamino)-carbazol-4-yl-1·茇斿逯2-methyl-p-aminocarbamate according to the above method, from [7-(2-bromoethenyl)-4-methoxybenzox The title compound (5 3%) was obtained as an off-white solid: mp 135-140 ° C. Example 208 [7-(2-amino)唆-4-yl)-4-decyloxybenzene '弁p 吐 -2--2- a methyl 1-formylcarboxylate _0.070 g {4-methoxy-7-[2-(dibenzylamine) Methyl)-methyl benzopyrazole-2-yl-p-methyl carbamate (0.00012 mol) was heated back in 2 ml of 2.5 M HCl/MeOH for 4 hours. The title compound (23%) was obtained as a white solid, m. Fp: 293_296 ° C (decomposition). Example 209 [7-(2-Methylamino, succin-4-yl)-4-methoxybenzoquinone _ 2. Methyl 2-aminocarbamate According to the above method, methyl [7-(2-bromoethenyl) 4-methoxybenzoquinone succinyl-2-yl]-carbamic acid and hydrazine, hydrazine-dimethylthiourea and triethylamine The title compound (86%); -102- This paper size is applicable to China National Standard (CNS) A4 specification (2丨〇'〆297mm) (Please read the note on the back and fill out this page) -Installation. Order 1309567 A7 B7 V. Invention Description ( 1〇〇) Example 210 f 4 - Acacia -7 _ f 2 - Picha. 嗟-1 - US 11 塞i -4 -yl)- Branch #carbazole _ 2 -It}-Aminomethyl carbamate Preparation of an off-white solid from methyl [7-(2_(ethyl)-bromo)-4 methoxybenzoxazol-2-yl]-carbamic acid and 1-indoprolol The title compound (16%); F.P_: 199. Example 211 『4-methoxy- 底-丄-基1^塞乙-4-基)·Benzene 唆 唆 葚-2-葚1-Amino decanoic acid methyl ester according to the above method, from [7- The title compound (71%) was obtained as an off-white solid: m.p. : 209-211 ° C. Example 212 "4 methoxy- 7- Γ2-1#1*林-4·基g塞乙-4-基)-Benzene 畤-2 - \ . (Please read the notes on the back and fill out this Page) - Packed. - Ordered by the Ministry of Economic Affairs, Central Bureau of Standards, Peking Consumers Co., Ltd. to print methyl methacrylate according to the above method, from [7-(2 - 溪乙乙基)-4-methoxy 幷喧 幷喧 _ The title compound (41%) was obtained as a yellow solid, m.p. Oxy-7-indole-2-M-methylpipedino-1-yl)-pyrimidin-2-yl-p-butylamine-glycolic acid methyl ester according to the above method, from [7-(2-bromoethenyl)- Methyl 4-nonyloxybenzoxazole-2-yl]-carbamic acid methyl ester and 4-methyl-1-piperidine, the title compound (41%), mp. - This paper scale applies to Chinese national standards (CNS &gt; A4 specification (210X297 mm) line 1309567 Ministry of Economic Affairs Central Bureau of Standards Bureau of Staff Consumer Cooperatives Print A7 B7 V. Invention Description (101) Example 214 [7-(2 - Third Butoxycarbonylamino-1H-imidazole-4-them ι·4_A gas, a group of oxazol-2-yl 1-carbamic acid methyl ester 0.25 g (7-Bromoethenyl-4-methoxybenzopyrazole-2-yl)-carbamic acid methyl ester (0.0007 mol) and 0.33 g of tributyloxycarbonyl hydrazine (0 〇〇 21 mol) The mixture was heated to reflux for 3 hrs in EtOAc (3 mL). 1:1), the title compound was obtained as a white solid (17%); Fp,: 255-265. (.. Example 215 [7-(2-Amino-1 Η- amitom-4-yl)-4 - Oxygen benzo ρ·Sawa 2 -yl 1-carbamic acid methyl ester 〇· 04 g [7-(2-Seconoxetylamino-1H-mist-4-yl)-4 Methyl methoxybenzopyrazole-2-yl]-carbamate (0.0001 mol) was heated to 60 ° C in HCl / MeOH (2.5M, 2 mL). (5 ml), and the pH was adjusted to EtOAc (3 mL). EtOAc (EtOAc) According to the general method of 4-methoxy-7-ethylmercaptobenzopyrimidin-2-ylamine (Example 189a) The following compound was prepared from the decyl carbamate: 4-methoxy-7-(2-morpholin-4-ylpyrazol-4-yl)-oxazol-2-ylamine afforded a white solid (73%); Fp: 289-292 ° C. 4-carbyl group - 7- Γ2-(4-methylpiped-1-yl)-»serazole-4-yl bup and azaleas -2-aminoamine-104- This paper size applies to China Standard (CNS) Α4 Specifications (21〇&gt;&lt;297 mm) (Please read the notes on the back and fill out this page)

1309567 A7 ___ B7 V. INSTRUCTIONS (102) Obtained a pale yellow solid (8 i 〇 / 〇); F _ p · : 176 ° C (decomposition). - Γ 2 - (6-methylpyridin-3-yl)-oxazol-4-yl-benzoxazole-2-ylamine gave an off-white solid (94%); MS (ESI): m/e = 355 (M + H + ). Zyzol-4-yl)-4-methoxybenzoxazol-2-ylamine Obtained as a white solid (m.p.), MS (ESI): m/e = 279 (M + H + ). Pyrimidazole-4-yl)-4-methoxybenzoxazol-2-ylamine Obtained as a tan solid (62%); F.p.: 225-23 8*. - methyl lactyl-7 - p tomb phen-2-ylbenzoquinone 11 syl-2-ylamine Obtained as a pale brown solid (85%); F.p.: 215-219. Base-7-(2-pyridin-2-yloxazol-4-yl)-benzopyrazol-2-ylamine Obtained as a pale yellow solid (67%); F.p.: 302 ° C (decomposition). Methoxy-7-(2-pyrrolidin-1 -ylthiazole-4-yl)- benzoxazole-2-ylamine gave a pale brown solid (9 9 %); F · p ·: 270 ° C ( break down). More __-methyllacyl- 7-(2-g-d-l-yl-g-sept-4-yl)-benzo-p-then-2-ylamine afforded a pale brown solid (75%); (ISP): m/e = 347 (M + H + ). 1-N-oxy-7-(2-methylpyrazol-4-yl)-benzoxazole-2-one obtained an off-white solid (8 1%); F.p.: 262-265. i_-Methoxy-7-(5-methylsulfon-2-yl)-benzopyrazole-2-one obtained an off-white solid (8 1%); F.p.: 195-205*C (decomposition). 7-(2,5-Dimethyl-p-buty-4-yl)-4-decyloxy alum-propan-2-ylamine afforded a yellow solid (5%); F.p.: 201-203. Following the general method of Example 1 'from the corresponding benzo!>> succinyl-2-amine and 4-fluorobenzhydryl chloride, the following examples were obtained: -105- This paper scale applies to the Chinese National Standard (CNS) A4 specification (210X) 297 茇 经济 中央 中央 中央 袈 袈 袈 袈 袈 309 309 309 309 309 309 309 309 309 309 309 309 309 309 309 309 309 309 309 309 309 309 309 309 309 309 309 309 309 309 309 309 309 309 309 309 216 216 216 216 216 216 216 Base sputum bite-4-yl)-benzoquinone-2-ylbenzamide obtained an off-white solid (53%); Fp: 225-227. Example 217 N-"7-(2-Aminopyrazol-4-yl)-4-methoxybenzoxazol-2-ylbu- 4-fluorobenzamide obtained as a white solid (85%); : 262-264 ° C. Example 218 4 -Gas-N-{4-methoxy- 7- |~2-(6-methyl-orion-3-yl)-Shen-4-ylbenzoxazol-2-ylbenzene Formamide gave an off-white solid (79%); MS (ESI): m/e = 477 (M + H + ). Example 219 N-丨7-(2-dimethylamidopyrazol-4-yl)-4-methoxycampomezol-2-ylbu- 4-fluorobenzamide afforded a pale yellow solid (29% ); Fp: 218-220 ° C. Example 220 4 -Fluoro-N-(4-methoxy-7-p-cephen-2-ylbenzox-yt-2-yl)-benzamide afforded a pale yellow solid (72%); 242-250 ° C. Example 221 4 -Fluoro-NM-methoxy-7-indole 2-(4-methylpipen-1-yl)-pyrazol-4-ylpyrazol-2-ylbenzamide Obtained as an off-white solid (66%); Fp: 138. Example 222 -106- This paper scale applies to Chinese national standards (CNS &gt; A4 specifications (210X297 mm) (please read the notes on the back and fill out this page)

.1T 1309567 A7 B7_, Invention Description (1〇4 ) -Methoxy-7-(2-pyridin-2-yloxazol-4-yl)-benzopyrimidine The oxazolamide obtained an off-white solid (92%); ?. 卩.: 150. (: (decomposition). Example 223 1-fluoro-indole-μ-formyl-7-(2-pyrrolidin-1-yloxazol-4-yl)-benzoquinazoline obtained an off-white solid ( 82%); MS (ISP): m/e = 455 (M + H + ). Example 224: methane-7-(2-methylpyrazol-4-yl)-benzoxazole-2-mer] - Benzopyrene obtained a white solid (36%); Fp: 217-219 ° C. Example 225. The veins obtained an off-white solid (70%); Fp: 192-196 ° C (decomposition). Example 226. Mercaptopropidazole _4_yl)-4-methoxy oxime oxazole _2 葚 4 4 -Fluorine Benzomethazine obtained an off-white solid (42%); Fp: 205-206 ° C (decomposition). Example 227 1-Methylmethyl-N-[4-methoxy-7-(2-morpholin-4- Alkyl pyrimidine-2 - phenyl bromide neck 0.165 g 4 · methoxy _7 · (2 morpholine _4_ carbazole _4 yl) benzoxazole · 2-amine (0.00047 mol) dissolved in dioxane (5 ml) and with 1 ml of bismuth (please read the back of the note before filling out this page) - loading · • 1 Τ - line _ -107 - Central Li Bureau of Bayer Consumer Cooperatives 31 31309679 A7 B7 V. Description of Invention (1〇5) ~ Amine (0.0 007 Moer), 〇_〇〇6 g DMAP (〇.〇〇〇〇47 Moer) and 0116 g of 4_ (gas methyl) benzamidine chloride (0.00062 mol) in dioxane (1 ml) The reaction mixture was stirred for 6 hours at 70 ° C. After cooling to room temperature, water (10 ml) and saturated NaHC 3 (1 mL) were added to form a precipitate, which was filtered, washed with water and dried. Column chromatography (chrome, CH 2 Cl 2 /Me 〇H 19:1) afforded the title compound (65%) as a pale yellow solid; Fp: 166 168 〇 〇 对应 from the corresponding 7-substituted-4 methoxy The following examples were prepared according to the above procedure for the benzopyrazole-2-amine: Example 228 4_Chloromethyl-N- {4_methoxy-7- |~2_(6·methylpyridine-3-3-carbazole _ 4 -yl]-benzoquinone, succinyl-2-yl hydrazine-stupidylamine gave an off-white solid (68%); Fp: 230-250. 〇. Example 229 4 - gas methyl-N- {4 - Methoxy-7-indole 2-indolylmethylaminocarbazole _4_ 1-benzoxazol-2-ylbenzamide obtained as a white solid (42%); Fp: 163 ° C (decomposition). Example 23 0 4 - gas fluorenyl-N-丨7-(2-diamino, pyrazol-4-yl)-4-methoxy benzo, sir- 2-Based 1-Benzene Amine gave a pale yellow solid (36%); F.p.: 183 - 186. Example 231 4 -Gasmethyl-NM-methoxy-7-pyrimen-2-ylbenzoxazol-2-yl)-indolecarboxamide-108- This paper scale applies to Chinese National Standard (CNS) A4 Specifications (210X 297 mm) (Please read the notes on the back and fill out this page)

1309567 A7 _____ B7 V. INSTRUCTIONS (1〇6) Obtained a pale yellow solid (60%); F_p_: 183-209 ° C (decomposed). Example 232 (Please read the note on the back and fill out this page) 4 -Chloromethyl-N-丨4 -Methane-7-(2-pyridin-3-ylthiazole-4-yl)-phenylhydrazine The oxazol-2-ylbenzamide obtained a pale brown solid (79%); Fp: 195-201. Example 23 3 4-Chloromethyl-indole-indolyl-4-ylyl-7-(2-methylpyrazol-4-ylindole#pyrazol-2-ylbenzamide obtained as a white solid (72%) Fp: 140-145 ° C. Example 234 4 -Chloromethyl-N-"4-methoxy-7-(5-methylsulfon-2-yloxazol-2-ylbenzamide) Obtained a yellow solid (93%); Fp: 130-146 ° C. Example 235 4-丨 "(2 -Methylethylethylaminomethyl bromide-Γ4-methylphenyl-7-(2) Standards Bureau Bayer Consumer Cooperative Printing morpholine-4-ylpyrazol-4-yl)-benzopyrimidin-2-yl buppyrene 0.035 g N-(2-methoxyethyl) Amine (0.00039 mol) and 0.064 g of 4-oxomethyl-N-[4-methoxy-7-(2-norphin-4-ylindole-4-yl)-benzoquinone! 2-Benzyl]-benzoguanamine (0.00013 mol) was dissolved in THF (2 mL) and heated to reflux for 4 hr. After cooling to room temperature and solvent evaporation, the residue was taken up in water (7 liters). Filtration and washing with water and dried to give the title compound (yield: 79%): EtOAc: EtOAc: EtOAc: _Substituting 4-gas methyl-N-[4-A Preparation of benzoxazol-2-yl]•benzamide-109- This paper scale is applicable to China National Standard (CNS &gt; A4 Specification (210X297 mm) Central Bureau of Standards Bureau of the Ministry of Economic Affairs 1309567 A7 B7 V. INSTRUCTIONS (1〇7) Column Example: Example 236 ljLiL(2-methyl-ethyl)-methylamino-methyl-N-{4_methoxy-7-indole-2-methylmethyl Amine oxazole-4-ylpyridinazole-2-ylindole-benzamide afforded a white solid (79%); Fp: 119-128. (.. Example 23 7 N- "7-(2) - Knee base; &gt; Sesin-4-yl)-4-methoxy phenyl p-but-2-yl 1-4-. 1111-methoxyethyl methylamino bromide ·1 g of 4-{[(2-methoxyethyl)-methylamino]-methyl b N-{4-methoxy-7-[2-(tritylamino)-P The oxazol-4-yl]-benzoxazole-2-propenylcarbamide (0.00014 mol) was treated with EtOAc (1 mL) EtOAc (EtOAc) Water (丨〇 ml), treated with saturated NaHC 3 (1 mL), and extracted 4 times with ethyl acetate. The combined organic layer was dehydrated with Na2S 〇4, filtered and concentrated. The residue was subjected to column chromatography (silica gel, ethyl acetate, CH2Cl2 / MeOH 1 9: 1 and 9: 1). The title compound was obtained as a white solid (53%); F.p.: 199-206. Example 238 i-{[(2-A gas, a certain methylaminomethyl group, 1 methylol group, 7-fluorene 2-£6-methylpyridin-3-yl Vadazol-4-yl-l-# Dexazole-2 - a benzamide obtained a pale yellow solid (69%); MS (ISP): m/e = 560 (M + H + ). Example 239 Μ - [7-(2-dimethyl Amino oxazol-4-yl)-4 -carboxamidine benzoquinone-2-propan-2-yl 1 {[(2-methoxyethylmethylamino 1-methyl I-benzoquinone neck) Yellow solid (47%); F. p.: 8 5 - 9 5 °C. -110- This paper scale applies to Chinese National Standard (CNS) A4 specification (210 X 297 mm) (Please read the back of the note first) Please fill out this page again. . Loading - Booking 1309567 Ministry of Economic Affairs Central Bureau of Standards Staff Employees Cooperatives Printed «. A7 B7 V. Invention Description (1〇8) Example 240 4_{ [(2 - 曱气农乙臬甲甲基甲基Methyl}-N-(4-methoxy-7-sulfenophen-2-ylbenzopyrimidin-2-ylbenzamide afforded a pale-brown solid (4 4 %); F. p · : 5 8 - 7 8 ° C. Example 241 i-{[(2 -methyl acetophenone)methylamino-1-methyl-N-丨4-methoxy-7-(2-pyridin-2-yl, hydrazine吔· 4 -yl)-benzoxazole-2-phenylbepyridylamine afforded a pale yellow solid (54%); ISP): m/e = 546 (M + H + ). Example 242 4-{[(2-A gas acetonitrile)·Methylaminomethyl-bu-N-丨4-methoxy-7-(2- Methyl pyrimidin-4-yl oxazol-2-ylbenzamide obtained a white solid (36%); Fp: 140-145 ° C. Example 243 4-{[(2 -甲甲乙乙乙-Methylamino-methyl-N-"4-methoxy-7-(5-methyl-p-phen-2-yl)-benzo-p-sept-2-yl 1-benzamide Obtained as a pale grey-brown solid (3 3 %); F.p.: 8 3 - 90 ° C. Example 244 Ν-[4-methoxy-7-(2-morpholin-4-ylpyrazole-4 -yl)-benzoxazol-2-yl]-4-pyrrolidine-1-methylbenzamide 0.032 g pyrrolidine (0.00045 mol) and 0.075 g 4-chloromethyl-N-[4 -Methoxy-7-(2-oxop-4-yl-propan-4-yl)-benzo-pyr-2-yl]-benzoic acid amine (0.00015 mol) dissolved in THF (2 ml And heating under reflux for 1 hour. After cooling to room temperature and evaporation of solvent, the residue was crystallised eluted with water (7 ml). Read the precautions on the back and fill out this page. Loading · Setting -111 - This paper size is applicable National Standard (CNS &gt; A4 size (210X297 mm) 1309567 A7 _ _ B7_________ 'five invention is described in (109); F p:.. 120- 130〇C. The following examples were prepared according to the above procedure from pyrrolidine and the corresponding 7-substituted-4 mercapto-N-[4-decyloxybenzopyrazol-2-yl]-benzoguanamine: Example 245 N- {4 -Methoxy-7-indole 2-(6-methylpyridin-3-yl)-supplement-4-bis]benzoquinone-2-yt-4-pyrrolidin-1-ylmethylbenzene The guanamine gave a pale brown solid (58%); Fp: 230-231. Example 240 N-{4_曱氡_7-"2-(Tritylaminocarbazol-4-yl)-benzopyrazol-2-yl}-4-pyrrolidin-1-yl Benzobenzamine gave a pale yellow solid (89%); Fp: 122 - 135 ° C. Example 247 N- "- 7- (2-amino-u- s- s- yl) And 11 cet-2-yl 1-4-pyrrolidin-1-ylmethyl benzoguanamine hydrochloride (1:1) 0.055 g N-{4-methoxy-7-[2-( Tritylamino)-oxazol-4-yl]-benzoxazol-2-yl}-4-pyrrolidin-1-ylmethylbenzamide (0.000078 mol) is soluble in Me〇H (0.5 ml) and concentrated HCl (0.015 ml). After refluxing for 1 hour, the solvent was evaporated, the residue was taken ethyl acetate, filtered and separated. The material was dissolved in EtOH, thus crystals were formed and washed with Et. The title compound was obtained as a white solid (yield: 62%); Fp: 228-240 ° C. Example 248 N-丨7-(2-dimethylamino!&gt;Seijun-4-yl)-4-methoxybenzene弁 吵 _2 _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ (CNS) A4 size (210X 297 mm) Ministry of Finance, Central Bureau of Standards, Bayer Consumer Cooperatives, Printing 1309567 A7 B7 V. Description of Invention (110) Example 249 N-(4-methoxy-7-»1 cephen-2-ylbenzo-p-su-jun-2- Base)-4-ppiroxan-1-ylmethylbenzamide obtained a pale grey brown solid (47%); F, p.: 174-190 ° C (decomposition). Example 250 N-丨4 - Methoxy-7-indole-2-pyridin-2-ylquinazolyl-4-yl)-benzopyrimidin-2-yl b-4-pyrrolidine-1-methylbenzamide affords a pale yellow foam (48) °(〇)); MS(ISP): m/e = 528 (M + H + ). Example 251 N-丨4-methoxy-7-(5-methylsulfon-2-yl)-benzo Pyrazole-2-ylbupyrimidin-4-pyrrolidin-1-ylmethylobetylcarboxamide afforded a pale-brown solid (67%); Fp: 140-149 ° C (decomposition). Example 252 N-丨4 - A Oxy-7-(2-methylpyrazol-4-yl)- benzopyrazol-2-ylpyr-4-pyrrolidin-1-ylmethylcarbendazimine gave a pale yellow solid (44%); Fp ·· 123-134 ° C. Example 253 N-(4-methoxy-7-1-cepan-2-yl-stuppy#&gt;pyrazole-2-yl)-2-methylisonicotinamine 0.21 g of 4-methoxy-7-sulfenophen-2-ylbenzothiazol-2-ylamine (0.0008 mol) and 0.27 ml of triethylamine (0.002 Mo) ), 〇〇1 g of DMAP and 0.20 g isonicotinic cool gas (0.001 mole) were heated together at two chatter dioxane (10 ml) under reflux for 2〇 small. After cooling to room temperature, water (2 mL) and saturated sodium bicarbonate (15 mL) were added. A precipitate formed, filtered, washed with water and dried. Crude product tube -113- This paper scale applies to China National Standard (CNS) A4 specification (2丨0X297 public; t) (Please read the back note first and then fill out this page)

Ministry of Economic Affairs, Central Bureau of Standards, Employees, Consumers, Cooperation, Printing, Printing, Printing, Printing, Printing, Printing, Printing, Printing, Printing, Printing, Printing, Printing, Printing, Printing, Printing, Printing, Printing, Printing, Printing, Printing, Printing C (decomposed). The following examples were prepared according to the above procedure from isoniazid and the corresponding 7-substituted _4-methoxybenzazole-2-ylamine: Example 254 N -丨4 -methoxy-7-(2-pyridyl) ··2_ 破 唑 _ _ _ _ _ _ 塞 塞 塞 塞 塞 塞 塞 塞 塞 2- 2- 获得 获得 获得 获得 获得 获得 获得 获得 获得 获得 获得 获得 获得 获得 获得 获得 获得 获得 获得 获得 获得 获得 获得 获得 获得 获得 获得 获得M + H + ). Example 255 N - "4 -Methoxy-7-(2-pyrrolidin-1-yloxazol-4-yl)-benzoxyrazole-2-yl-2-methylisonicotinamine Obtained as a yellow solid (9%); Fp: 195-215. Example 256 N-{4-methoxy-7-indole 2-(4-methylpiperidin-1-yl)-pyrazol-4-yl-1phenylhydrazol-2-yl-2-methyl Isonicotine decylamine gave a pale yellow foam (4%); MS (ISP): m/e = 481 (M + H + ). Example 257 N-丨4-methoxy-7-(5-methylthiophen-2-yl)-benzoxazol-2-ylbu-2-methylisonicotinamine decylamine afforded a pale orange foam (65 %) ; MS(ISP): m/e = 396(M + H + ). Example 258 琳琳-4-carboxylate 丨4-methoxy-7-oxime 2-(6-methylg ratio -3-yl-3-)-1&gt;Seijun-4-yl-1-benzo-p-spit- 2-based}-nitramine 0.1 g 4-methoxy- 7- [2-(6-fluorenyl n-But-3-yl)-u-Sen-4-yl]-Benzene-114- This paper scale Applicable to China National Standard (CNS) A4 specification (210X297 mm) (Please read the note on the back and fill in this page)

, 1T line 1309567 A7 one - _______B7___ V, invention description (112) oxazol-2-ylamine (0.00028 mol) dissolved in dioxane (2 ml), with 0.047 ml of triethylamine (0.00034 mol) And 0.164 ml of phosgene (20% in toluene) (0.00031 mol). After stirring at room temperature for 2 hours, 〇 1 22 ml of morpholine (0.0014 mol) was added, and the whole mixture was stirred at ambient temperature for 16 hours. A precipitate formed after addition of water (5 mL), filtered, washed with water and dried. The crude material was taken up in MeOH, cooled to room temperature and filtered. The sputum was evaporated and the residue was subjected to column chromatography (EtOAc, CH.sub.2Cl.sub.2/MeOH. The title compound was obtained as a pale yellow solid (yield: 7%); MS (ISP): m/s = 468 (M + H + ). Example 259 Porphyrin-4-carboxylic acid 丨4_methylmercapto-7(2·pyridin-2-yl 4衅-4_yl)-m-p-pyrazine-2-ylindole-bristamine·1 g 4 -Methoxy-7-[2-pyridin-2-ylpyrazol-4-yl]-benzopyrimidin-2-amine (0.00029 mol) dissolved in THF (5 mL) to 0·063 ml Ethyl diisopropylamine (0.00037 mol), DMAP (1 mg) and 0 029 mg triphosgene (0.0001 mol) were treated. After heating under reflux for 30 minutes, 322 ml of morpholine (0.00037 mol) and an additional 0.062 ml of ethyldiisopropylamine were added, and the whole mixture was stirred under reflux for 16 hours. After cooling to room temperature, water (1 mL) was added and the mixture was extracted ethyl acetate (4 X 15 mL). The combined organic phases were dried over NaJO4, filtered and evaporated. The residue was subjected to column chromatography (hard gel, ethyl acetate). The title compound was obtained as a pale yellow solid (yield: s); {Please read the notes on the back and fill out this page} 'Install·

, 1T line · Example 260

-115- This paper scale applies to China's sleepy standards (CNS &gt; 8 4 specifications (2! 0' 〆 297 metric tons) 1309567 A7 B7 V. Invention description (113) 2 - Base 1 _ Amine 〇 〇 7 g 7-(2-Aminopyrazol-4-yl)-4-methoxybenzoxazole-2-indoleamine (0.00025 mol) was suspended in dioxane (4 mL) at room temperature 〇〇28 g of NaH (60% dispersion in oil) (〇.〇〇〇6 mol) treatment! hours. Then add 11 ml of triethylamine (0.00076 mol) and 0.07 ml of morpholine _4_carbonyl Chlorine (0.0006 mol), the reaction mixture was stirred at room temperature for 3 hrs then water (15 mL) was then taken and the mixture was extracted with ethyl acetate (4×2 mL). The combined organic phase was dehydrated with NaAO4, filtered and evaporated The residue was subjected to column chromatography (silica gel, ethyl acetate to give a pale yellow solid title titled 2 (61%); Fp: 223-236. 〇 (decomposition). 〇 吗 〇 〇 〇 〇 〇 The corresponding examples are prepared for the corresponding 7-substituted oxybenzoxazol-2-ylamine: A (please read the notes on the back and fill out this page). Install the Ministry of Economic Affairs Central Bureau Fei Cooperative Printing Example 261 Sodium Hydroxide-Methane Group-7-Γ2-(4-Methyl Hydrazine _i- and 4 oxazole-2 - a hydrazine-decylamine gave a taup solid (40%); Fp·: 1.50-17 (TC. Example 262 for the formation of guanidine carboxylic acid 4-methylhydro-7-(2-piperidin-1-ylcarbazole-4^) _U-based μ醯 neck to obtain a pale yellow solid (25%) ; F · p · : 227- 234 ° C. Example 263 Acid _(4-Methyl-7-»»Sep-2-yl oxazol-2^ Obtained as a pale brown solid (37%); Fp: 175- 182. (: (decomposition) Example 264 -116- Set the paper size to apply to the Chinese national standard (CNS &gt; A4 specification (210X 297 mm) Central Bureau of Standards Bureau of the Ministry of Economic Affairs Printed by the Consumer Cooperatives 1309567 A7 B7 , description of the invention (114) 淋 -4--4-carboxylic acid 丨 4 - decyloxy - 7- (5 -methyl pyridin-2-yl)-benzene # carbazole. 2-based fly-bristamine to obtain light gray brown Solid (59%); F.p. · 173-180 ° C (decomposition). Example 265 4 -Hydroxypiperidine-1-carboxylic acid "4-methoxy-7-(2-methylpyrazole- 4- Some benzopyrazole-2-yl-1-decylamine at room temperature at 0.070 g of 4-methoxy-7-(2-methylpyrazol-4-yl)-benzopyrimidazole-2-yl Amine (0.00025 mol) in THF (4 mL) Floating was added 0.054 ml N - ethyldiisopropylamine (0.00031 mole) and o.ooi g DMAP. 0.025 g of triphosgene (0.000085 mol) was added and the whole mixture was heated to 7 ° C for a few hours. An additional 0.054 ml of N-ethyldiisopropylamine (0.00031 mol) and 0.031 g of 4-hydroxybendidine (0.00031 mol) were added and the reaction mixture was stirred at 70 ° C for 15 h. A precipitate formed upon cooling to room temperature, filtered and washed with THF. The filtrate was evaporated and the residue was subjected to column chromatography (gel, CH2C12/Me Ο 9: 1). The title compound (1 1 〇/〇) was obtained as a white solid; F.p.: 145-150e. The following examples were prepared from 4-methoxy-7-(5-methylindol-2-yl)-benzoxazol-2-ylamine according to the above procedure: Example 260 4-hydroxypiperidine-1-carboxylic acid丨4-methoxy-7-(5-methylsulfonyl-2-ylindole-2-yl-1-indolamine gave a yellow solid (10%); Fp: 197-204 ° C (decomposition) According to the above method, the following examples were prepared from N-methyl shouting and 4-methoxy-7-(2-methylserazole-4-yl)-benzoxazol-2-ylamine: -117- This paper&gt;»^ applies to the Chinese National Standard (〇奶) 八4 specification (210乂297 mm> (please read the notes on the back and fill out this page)

1309567 A7 B7 V. INSTRUCTIONS (5) EXAMPLE 267 4-Hydroxypiperidine-1-carboxylic acid [4-methoxy-7-(2-carbazol-4-oxa-4-ylpyridinium-2 - Base 1 - decylamine gave a white solid (8%); Fp: 179-181 ° C. Example 268 {2-[4-(4-methoxy-7-N-L- -4- benzophenanthene-2) - a certain type of phenyl]-phenyl]-ethylethylaminocarbamic acid tert-butyl ester using the general method of Example 1 'from [2-(4·chlorocarbonylphenylethyl)•methylaminocarboxylic acid The title compound (16%) was obtained as a white solid, m m: m/e = 527 (M + H + ). Example 269 N-(4-methoxy-7-? Saijun-2-12-2-tetraethoxyethoxy)-benzamide The general method of Example 1 was used from 4-(1,1,2,2-tetrafluoroethoxy)-benzonitrile. The title compound was obtained as a pale yellow solid (35%), MS: m/e = 486 (M + H + ) 〇 Example 270 4-丨(2-methoxyethyl)-methylamine 碏醯-methoxy基-7-?嗾_ (Please read the notes on the back and fill out this page) Loading - Customs Department of the Central Bureau of Standards, Bureau of Peking Consumers Co., Ltd. Printed 4-Based Azole-2-yl)-Benzyl Indoleamine use one of the examples 1 The title compound (44%) was obtained as a red solid, mjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjj 4 -Methyl keto-7-?g林_4 - Benzyl benzoyl-2-yl)-4-trisole y -118- This paper scale applies to Chinese national standards (CNS &gt; from specifications (210X297 UNITED STATES) Ministry of Economic Affairs, Central Bureau of Standards Bureau, Staff Consumer Cooperatives, Printing 1309567 A7 ______B7 V. INSTRUCTIONS (116) Formamide The general method of Example 1 was used to prepare a white solid from 4-(trifluoromethyl)benzhydrin chloride. The compound (58%), MS: m/e = 438 (M + H + ). Example 272 N-(4-methoxy-7-morpholin-4-ylbenzoxazole-2-yl The title compound (84%) was obtained as a pale yellow solid from EtOAc. e = 454 (M + H + ). Example 273 N-(4-Methoxy-7-morpholin-4-ylbenzoxazol-2-yl)-4-trifluoromethoxybenzamide The title compound (77%) was obtained from m. e = 453 (M + ). Example 274 4-Ethyl-N-(4-methoxy-7-hepta-4-one 幷p 塞 -2- 基 基 基 基 基 基 使用 使用 Using the general method of Example 1, from 4-ethylbenzene The title compound (21%) was obtained as a white solid, mjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjj Benzo-oxazol-2-yl)-p-carboxamide The title compound (64%) was obtained from EtOAc (m.p. H + ). Example 276 y-(4-methoxy-7-morpholin-4-ylbenzoazol-2-yl)-2-methyliso-alkali-119- This paper scale applies to Chinese national standards (CNS) A4 size (210X297 mm) (Please read the notes on the back and fill out this page)

Printed by the Central Bureau of the Ministry of Economic Affairs, Beigong Consumer Cooperatives, Printing 1309567 A 7 B7 V. INSTRUCTIONS (117) Indoleamine The title compound was prepared as a white solid from 2-methylisonicotinium helium using the general procedure of Example 1. %), MS: m/e = 385 (M + H + ). Example 277 N-(4-Methoxy-7-morpholin-4-ylbenzopyrazol-2-yl)-benzamide The title of a white solid was prepared from benzamidine chloride using the general procedure of Example 1. Compound (85%), MS: m/e = 370 (M + H + ). The following examples are described in accordance with General Procedure C of Example 126: Example 278 4-Oxo-3-{indolyl(2-methoxyethyl)-amino-p-methyl}-N-(4-carbyl-7- Morpholine-4 -ylmosylthiazol-2-yl)-benzoamidamine using the general procedure C, from 4-oxo-3-chloromethylbenzimidium chloride and ethyl-(2-methoxyethyl) The title compound (69%), m.p. Example 279 y-(4-oxo-7-morpholin-4-ylbenzoxazol-2-yl)-3-indolylmethylbenzamide using the general procedure C, from 3 - gas The title compound (44%) was obtained as a white solid. m.j. Example 280 i-Gas-N-(4-methyl-1-yl-7-morpholin-4-ylbenzoxazol-2-yl)-3-methylaminomethyl carbazide was prepared using the general procedure C, from The title compound (69%) was obtained as a pale yellow solid, m.p.: m/e = 447 (M + H + ). -120- This paper size is applicable to China National Standard (CNS) A4 specification (210X297 mm) (please read the notes on the back and fill out this page)

Ministry of Economic Affairs, Central Bureau of Standards, Staff Consumer Cooperatives, Printing 1309567 A 7 ___ B7 V. Description of Invention (118) Example 281 4 -Gas-3-{f(2-methoxyethyl)·Methylaminopyridinyl bn_4 -Methane-7-morpholin-4-ylbenzoquinone-4-oxazol-2-yl)-benzimidamide using the general procedure C, from 4-gas-3-methylmethylbenzhydrin chloride and (2- The title compound (54%) was obtained from m.j. Example 282 4-Ox-3-indole (2-methylhydroquinoneethylamino)-methyl ι_Ν-(4-methoxy-7-oxalin-4-ylbenzothiazol-2-ylbenzoguanamine The title compound (69%) was obtained from EtOAc (EtOAc: m. Example 283 4-Chloro-N-(4-methoxy-7.morpholin-4-ylindole-2-yl)-3-pyrrolidine-1-ylmethylbenzamide General procedure C, mp. -[4-(4-decyloxy-7-morpholin-4-ylbenzopyrimidin-2-ylaminocarboxamyl) aryl 1 - g is used in the general procedure C, from 4- Benzyloxy-7-morpholin-4-ylbenzopyrazol-2-ylamine, 4-oxomethylbenzoic acid chloride, and p-pyrogenic title compound (80%), m. e = 538(M + ) 〇Example 285 •121 - This paper size applies to the Chinese National Standard (CNS) A4 Grid (210X297 mm) (Please read the notes on the back and fill out this page)

Ministry of Economic Affairs, Central Samples, Employees, Consumer Cooperatives, Printing 1309567 A7 B7 V. Inventions (119) Methane-based 7-morpholine _4·ylbenzene #, pyrazole 2-yl)-4-pyrrolidine- 1-The title compound (25%) of the title compound (25%), m.p. (M + H + ). Example 286 Amino)-methyl-NM-methoxy-7-morpholin-4-one benzoquinone, succinyl-2-yl,-benzamide, using the general procedure C, from 3-chloromethylbenzene Preparation of the title compound (68%), m.p. )-Methylaminobenzyl N-(4-carbamoyl-7-methyl--4-ylindole-2-yl)-benzamide using the general procedure C, from 3-chloromethyl The title compound (75%) was obtained as a pale yellow solid, mjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjj Example 288 1-[4-(4-methoxy-7-morpholin-4-ylbenzoxazol-2-ylamine, a mercapto group), the base-p-biting iron gas using the general procedure C, The title compound (33%) was obtained from m.j. Example 289 N-(4-oxooxy-7-morphin-4-yl) alum 幷 峻 -2--2-ylpyrrolidone-1-ylmethylbenzamide-122- This paper scale applies to China Standard (CMS) ΜSpecifications (210X297 嫠) (Please read the notes on the back and fill out this page) Install 'Book 1309567 Ministry of Economic Affairs Central Bureau of Standards Bureau of Peking Consumers Co., Ltd. Print A7 _____B7 V. Invention Description (12〇) The title compound (65%) was obtained from m.p. (2-ethoxyethylamino)-methyl b-n-(4-methoxy-7-?, lin-4-yl benzopyrene-bito-2-yl-benzamide) using the general procedure C, from The title compound (1 8%) was obtained as a white solid, mjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjj (4-Methylhydro-7-morpholin-4-yloxazol-2-yl)-4-(3-methoxyindolyl-1-ylmethylbenzhydrazine neck using general procedure C 'The title compound (18 〇/〇) was obtained as a pale yellow solid from 4-methylbenzyl benzopyrene and [r]-3-methoxypyrrolidine. MS: m/e = 483 (M + H + ) = Example 292 (4-methoxy-7-morpholin-4-ylmosazone-2-yl)-4-methylaminomethylbenzamide using general procedure C The title compound (63%) was obtained from m.p. Formazan-7-morpholin-4-one 苽#oxazol-2-yl)-4-(3-methoxypyrrolidin-1-ylmethyl)-parabenzamide using the general procedure C, from The title compound (13%) was obtained as m.p. Read the notes on the back and fill out this page).

.1T line-123- This paper scale applies to China National Standard (CNS) A4 specification (210X297 mm) 1309567 Ministry of Economic Affairs Central Bureau of Standards Staff Consumer Cooperatives Printing «. A7 ______B7_____ V. Invention Description (121) Example 294 ?丫丁淀二jjlA-Methyl-N-(4-methyl -7-morpholin-4-one -2--2-yl)-Amazing guanidine vein using the general procedure C, from 4-methyl benzophenone The title compound (33%) was obtained from m.p. Example 295: mercaptoethylamine B &amp; ρΝ·(4·methoxy-7-morpholine_4_ylbenzoxazole-2·m)·茇甲醯肱 Using the general procedure C, from 4-( The title compound (52 〇/〇) was obtained as a yellow solid. m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m {1-丨(2-methoxyethyl)-methylaminodiethyl bromide; ^-(4-methylglycolyl-7-oxalin-4-ylbenzoquinone-4-oxazol-2-yl) The title compound (91%) was obtained as a yellow solid, mjjjjjjjjjjjjjjj = 485 (M + H + ). Example 297 N-(4-Methoxy-7-morpholin-4-ylstoxazol-2-yl)-4-(1-pyrrolidin-1-ylethylbenzamide) using General Procedure C, The title compound (68%) was obtained from mjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjj Dimethylaminoethylthiomethyl)_n-(4-methoxy-7-morpholin-4-yl-124- This paper scale applies to Chinese National Standard (CNS) A4 specification (210X297 mm) (please Read the precautions on the back and fill out this page.

.1T Line 1309567 Ministry of Economic Affairs Central Bureau of Standards Bureau of Peking Consumers Co., Ltd. A7 ---- B7 V. Inventions (122) Base)-. Stupid glare use-like private order (:, from 4-carbon benzene Methyl chlorohydrin and dimethylamino ethane sterol gas. The title compound (52%), m::m/e = 487 (M + H+) 〇 Example 299 methoxy-7-?啉 -4- 茇 茇 嚓 嚓 嚓 嚓 嚓 嚓 嚓 嚓 嚓 · 甲 甲 甲 甲 甲 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用 使用-1,1,1-Trifluoro-4-methylaminobutan-2-ol The title compound (89%), m.j. Example 300 methoxyethyl)-amino 1_methyl b N-(4-carbamoyl-7-morpholin-4-ylbenzoquinone poxazol-2-ylpyridylamine using general procedure C The title compound (62 〇/0), m.p.: 495 (M+H+), m. Example 301 4-{[(2-Ethylene|Ethylethylaminomethylbu-n-(4-methoxy-7-oxalin-4-yl benzoxazole-2-yl)_benzamide The title compound (66%) was obtained from m.p. + H + ). Example 302 3-Fluoro--4-indole (2-methoxyethyl)-methylamino 1-methyl b&gt; 1-(4-methoxy- (please read the back first) Note: Please fill out this page) - Loading · Setting -125- This paper size is applicable to China National Standard (CNS) A4 specification (210X297 mm) 1309567 A7 B7 V. Invention description (123 7 - 琳琳·4 -基幷 幷 塞 -2 -2 _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ Title of solid Compound (52%), MS: m/e = 489 (M + H + ) 〇 Example 303 1:11 bis-(2-ethylamino)methyl hydrazine-n-(4-carbyl-7-- ???#二±_基)-Benzyl oxime. The title compound (49) was prepared as a pale brown solid from 4-methylmethylbenzhydrazide and bis-(2-ethoxyethyl)amine. 〇/.), MS: m/e = 543 (M + H+) 〇 Example 304 丄-丄[(2_ethoxyxy)-methylamino Ί•methyl b n-(4-methyl group -7 - 淋 -4- -4- 弁 弁 弁 2 2 2 使用 使用 使用 使用 使用 使用 制备 制备 制备 制备 制备 制备 制备 制备 制备 制备 制备 制备 制备 制备 制备 制备 制备 制备 制备 制备 制备 制备 制备 制备 制备 制备 制备The title compound (78%), m.p.某-甲气基 (please read the notes on the back and fill out this page). Install·•ΤΓ The Central Bureau of Standards and Staff of the Ministry of Economics, the Consumer Cooperatives, printed the pyridine-1-ylmethyl armor, using the general procedure C, The title compound (3 3 %) was obtained as a white solid. mjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjj Methyl-N-(4-methyl group -7-morpholin-4 -yl stupid #oxazol-2-yl)-benzamide 126- This paper scale applies to China National Standard (CNS) A4 specification (210X297 mm) 1309567 A7 B7 Central Bureau of Standards of the Ministry of Economic Affairs Printed by the Consumers' Cooperatives. V. Description of the Invention (124) The title compound (64%) was obtained as a pale yellow solid from 4-methylmethylbenzhydrin and diethylamine. 456 (M + H + ). Example 307 i^[ (2 - methoxy-ethyl-l-methyl-N-(4-methyl-y-7-morpholine-4 - a chlorpyrifos-2-ylmosamine) using general procedure C The title compound (64%) was obtained as a white solid, mjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjj -7-?, Lin-4-ylbenzo-benzoin-2-yl)-4-(2-methyl-oxazol-1-ylmethyl-methyl-methyl hydrazine using general procedure C, from 4-ventral The title compound (87%) was obtained as a white solid. mjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjj 7-Mallin-4-ylbenzo-benzozol-2-yl)-4-(4-methyl- 1 cultivum-1-ylmethylbenzamide using general procedure C, from 4-methylbenzene The title compound (78%) was obtained as a white solid, mjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjj -4-Methylbenzoxazol-2-yl)-4-pyrrolidinylmethylbenzamide The title of a white solid prepared from 4-chloromethylbenzhydrazide and pyrrole bite using General Procedure C Compound (81%), MS: m/e = 454 (M + H + ). Example 311 N-(4-methoxy-7 -Mallin-4-ylbenzo-p-Shen-2-yl)-4 -Merlin-4 -127- This paper size applies to China National Standard (CNS) Α4 specification (210Χ297 mm) (please read the back first) Note on this page)

JL Packing, π-line 1309567 Α7 Β7 V. Description of the invention (125 mg of methyl carbamide) using the general procedure C, the title compound (83%) was obtained as white solid from 4-methylmethylbenzhydrin chloride and morpholine. MS: m/e = 469 (M + H + ). </RTI> </RTI> </RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> y ylethyl)-methylamino 1-methylbenzimidamide using the general procedure C, from N-(4-benzyloxy-7-morpholin-4-ylbenzoquinone to eat _ 2-yl) The title compound (69%) was obtained as a white solid. m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m Example 313 N-(4-Methoxy-7-morpholin-4-yl alum thiophen-2-yl)-4-ίΓ甲 (Please read the back note first and then fill out this page) - Pack. Printed by the Ministry of Economic Affairs, Central Bureau of Standards, Staff Consumer Cooperatives (3,3,3·difluoropropyl)-aminomethylhydrazine-benzamide amine hydrochloride N-(4-methoxy-7-line- 4-Benzyl benzoquinone thiophene-2-yl)-4-methylaminomethylbenzamide (100 mg, 〇24 mmol), triethylamine (35 mg, 0.34 mmol), Potassium iodide (0.4 mg, 0.02 mmol) and 3,3,3-trifluoropropylamine (483⁄4 g '0.27 mmol) were dissolved in ethanol (.1 mL) and No. 2 a (5 ml). The reaction vessel was sealed and heated to EtOAc (EtOAc: EtOAc (EtOAc) Example 314 methoxyethoxymethyl)_Ν·(4-methylhydro-7-porphyrin·4-momozolidine-2-merbenzamide 4- 4-fluoromethyl-hydrazine- (4-methoxy-7-?I»lin-4-ylbenzoquinone ρ sui_2_yl)· benzamide (200 mg, 0.48 mmol) and sodium hydride (42 mg in mineral 128) - Ben Paper scale applies to Chinese national standard (CNS } Α4 specification (210X297 mm). Order line 1309567 A7 B7 5. Invention description (126) 55% dispersion in oil, 0.96 mmol) Dissolved in 2_methoxyethanol ( </ RTI> </ RTI> </ RTI> </ RTI> <RTIgt; </ RTI> <RTIgt; </RTI> <RTIgt; (M + H + ) 〇 Example 315 4 -decyloxy T-based-N-(4-methoxy-7-morpholin-4-one glucoside, -benzamide can be 4-chloro-indole - (4-methoxy-7-morphin-4-ylbenzone, succinyl-2-yl)-benzamide (200 mg, 0.48 mmol) suspended in THF (5 mL) Sodium methoxide (0.27 ml, 5.4 mM MeOH, 1-4 mmol) was added at 〇 ° C. The mixture was stirred at ambient temperature for 18 hours. As usual, the procedure was carried out and purified. Light yellow solid the title compound (41%), MS: m/e = 414 (M + H+) 〇 Example 316 N-[4-methoxy- 7- (1-oxo-1A4 - thiophene-4- Base) - clumsy 4 Ling-2- (please read the notes on the back and fill out this page) - Install · - Set the economy Department of Central Ladder Bureau Bayer Consumer Cooperatives Printing Base 1 - Benzoylamine Addition of sodium perrhenate (89 mg, 0.42 mmol) to N-(4-methoxy-7-thione 4-[4-Benzyl benzoquinone-2-yl)-benzoic acid (80 mg, 0.21 mmol) in [1,4]dioxane (3 mL), mixture stirred at ambient temperature for 20 hours . Water (10 ml) and di-methane (1 ml) were added to the mixture to separate the phases and the aqueous layer was extracted twice with dichloromethane. The combined organic extracts were dehydrated with NaJO4 and the solvent was evaporated. Recrystallization from τ HF gave the title compound (21%), m. Example 317 -129- This paper scale applies to China National Standard (CNS) A4 specification (210'乂297 mm) Line 1309567 Ministry of Economic Affairs Central Bureau of Standards Staff Consumer Cooperatives Printed A7 B7 V. Description of Invention (127) Benzopyrene Azole 2_yl)-benzimidamide repeats the general procedure of Example 403, from 3·(2-methoxy:5-thioxan-4-ylphenyl)&amp;曱醯Base_3_(2-methoxy-5-morpholinium-ylphenyl)·thiourea as described in 4-bromomethoxy-2-nitrobenzene and thiomorpholine) White solids title Compound (15%), MS: m/e = 386 (M + H + ). Example 318 h·Methyl P-cetin-2-·^Χ4-methoxy-7-total-1·矣苽斿忒嫱-yl)·decalamine boron trifluoride diethyl etherate (〇 72 ml, 57 mmol, and ethanethiol (1.2 ml, 17 mmol) added to the 4·{4_methoxy-2-[[5-methylsulfon-2-yl)-amino group The mixture was stirred for 36 hours in a solution of benzopyrimazole _7_ baspyridin-benzyl formate (3 mg, 0-57 mmol) in dichloromethane (5 ml). The volatile components were evaporated and the residue was co-distilled twice with toluene. The residue was dissolved in dichloromethane (25 mL). The solvent was removed and the title compound (5%) was obtained eluted elute M + H + ). Example 319 k.·Methyl porphin-2 -formic acid [7-(4-ethoxyindole-peptidin-1-yl)_4_methyl benzoquinone-oxazole-2-phenylamine 5-a The thiophene-2 -carboxylic acid (4-methoxy-7-piper, benzoyl benzopyrazole-2-yl)-guanamine (100 mg, 0.26 mmol) was suspended in DMF (2 mL). It was treated with acetonitrile (22 μL, 0.30 mmol) and pyridine (27 μL, 〇.34 mmol), and the mixture was stirred at ambient temperature for 5 hours. Such as - General -130- This paper scale applies to China National Standard (CNS) A4 specification (210X297 mm) (please read the notes on the back and fill out this page)

1309567 Central Standards Bureau of the Ministry of Economic Affairs, Completion and Consumer Cooperatives, A7, B7 V. Inventive Description (128) The title compound (55%) was obtained as white solid, m.p. M + H + ). Example 320 methoxy-2-indole (5-methylsulfonylcarbonyl)-amine 卜 笨# 吔 _ 7 - kibplin-1 - methyl formate as described in Example 319, self-gas methyl formate The title compound (26%) was obtained as a white solid. MS: m/e = 447 (M + H + ) 〇 Example 321 thiophene-2-carboxylate 4-methoxyindole-7_-(4-A 畋 畋 - !, _ 婪 噻 azole 2 phenyl carbamic acid (100 μl, 2-6 mmol) and formazan (23 μl, 0.31 mmol) added to 5-methyl porphin-2-carboxylic acid ( A solution of 4-methoxy 7-7-peptidyl 4- benzoquinone-2-yl)-nonylamine (1 mg, 0.26 mmol) in methanol (8 mL). Obtained as a light yellow powder as described for the preparation of 5-methylsulfon-2-(carboxylic acid) (4-methoxy-7-piped-l-ylbenzopyrimidin-2-yl)-decylamine. The title compound (34%), MS: m/e = 403 (M + H + ). </RTI> 322 g-methyl phenanthene-2 - carboxylic acid Γ.7-(2,3-diindole-1H-4哚- 6-, 4--4-Methyl benzo-n-sepi-2-yl 1-bristamine The general procedure in Example 54 was used, from 5-methyl chlorophene-2-carboxylic acid (7-iodine·4 - Methoxybenzoxazol-2-yl)-nonylamine 1 〇〇mg, 0.23 mmol, and 6-iodo-2,3-dihydro-1 Η - 丨哚5 丨哚 Preparation of the title compound (26%) as pale brown crystals, MS: m/e = 422 (M + H + ). (Please read the notes on the back and fill out this page) - Packing. Ordering -131 - The paper size is based on the Chinese National Standard (CNS) A4 Wash (2丨0&gt;&lt;297 mm) 1309567 A7 B7 V. Description of Invention (129 Intermediate j-(4-Ethyloxy-3-nitrophenyl)- use example" 4 - (4-methoxy-3-nitrophenyl) -Merlin&quot; method for preparing yellow solids from morphine and 1-benzyloxy-4-bromo-2-nitrobenzene (prepared from 4-bromo-2-nitrophenyl oxime ether and benzyl bromide) Compound (58%), MS: m/e = 3 15 (M + H + ). Intermediate 2 -Amino-4-Merion-4-yl assay using palladium/carbon (500 mg ' 10%) 4-(4-Benzyloxy-3-nitrophenyl)-morpholine (5 g, 16 mmol) was catalytically hydrogenated in dioxane (5 mL) and ethanol (5 mL) Gray solid title compound (9 6 %), MS: m / e = 194 ( Μ + ). Example 3 2 3 N-(4-hydroxy-7-morpholin-4-ylbenzizol-2-yl)- Stupid Amines such as N-(4-methoxy-7-morphin-4-ylphenylhydrazine far-ol-2-yl)-benzamide can be described as 'using 2-amino-4-morpholine-4- The title compound was prepared as a pale brown solid (yield: 14%). Example 324 5-methylserphate-2-carboxylic acid oxime 7-(3-dimethylaminopyrrolidin-1-yl)-4-methyl-benzoyl, serazol-2-yl 1-decylamine General procedure for Example 1, from 5-nonylsulfonyl-2-carboxylic acid 7-(3-dimethylamino p-pyridin-1-yl)-4-methoxybenzoxet-2-yl The title compound (90%) was obtainedjjjjjjjjjjj Intermediate -132- This paper size applies to China National Standard (CNS) A4 specification (210 X 297 mm)

7-II Ministry of Economic Affairs Central Standards Bureau Beigong Consumer Cooperative Printed 1309567 幷thiazol-2-ylamine repeating the general method of m〇3, from [5_(3-dimethylamino (tetra)) Methyl phenyl phenyl]-sulfur pulse (as prepared (2_methoxy _5_ 琳 _ _ _ _ phenyl)), as described in 4u-methoxy-2, benzene and Preparation of dimethyl yylidene-3-ylamine) The title compound (m.p.): m/e = 293 (M + H + ). Example 325 氲pyran-4-carboxylic acid (4-methyl-7-morpholine-4 benzoquinone 4 arsenyl-2-yl)_ decylamine N-ethyldiisopropylamine (194 mg, 1.1 mmol) And tetrahydropyran- 4· carbonyl helium (77 mg, 〇.52 mmol, dissolved in 〇5 ml of tetrahydrofuran) was added sequentially to 2-amino-4-methoxy-7-morpholine To a solution of benzothiazole (m 〇〇 〇, 毫. 4 mmol) in tetrahydrofuran (2 mL), the mixture was refluxed for 3 hr. The mixture was then cooled to hydrazine. (:, methanol (〇4 ml) was added, and the mixture was slowly warmed to 20 C. The mixture was evaporated to dryness then evaporated to dryness. After the aqueous phase was extracted back, the combined organic phases were dried over Najh and evaporated. The crude product was chromatographed eluting with EtOAc EtOAc (EtOAc): EtOAc (EtOAc: EtOAc (EtOAc) + H + ). The general procedure of Example 325 was repeated to give the following example: Example 326 4-(4-methoxy-7-morpholin-4-ylbenzopyrimidazole-2-ylamine-methylmercapto)-pyrazine-1 -carboxylic acid Third butyl ester-133 This paper size is applicable to China National Standard (CNS) A4 specification (210X297 mm) (please read the notes on the back and fill out this page)

Ministry of Economic Affairs, Central Bureau of Staff, Consumer Cooperatives, Printing 1309567 A7 B7 V. Description of Invention (131) Using 2_Amino-4-methoxy-7-Merion _4_Base Benzo and 4_ The title compound (3%), m/e = 477 (M + H + ). Example 327: 2-Ethyl-4-oxo-7-morpholine-4-phenylbenzoxazole and acetophenone The title compound (22%) was obtained from EtOAc (m. Example 328 shouting _4-carboxylic acid (4--, methoxy_7·-through All-based stupid #边岫-7-苴,--this will be 4-(4-methoxy-7-morpholine) 4--4-Phenylbenzothiazole-2-aminocarbamoyl) piperidine!-carboxylic acid tert-butyl vinegar (95 mg, 〇·2 mmol) dissolved in trifluoroacetic acid (0.8 mL). After 1 hour at room temperature, the mixture is evaporated to dryness. For example, tetrahydropyran-4-carboxylic acid (4-fluorenyloxy-7-morpholin-4-ylbenzoxazole-2-yl)-guanamine is prepared. The title compound (77%) was obtained as a white solid. MS: m/e = 377 (M + H + ). </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> <RTIgt; It is usually 5003⁄4 g) dissolved in CH2C12 (1 part) and treated with pyridine (3 parts) and phenyl chloroformate (1.25 parts). After stirring at room temperature for 3 minutes, an appropriate amount of amine (5 eq.) was added and the mixture was refluxed for 2 hr. After refluxing for 18 hours, the mixture was evaporated to dryness eluting with EtOAc EtOAc. For rapid chromatography (silicone, dissolving solution is 2% methanol with 2% methane) -134- This paper degree is applicable to China National Standard (CNS) A4 specification (210X297 public) (please read the notes on the back and fill in the form) page)

Printed by the Central Bureau of Standards of the Ministry of Economic Affairs, Beigong Consumer Cooperatives 1309567 A7 ___ B7 ______ V. Description of invention (132) Separation products. Example 329 to 367 and Example 37, Compound Example 329 were prepared according to General Procedure E. 4-K4-oxamethylamino)-methyl-1-piperidine-1-carboxylic acid (4-methoxy-7-?4 -4 -Alkyl oxazol-2-yl)-guanamine using 4-methoxy-7-morpholin-4-ylbenzopyrazol-2-ylamine and 4-[(4-fluorophenyl) Amino)-methyl]-piperidine, the title compound (25%) m. Example 330 4-Hydroxymethyl-4-phenylpiperidine-1-carboxylic acid (4.Methoxy-7-morpholin-4-ylbenzopyrimidin-2-yl)-guanamine using 4-methoxy The title compound (50%), m.p. 483 (M + H + ) 〇 Example 331 [1-(4-methoxy-7-morphin-4-ylbenzoxanthene-2-ylaminocarboxamyl)-bristidine-4-yl Preparation of methylaminocarbazide methyl ester using 4-methoxy-7-pyridin-4-ylbenzoquinonen-n-oxazole-2-ylamine and methyl cyano-4-methyl-methylcarbamate The title compound was obtained as a white solid (yield: 81%), MS: m/e = 464 (M + H + ). Example 332 4-ethylpiperidine-1..: ϋ(4-methoxy-7-morpholine_4-yl benzopyrimidin-2-yl)-guanamine using 4-methoxy-7-line -4-ylphenyl hydrazine &lt;1 嗤 嗤 - - - 及 4 4 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 135 Please fill out this page again)

1309567 A 7 B7__ V. Description of the Invention (133) The title compound (26%), m.p. Example 333 4-(2-oxopyrrolidin-1ylmethylpiperidine-1-carboxylic acid (4-methoxy-7-^-lin-4-ylbenzopyran-2-yl)-nitramine Preparation of the title compound as a white solid using 4-methoxy-7-morpholin-4-ylbenzo-pyrazol-2-ylamine and 4-(2-oxopyrrolidin-1-ylmethyl)-piperidine (2 9 %), MS: m/e = 474 (M + H + ). Example 334 4-(2-methoxyethyl)-piperidine-1·carboxylic acid (4-methoxy-7-) 4-oxo-7-oxa-7-methylbenzo-oxazole-2-ylamine and 4-(2- Preparation of the title compound (79%), m.p.: 437 (M + H + ) A gas-based -7-?'-lin-4-yl stupid and ruthenium-2-yl)-guanamine used 4-decyloxy-7-morpholin-4-ylbenzoquinone, azole-2- The title compound (46 〇/〇), MS: m/e = 416 (M + H + ). Dimorpholin-4-yl benzoxazole·2-aminoaminocarbamimidyl)-piperidin-4-ylmethyl-1-carbamic acid tert-butyl ester using 4-oxooxy-7-mline - 4-Benzyl benzoxazole-ylamine and benzylidene-4-yl-136- This paper scale applies to Chinese National Standard (CNS) A4 specification (210 X 297 mm) ---------^- Install 1 f, please read the notes on the back and then fill out this page) Customize the line of the economy, the ten 夬 隼 员工 Employees consume 阼 杜印1309567

The economy of the singularity of the singularity of the singularity of the singularity of the singularity of the singularity of the singularity of the singularity of the syllabus, fi, fR A7 _B7 V. Description of the invention (134) 506(M + H + ) 〇 Example 337 4 -丨2-(4- gas group)-tetrahydrocarbamate-2-yl 1-piperidine-1 -carboxylic acid (4-methoxy-7-morpholine) 4--4-benzoxazol-2-ylguanamine using 4-methoxy-7-morpholin-4-ylbenzothiazol-2-ylamine and 4-[2-(4-phenylphenyl) - tetrahydrofuran-2-yl]-piperidine (m.p. -4-methoxy-7-morphin-4-ylbenzoxazole-2 using formic acid (4-methoxy-7-morpholin-4-ylbenzoxazol-2-yl)-guanamine The title compound (6 4%), m.p. 4-ethyl-4-(4-methoxy-7-morpholin-4-ylmosanazole-2-yl)-1-methylurea using 4-methoxy-7-morpholine-4 - Benzyl, oxazol-2-ylamine and (2-methoxyethyl)-methylamine (m.p. 381 (M + H+) Example 340 4 -Methoxyethylhydrazine-peptidic-l-carboxylic acid (4-methoxy-7-morpholin-4-ylbenzoxazol-2-yl)-guanamine 4 -decyloxy-7-morphin-4-ylbenzo-I»sept-2-ylamine and 4-methoxyl (please read the back of the note before you fill out this page) -install _ set- 137- The paper size applies to the Chinese National Standard (CNS) A4 specification (210X297 mm) 1309567 A7 _____B7_ V. Description of the invention (135) Acetylpiperidine Preparation of taupe solid title compound (84%), MS: m/e =450 (M+H+). Example 341 4 -Methylpiperidine-1-carboxylic acid (4-methoxy-7-morpholin-4-ylbenzopyrazole-2-yl)-nitramine using 4· Methoxy-7-morpholin-4-ylbenzopyrazol-2-ylamine and 4-methylpiperidine gave the title compound (yield: 47%) Example 342 4-Oxopiperidin-1-carboxylic acid (4-methoxy-7-morpholin-4-ylbenzoxazol-2-yl)-nitramine using 4-methoxy-7-? I. lin-4-ylbenzo-p-but-2-ylamine and EtOAc (m.p.) Example 343 4-Cyclopropyl-4-hydroxypiperidine-1-carboxylic acid (4-methoxy-7-morpholin-4-ylbenzopyrazole-2-yl)-guanamine using 4-methoxy -7-morpholin-4-ylbenzopyrazol-2-ylamine and 4-cyclopropyl-4-hydroxypiperidine gave the title compound (27%), m. H + ). Example 344 1,1-dioxo-1 Λ 6-thiomorpholine-4-carboxylic acid (4-methoxy-7-morpholin-4-ylbenzoquinone 11 sevo-2-yl)-nitramine 4-methoxy-7-morpholin-4-ylbenzopyrazol-2-ylamine and thiophanate 1, bis-dioxide as a white solid title compound (50%), MS: m/e = 427 (M + H+)° -138- The paper size is applicable to the Chinese national standard (CNS &gt; A4 specification (210X297) (please read the note on the back and fill out this page) - Loading - Setting 1309567 A7 B7 V. Description of the Invention (136) Example 345 碁 淀 -1--1-carboxylic acid (4 dioxin _7_ 呲 _4_ base loading # oxazide -2-yl)-guanamine using 4-methoxy _7 - The title compound (31%) was obtained as a white solid. m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m m Acid (4. methoxymorpholine _4_ 茇斿忒 _ _ _ base) - guanamine using 4-methoxy-7-morpholin-4-ylbenzothiazol-2-ylamine and eight Preparation of the title compound (79%) mp.: m/e = 432 (M + H + ). Example 347 13-Benzo-1,4-dioxa-8-aza- snail| 4.5〗 癸 _8_carboxylic acid (4 methoxy) -7-, Lin-4_ phenyl hydrazine, sui jun-2- its use of 4-methoxy-7-morphin-4-ylbenzoxazole-2-amine and 2,3 Preparation of _benzo-1,4-dioxa-8.aza-spiro[4,5]decane as a white solid title compound (63%), MS: m/e = 483 (M + H + ) 348 f _-( 4 -methoxy-7 -?, lin-4 -ylbenzene # 4 oxazol-2-ylaminocarbazide, a ploughing 1-methyl ester using 4-methoxy-7-? Preparation of a white solid title compound (90%), MS: m/e = 436 (M + H + ) 〇 Example 349 - 139- This paper size is applicable to China National Standard (CNS) A4 specification (210X297 mm) (please read the notes on the back and fill out this page). Install. Order 1309567 A 7 B7 V. Invention Description (137) Eight Hydrogen isoquinoline-2-carboxylic acid (4-methoxy-7-morpholin-4-ylbenzoxazole-2-)-nitramine using 4-methoxy-7-?#-4-yl Benzene thiazol-2-ylamine and octahydroiso-isoline were prepared as the title compound (53%) m. 4-methoxy-7-morpholin-4-yl albendyrazole-2-yl)-bristamine 4 -Methoxy-7-morpholin-4-ylbenzox-2-ylamine and 3-methylpiperidine Prepared the title compound (50%) H + ) 〇 Example 3 51 3-Hydroxymethylpiperidine-1-carboxylic acid (4-methoxy-7·morpholin-4-ylindole 2-yl)-guanamine using 4-methoxy-7 - morpholin-4-ylbenzoxazol-2-ylamine and 3-hydroxymercaptopiperidine furnished the title compound (yield: 69%), MS: m/e = 436 (M + H + ). Example 352 g,4-benzoquinone-1-oxo-8-azaspiro"4,51癸^^-formic acid (4-methyl-1 _ 7-N-Phenyl-4-ylbenzoquinone far bite-2 -Based on the use of 4-methyllacyl-7-?p-lin-4-ylphenylpyrazine-2_ylamine and 3,4-benzo-3-aoxa-8-aza-spiro[ Preparation of the title compound (67%), m.p. 481 (M + H + ), 353 s s s s s s s s s s s s s s s And pyrazol-2-ylaminomethylmercaptopurine-140- This paper scale applies to China National Standard (CNS) A4 specification (210X297 public) (please read the back note and fill out this page)

1309567 Α7 __ Β7 V. Description of invention (138) Tillage-1 - tert-butyl formate using 4-methoxy-7-morphin-4-ylbenzoxep-2-ylamine and υ瓜呼_ι Preparation of the title compound (6 6 %), m/e = 478 ( Μ + Η + ) 〇 Example 354 4-hydroxy-4-phenylpiperidine-1-carboxylic acid (4) -Methoxy-7-morpholine-4-Mexyl# Thiazol-2-yl)-guanamine using 4-methoxy-7-morpholin-4-ylbenzopyrazol-2-ylamine and 4 The title compound (36%) was obtained from m.p. Example 355 1-Methylpiperidine-1-carboxylic acid (4-decyloxy-7-morpholin-4-one 苽蚰9-yl)-guanamine using 4-methoxy-7-morphin-4- The title compound (20%) was obtained as m.p. m. Example 356: Trifluoromethylpiperidine-1-carboxylic acid (4-methoxy-7-morpholin-4-yl adeno-2-yl)-tanning amine using 4-methoxy-7-mlidine-4 The title compound (16%) was obtained from mjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjj Example 357 "1,4 hydrazine piperidinyl-1 formic acid (4-methoxy-7-morpholin-4-ylmosa-141 - This paper scale applies to Chinese National Standard (CNS) A4 specification (210X297 mm) (Please read the notes on the back and fill out this page) • Loading and setting 1309567 A7 B7 V. Inventive Note (139) -2 -Based on the use of 4-methoxy-7-morpholine _4 The title compound (35 〇/〇), MS: m/e = 461 (M + H + ), mp. Example 358 3 - (4-methoxy-7-?_# _4_ylbenzoquinone 4-oxazol-2-yl)-1-(4-methoxyphenyl)-1-methylurea using 4-A Preparation of the title compound (4% by weight), mp mp s. e = 430 (M + H + ) 〇 Example 359 1,4 -Dioxa-8-azaspiro[4.51 decane-8-carboxylic acid (4-methoxy-7-chloro-4-ylbenzo)乙-2-)---Amine _ using 4-methoxy-7-morphin-4-ylbenzo-I»sept-2-ylamine and 1,4-dioxa-8-aza The title compound (28 〇/0), m/e = 435 (M + H + ). Example 360 3,4-dihydro-1H-isoindolin-2 -carboxylic acid (4-methoxy-7-morpholin-4-ylbenzoxazol-2-yl)-guanamine using 4-methoxy Preparation of the title compound (63%), m.p. 425 (M + H+) 〇 Example 361 3-(4-oxo-7-morpholin-4-ylbenzene#pyrazol-2-yl)_1-methyl-1-phenylurea-142- paper The scale applies to the Chinese National Standard (CNS) A4 specification (210X297 mm) (please read the notes on the back and fill out this page) - Install. Order 1309567 A7 B7 V. Invention Description (140) Use 4-methoxy·7 _ morpholine _4_ phenyl benzopyrazole 2 - ylamine and methyl phenylamine as a white solid title compound (19%), MS: m / e = 3 99 (M + H + ). Example 362 1-carboxylic acid (4-methoxy-7-morpholin-4-ylmosurazole-2-yl)-branched vein_ Using 4-methyllacyl-7-?-lin_4_ylbenzene And the product of the title compound (5〇%), MS: m/e = 3 93 (M + H + ). Example 363 Piperidine-1-carboxylic acid (4-methoxy-7-carboline-4-yl benzocarbazol-2-yl)-indole using 4-methoxymorphin-4-ylbenzo Preparation of the title compound (33%), m.p. Example 364 oxa-1 -4 -thiomorpholine-4 -carboxylic acid (4-methoxy-7 morpholin-4-yljamo # oxazol-2-yl decylamine using 4-methoxy-7-? Preparation of the title compound (87%), m.p. 1-(4-carbamoyl-7-morpholin-4-yloxazol-2-ylaminocarboxamido)-brray-4-ylmethylsulfonate as a 4-hydroxymethylperazine Pyridin-1-decanoic acid (4-methoxy-7-morpholin-4-ylbenzoxazol-2-yl)-guanamine (300 mg, 0.43 mmol) and N-ethyldiisopropylamine -143- This paper size is applicable to China National Standard (CNS) A4 specification (21〇x 297 mm) (Please read the note on the back and fill out this page) - Loading - Setting 1309567 A7 _ _B7 V. Description of invention ( 141) (95 μl, 0.56 mmol) dissolved in di-methane (10 mL), added to a dish of chlorine (36 μl '0.47 mmol), and allowed to mix the mixture for 3 days at ambient temperature. Purification as described in General Procedure E gave the product as a white solid (34%), MS: m/e = 466 (M + H + ). Example 366 Piperidine-1-H (4-methoxy- Morpholine·4_yl-furozolylazole_2_yl)-醯肱repeated piperidine-4-carboxylic acid (4-methoxy-7-morpholine·4·基弁喧弁喧峻_2_基)_ The general method of brewing amine 'from 4-(4-methoxy-7-morpholin-4-ylbenzoquinone ruthenium-2-ylaminomethyl aryl)-, guar-l-carboxylic acid third butyl The title compound (99%) was obtained as a pale yellow solid. mjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjj嚷二四_基幷嵝幷嵝 幷嵝 _ 2- decylamine repeat piperidine-4-carboxylic acid (4-methoxy-7-morpholin-4-ylbenzoquinone _2_yl) _ guanamine The general method is from [1-(4-oxo-7-oxalin-4-ylbenzoquinone p-pyrazole-2-aminocarbamoyl)-cyclo-4-ylmethyl]-amino Preparation of the title compound (50%), m.p., m.m. (M + H + ), s. 368 [4-methoxy-7-?? Sesin-2-ylamine agricultural formic acid 2_甲急. Ethyl ethyl ester will be 4-methoxy-7-? "Lin-4-yl benzofuran-2-ylamine (3 〇〇 mg, 1 1 Mol) and N-ethyldiisopropylamine (0.56 ml, 3.4 mmol) dissolved in tetrahydrofuran (11 mL) and added over 5 min. Acid dimethoxyethane Sg (0.19 liters love '1_4 mmol). The mixture is then heated to 7 ° C for 3 - 144 - This paper size applies to the Chinese National Standard (CNS) A4 specification (2丨0X297 mm) (please read the notes on the back and fill out this page)

1309567 A7 __ B7____ V. Description of invention (142) hours. The mixture was cooled to room temperature, added with water and ethyl acetate. The combined organic layers were dried over Na 2 SO 4 and evaporated to dryness. Obtained as an off-white solid title compound (52%) s MS: m/e = 368 (M + H + ). Example 369 1 bucket-(4-methoxy-7-morpholin-4-ylmosaoxazol-2-ylaminoindolylhydrazinylmethylcarbamate formic acid N-(4-methoxy) -7-morphin-4-ylbenzoxazol-2-yl)-4-methylaminomethylbenzamide (100 mg, 0.24 mmol), pyridine (29 μL, 0.36 mmol) Methyl chloroformate (24 μL, 0.32 mmol) was dissolved in di-methane (5 mL) and stirred at ambient temperature for 18 hrs. Solid title compound (66%), Ms: m/e = 417 (M + H + ). Example 370 1-oxo-1 - 4 - thiomorpholine-4-carboxylic acid The use of 4-methoxy-7-piperidin-1-ylbenzopyrazole-2-ylamine and thiomorpholine oxides for the use of 4-pyridazol-2-yl)-guanamine hydrochloride The title compound (8 〇 0 / 〇), MS: m/e = 409 (M + H + ), MS: m/e = 409 (M + H + ).棊 棊 棊 幷 兔 基 _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ As described by formamide (example 275), from 4-bromo-i- The title compound was prepared from oxy·2_ benzene and shouting to obtain a yellow solid with a total yield of 10%, Mg.m/e = 400 (M + H + ) 〇-145- This paper scale applies to Chinese national standards ( CNS &gt; A4 Specifications (21〇'·&lt;297 mm)~~~~ (Please read the notes on the back and fill out this page)

1309567 A7 B7 V. INSTRUCTIONS INSTRUCTION (143) EXAMPLE 372 VII-Fluoro-N-.iso-propoxy-7-piperidinazole-2-yl)·茇甲甲胺. For example, 4-fluoro-N - (4-methoxy-7-morpholin-4-ylbenzoxazole-2-yl)-benzamide (Example 275) as described in 4-bromoisopropoxy nitrobenzene and The title compound was prepared as a pale brown solid (yield: mp. Example 373 4 -Fluoro-N-(4-methoxy-7-piperidin-1-ylbenzoquinone arsenic-octayl)·benzamide such as 4-fluoro-N-(4-methoxy -7-morpholine_4_ylbenzopyrazole-2-yl)-benzamide (example 275), as described in Example 275, from 4-bromo-!-methoxy- 2-propenylbenzene and hydrazine The title compound <RTI ID=0.0># </ RTI> </ RTI> <RTIgt; Example 374 4 -Fluoro-N-(4-methoxy-7-[1,4]oxazepine·4·A benzoquinone 4岫_2_ a certain carbamide can be prepared as 4-fluoro- Ν- '4-Methoxy-7-?, lin-4-ylphenylhydrazine ρ 唾 _2 _2 yl) benzoguanamine (Example 2*75) as described in '4-bromo-1 -methoxy The title compound was prepared from 2- nitrobenzene and [1.4] oxazepine to give a pale yellow solid (yield: 1%), MS: m/e = 402 (M + H + ). -4- 曱 曱 丨 4 - methoxy- 7- (4-methoxy 3 4 - 1 - stupid # 边 -2 - yl 1 - guanamine such as the preparation of 淋 -4-carboxylic acid (4 - A Oxy-7-Molin-4-ylbenzoquinone ρ 吐 _ _ _ _ - This paper scale applies to Chinese national standards (CNS &gt; Α 4 specifications (210X297 mm) (please read the notes on the back first) Fill in this page) - Pack. 1309567 A7 B7 Γ-tr t pi V. Inventive Note (144) )-Indoleamine (Example 1 3 6), from 4-bromo-1 -decyloxy _ 2 _ The title compound was obtained as a light yellow solid with a total yield of about 1%, MS: m/e = 407 (M + H + ). Example 376 N-(7-吖Because of -1 -yl-4-methoxybenzoquinone attack also _2_Nong, _4_nitro The formamide is as described in the preparation of 4-fluoro-N-(4-methoxy-7-morphin-4-ylbenzopyran-2-yl)_benzamide (Example 275). 4. The title compound was prepared from bromo-1-methoxy-2-nitrobenzene, azepine and 4-nitrobenzhydrazine to give a pale yellow solid with a total yield of about 10%, MS ·· m/e = 427 (M + H + ). Example 377 焉 -4--4-carboxylic acid (4-methoxy-7-viophen--3-yl macro-p-bit 2_yl)-bristamine such as morpholin-4 - formic acid (4-methoxy-7-phenylbenzopyrazol-2-yl)-decylamine (example 157), as described in 4-bromo-1-methoxy-2-nitrobenzene The title compound was prepared from trimethyl porphin-3-ylstannane to give a pale yellow solid (yield: </ RTI> </ RTI> </ RTI> <RTIgt; 『4·methoxy-5_丄methylimidazole_丨-ylmosazole-_2-even]-benzamide can be Ν-(7·ethinylamino-4-decyloxybenzo Pyrazole-2_yl)_4_fluorobenzamide (100 mg, 0.28 mmol) and Lawson's reagent (135 mg, 〇33 mmol) dissolved in THF (l 〇 ^ liter), and Stirring at ambient temperature for 18 hours. Remove the falling agent, fast and speed chromatography (silicone , Solvent CH2Cl2 / 2N NH3 containing MeOH 99: 1 to 19: 1), obtain a yellow solid, dissolve it in acetone. This paper scale applies to China National Standard (CNS) Qiao ^ 77 ^ 97 public ' (please read first) Precautions on the back side of this page) • Installation. Ordering -147- 1309567 A7 B7 5. Inventive Note (US) (10 ml), and treated with methyl iodide (19.8 mg, 14 mmol). After 3 hours at ambient temperature, the solvent was removed and dissolved in ethanol (1 mL). Aminoacetaldehyde dimercaptoacetal (15 mg, 14 mmol) was added and the mixture was stirred at room temperature for 18 hours. . The solvent was removed and the residue was taken in EtOAc (EtOAc) &EtOAc. The mixture was diluted with water (50 mL) and the pH was adjusted to 8[beta] with sodium carbonate and extracted three times with CH2C12. The combined organic phase was dehydrated with NaeO4 and the solvent removed. Flash chromatography (silica gel, eluent CH2C12 / MeOH (m.p. Example 379 g-gas-N-(4-methoxy-7-morpholin-4-ylbenzoxazole-2-isonicotinium decylamine N-ethyl-isopropylamine (21.3 mL, 125 mmol) The ear was added to a stirred suspension of 4-methoxy-7-morpholin-4-ylbenzopyrazole-2-amine (13.3 g, 50.1 mmol) in THF (700 mL). The mixture was then cooled to 5 eC, and a solution of 2 gas-6-methylisonicotrine ruthenium chloride (10.5 g, 55.1 mmol) in methane (350 ml) was added dropwise over 2 hours. Mix overnight at 2 ° C. Add methanol (40 ml) to the mixture and continue stirring for 1 hr. The mixture is concentrated in vacuo and the residue is partitioned between ethyl acetate and saturated sodium bicarbonate. The title compound (16 g, yield 76%) was obtained eluted eluted eluted eluted eluted MS: m/e=421 (M{37C1}+H+), 419 (M{35C1}+H+). Repeat the general procedure E to prepare the compounds of Examples 380 and 381 148 - This paper scale applies to the Chinese National Standard (CNS) A4 specification (210Χ2 97 mm) (Please read the notes on the back and fill out this page) - Packing. Set 1309567 A7 _ B7 V. Description of Invention (146) Example 380 (4-methoxy-7-morpholin-4-yl) Benzopyrazol-2-yl)-urea The title compound (20%) /e = 309 (M + H + ). Example 381 (4-methoxy-7-morpholin-4-one benzoquinone, pyrazol-2-yl)-carbamic acid phenyl ester using 4-methoxy -7-morpholin-4-ylbenzopyrazol-2-ylamine, and the title compound (75%) was obtained as white foam, MS: m/e = 386 (M + H+). General procedure for the preparation of the following compound examples 382 2-A-N-(4-methoxy-7-morpholin-4-yl-benzoxazol-2-yl)-isoindoleamine using 4-methoxy -7-Morpholin-4-ylbenzothiazol-2-ylamine and 2-oxo-nicotinopurine chlorochloride to give the title compound (yield: 59%), MS: m/e = 407 (M{37C1}+H+ ), 405 (M{35C1}+H+). Example 383 2 -Broken-N-(4-methoxy-7-?11lin-4-ylphenylhydrazine; "Seijun-2-yl)-6- Methyl isonicotine decylamine sodium (2.0 g, 13.3 mmol) and Iodonic acid (0.95 ml, 7.2 mmol, 5.7 % aqueous solution) was added to 2-O-N-(4-methoxy-7-,-lin-4-phenylbenzopyran-2-yl - 6-fluorenyl isonialt-amine (1.00 g, 2.3 9 mmol) of methyl ethyl _ (10 ml) and two "smoke (20 ml) in the suspension. The mixture was then heated at 100 ° C for 9 6 hours. The mixture was concentrated in a hollow space, and the residue was suspended in di-methane and sequentially applied to a Chinese National Standard (CNS) A4 specification (210×297 mm) in saturated sodium bicarbonate solution-149-this paper scale. Note: Fill in this page) - Gutter 1309567 Zhai f % Play % % Soil P t A7 B7 V. Inventive Note (147), 0.1 Sodium sulphate solution and saturated brine wash. The organic phase was dehydrated with NajO4 and the solvent was evaporated. The crude product was further chromatographed on CH 2 Ci 2 /Me 〇H (99:1 耆 98. 2) to afford Si 〇 2 (Merck 230- 440 mesh) chromatography. The product fractions were collected and evaporated to give the title compound 7 % yield) ' μ S : m / e = 511 ( M + Η +). Repeat the general procedure for the preparation of examples 384 and 385 of the compound 384 k-benzyl-3-(4-methoxy-7-morpholin-4:1 benzoxazole-2-yl) "· 4-methoxy-7-morpholin-4-ylbenzothiazol-2-ylamine and N-benzylamine The title compound (94 〇/〇), MS: m/e = 413 (M) + H + ). Example 385 (4-methoxy-7-morphin-4-ylbenzoxanthene-2-yl)-1-methyl-1-phenylethylurea using 4-methoxyl -7-?p-lin-4-ylbenzoquinone-P-synthesis 2-ylamine and N-methyl-2-phenylethylamine The title compound (53 〇/〇), MS: m/e = 427 (M + H + ) ° The general procedure of Example 379 was repeated to prepare the compound of Examples 386 to 391. 386 曱 -7 -7- morpholin-4-ylbenzoxazole 2 _ a V 2 phenyl hydrazine Preparation of the title compound (3 7%), m.p. (M + H + ) 〇Example 387 -150- This paper size applies to China National Standard (CNS) A4 specification (210X 297 mm) (please read the notes on the back and fill out this page)

Retired annual ticket each tls-qr U soil pi 1309567 A7 __________ B7 V. Description of invention (148) Oxy- - 7 bis 35 phenyl-4-ylbenzopyran-2 -yl)-propanamine using 4 - Preparation of the title compound (5 〇 / 〇), mp mp _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ ). Example 388 methoxy_Ν·(4^methoxy-7-morpholin-4-ylbenzopyrimidin-2-ylacetamide using 4-methoxy-7-morpholine-4-ylbenzene The title compound (37%) was obtained as m.p. 4-Phenylbenzopyrazol-2-yl)-decylamine The title compound is obtained as a pale yellow solid using 4- methoxy-7-morpholin-4-ylbenzo, oxazol-2-ylamine and pentane chloride (48%), MS: m/e = 350 (M + H + ). Example 390 N-(4-oxo-7-methyl-4-methylbenzoquinone g-Shen-2-yl)-isobutylenamine using 4-methoxy-7-morpholin-4-ylbenzene The title compound (8%) was obtained as a pale yellow solid, m.p.: 356 (M + H + ). Example 391 N - ( 4 -methyllacyl-7 -1 1 -bed-4 -phenylphenylhydrazine P-sepi-2-yl)-3-phenylpropanamine using 4-methoxy-7-morpholine The title compound (3%) was obtained as a pale yellow solid (yield: m/e = 398 (M + H)). Repeat General Procedure E to prepare compounds of Examples 392 to 396. Examples 392 - 151 This paper scale applies to the Chinese National Standard (CNS) A4 specification (210X297 mm) (please read the notes on the back and fill out this page)

1309567 A7 ___ B7_ V. INSTRUCTIONS (149) Benzyl-3-M-methoxy-7-morpholin-4-ylbenzoquinone P-pyrazole-2-yl)-urea 4-methoxy-7 - 淋-4-ylbenzoquinone, succinyl-2-ylamine and sylamine, m.p. Example 393 1-(4-carbamoyl-7-morpholin-4-ylbenzoxazole-2-yl)-3-phenylethylurea 4-methoxy-7-morphin-4-yl Phenylpyrazole-2-ylamine and 2-phenylethylamine The title compound (87%) m. Example 394 _1-(2-Methoxy-ethyl)-3-(4-methoxy-7-oxalin-4-ylbenzopyrazol-2-yl)- for 4-methoxy- 7-? "Lin-4-yl benzoquinone I» sulen-2-ylamine and 2-methoxyethylamine The title compound (8 〇./0), MS: m/e = 367 (M) + H + ). Example 395 1-(2-Diaminoaminoethyl-methoxy_7_?--4-yl-indole P-Sen-2-yl)-1-methylurea using 4 - Preparation of the title compound (61 〇/0), mp:yield, m.p. m/e = 394 (M + H + ). Example 396 1-(2-Diaminoaminoethyl)_3-(4-methoxy-7-methyl-[4]-based abbreviated bite- 2- Base)-urea using 4-methoxy-7-hept-4-ylbenzopyrazine-2·ylamine and 2-dimethylamine-152- table paper scale applicable to Chinese national standards (CNS &gt; Α4 specifications (2丨0'〆297 mm1 (please read the notes on the back and fill out this page)

</ RTI> </ RTI> </ RTI> </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; The general procedure of Example 3 79 was repeated to prepare the compound of Example 3 97. 3 9 7 L Dimethylamino-N-(4 digoxy-7-morpholine-4-ylbenzopyrazole-2-yl Preparation of light yellow solid the title compound (1% by weight) using 4-methoxy-7-morphinyl-4-ylbenzoxazole-2-amine and 4-dimethylaminobutane , Ms : m/e = 379 (M + H + ) ° Example of intermediates used in the preparation of Examples 1 to 187 3 9 8 (7-iodo-4-methoxybenzoinazole-2-aminocarbamic acid The ester dissolves (4-methoxybenzoquinazolyl-2-yl)-carbamic acid oxime ester (31. gram, 13 Torr) and sodium acetate (32.3 gram, 394 mM) in 400 In glacial glacial acetic acid, and slowly treated with qi single vapor (13.5 ml, 264 mmol) at 0 C. The reaction mixture was slowly warmed to room temperature and stirred for 15 hours. After adding water (j 3 liters), it was filtered. The precipitate was washed with water. The filter cake was dissolved in a minimum amount of tetrahydrofuran (about 150 ml) and decolorized with an aqueous solution of sodium thiosulfate. Water (about 2 _ 0 liters) was added to precipitate the product, filtered and 6 〇 Drying] 2 hours. 42.3 g (8 9%) of a white solid was obtained. 148:111/^ = 364(]\4 + ). Example 399 (4-methoxybenzoquinone) succin-2-yl)-carbamic acid methyl acetonate at 〇 ° C with methyl formate (ΐ〇 · 6 ml, 137 mmoles) Slowly treated with 2-amino-4-methoxybenzoxazole (23. 6 g, 131 mmol) and pyridine (12.6 -153- This paper scale applies to Chinese national standards (CNS) Α4 size (210X 297 mm) -----I----装-- (Please read the note on the back and fill out this page) Custom line 1309567 A7 B7 洚% V. Invention description (151 ) ML ' 157 millimoles of di-methane (23 〇 ml). After 1 〇, add gas formic acid methyl vinegar (1 〇 ml, 13 mM) and 峨 (1. 〇 ml, 12 After 10 minutes, the mixture was poured into 2 mL of 1 mL aqueous hydrochloric acid, and the organic layer was separated, diluted with di-methane (250 ml), and washed with brine (50 ml). The solvent was evaporated and the solvent was evaporated in vacuo to give 3 <RTI ID=0.0></RTI> (99.4%) white solid. MS: m/e = 23 8 (M + H + ). Example 400 (4-methoxy-7- Tert-butyl benzoate-2-yl)carbamate will be two (third Butoxycarbonyl)-anhydride (B〇c) 2〇 and DMAP (47 mg, 0.04 mmol) were added to the 2-amino-4-methyl-7-phenylbenzoxazole (ίο克, 3.9 The mixture was stirred in THF (50 mL), and the mixture was stirred at room temperature for 1 hour and then at 60 ° C for 3 hours. After cooling, the solvent was evaporated, and the residue was purified eluting with EtOAc EtOAc EtOAc EtOAc EtOAc After a white foam title compound (11 g, 79% yield), MS: m/e = 356 (M + ). Example 401 (4^Methoxybenzoxen-2-yl)-tert-butyl carboxylic acid tert-butyl ester using 2-amino-4-methoxybenzoxazole to prepare a white solid title compound (60%) Yield), MS: m/e = 281.2 (M + H + ). Example 402 2 -Amino-4-methoxy-7-phenylbenzoxe spit according to the patent document N·(benzopyrimidin-2-yl) oxalic acid street organism (W. Winter'M Thiel , A. R0esch and 〇· H. Wilhelms, German Patent Plus 154- This paper wave applies Chinese National Standard (CNS) A4 specification (210X 297 mm) ^- (Please read the back note and fill out this page) ) 1309567 A7 ___B7 V. Description of the invention (152) 2656468, 1978) 'Preparation of the title compound from 3·amino-4-_methoxybiphenyl to give a white solid, MS: m/e = 256 (M + ) , mp.2〇7_208cC. Example 403 4 -Methoxy-7-phenoxy group g-septo-2-amine A CHBi3 (10 ml) containing bromine (4.8 g, 30 mmol) was added dropwise over 1 min. (2-Methoxy-5-phenoxyphenyl)-thiourea (8.25 g, 3 mmol) in CHC13 (70 mL). The mixture was heated to reflux for further 3 hours, then cooled to room temperature and then evaporated and evaporated. The filter cake was further washed with saturated aqueous sodium bisulfate / water: EtOAc (EtOAc):EtOAc (EtOAc) The resulting solid was dried <RTI ID=0.0>: </RTI> </RTI> <RTI ID=0.0></RTI> <RTIgt; </RTI> <RTIgt; The general procedure of Example 403 was repeated to prepare the compound of Example 4〇4 to 409. Example 404 2 -Amino-4-methoxy alum, p-stazole, 7-carboxylic acid methyl ester using 4-methoxy-3-thiourea The title compound (55% yield) m. Example 405 7-Bromo-4-methyl benzophenanthene-4-indole-amine (5-bromo-2-methoxyphenyl)-thiourea ) '^18:111/6 = 258(1^+). Example 406 7_Ter Butyl-4-methoxyxoxazole_2_an amine-155- This paper size is applicable to China National Standard (CNS) A4 specification (21〇&gt;&lt;297 mm) (Please read the notes on the back and fill out this page)

1309567 A7 ______B7_ V. INSTRUCTIONS - Preparation of the title compound (79% yield), m: e / e = 238.1 (M+), using (5-t-butyl-2- methoxyphenyl) thiourea . Example 4 0 7 7'Ethylmethylmercaptobenzoxazole-2_an amine (5-acetamidoamine-2-methoxyphenylthiosemicarbazide) Rate), MS: m/e = 238.2 (M + H + ). Example 408 f-Hexyl-tetrazol-5-ylmosazole 2. A certain hydrazine using 2_methoxy-5·(1Η- Tetrazol-5-yl)-phenylthiourea Preparation of the title compound (yield: 54% yield), MS·· m/e = 248.2 (M + ). The title compound (71% yield), m.p. 410 5_Methoxy-7-phenylbenzoxazole-2-theridine is treated with bromine (22 μl) containing (5-methoxybiphenyl-3-yl)-thiourea (ι 9 mg) , 0.42 mmol) of chloroform (2 ml), and the mixture was heated to 6 ΐχ: over a period of time. After removal of the volatile components by hollowing out, flash chromatography (solvent, eluent: ethyl acetate / cyclohexane 2:1 to 5 : j) The product was isolated (93 g, 86%) to give a tan solid. The stereochemistry of cyclization was measured by conversion Ν〇Ε measurement. : m/e = 256(M + ) 〇Example 411 2 -Amino-4,5-dimethoxyl and 〗 〖Bite-156 - This paper size applies to Zhongguanjia (CNS) A4 specification (&quot; _2iGx297 humiliation) (Please read the notes on the back and fill out this page) - Packing - -*?! 1309567 A7 B7 V. Inventions (154) ~ 5-methoxy-7-phenylbenzoxazole _2_ylamine in a similar manner, from 2,3-dimethoxyaniline (1 g, 65 mmol) to prepare 2-amino-4,5-dimethoxybenzopyrazole, three The overall yield of the step was 72%, MS: m/e = 210 (M+). Example 412 6·Den-4·trifluoromethoxybenzoxazole·2_葚 peptide 4-bromo-2-di Fluoromethoxyaniline (768 mg, 3 mmol) and potassium thiocyanate (875 mg, 9 mmol) were dissolved in acetic acid (5 mL) and slowly added in 〇«c (0.19 mL, 3.6 millimoles) After stirring for 1 hour, acetic acid (2 pens) was added and the mixture was heated to 1 〇〇»〇 for 3 hours. After cooling to room temperature, 'addition of sodium hydroxide solution (1() Μ, 25 (ml), and the mixture was extracted three times with ethyl acetate. The combined organic layers were washed with brine and dried. Zhen empty solvent was removed by flash chromatography. (Silica gel, eluent: ethyl acetate / cyclohexane 1: 4) 'and finally from ethyl acetate / cyclohexane recrystallized to obtain 170 mg of the product as a white solid (18%). MS: m/e = 315 (M + H + ). Example 413 4 -Methoxy-7·morpholin-4-ylindole#pyrazole-2-ylamine treated with bromine (960 μl) containing (2-methoxy-5-morpholine-4-ylbenzene) Base _ thiourea (5.0 g, 19 mmol) in chloroform (13 mL) and the mixture was refluxed for 18 hours. After removal of the volatile component by hollowing out, the product was recrystallized from THF (2.8 g, 57%). 0 MS : m / e = 266 (M + ) 〇 Example 414 7 Dibenzyloxy·4_methoxy phenyl peptide 5 -N-oxy-7-phenylbenzotriazole_2-ylamine The similar method described, from -157· This paper scale applies to Chinese national standards (CNS &gt; A4 specification (210X297 public Chu) (please read first) Precautions on the back side of this page) - Loading · Setting line 1309567 A7 ---------- B7 V. Description of invention (MS) (5 -decyloxy-2-methoxyphenyl)_ Preparation of thiourea to obtain a grayish brown solid with a yield of 82%. Mp: 165X: (decomposition). Example 415 k trifluoromethoxy moxa # oxazole-2 · a pulse of 6-bromo-4-trifluoromethoxy Benzoquinone·2_ylamine (157 mg, 〇5〇 mmol), triethylamine (0.21 ml, 1.5 mmol) and palladium/carbon (1〇0/〇, i 5 gram) It was suspended in ethanol (12 ml) and hydrogenated at atmospheric pressure for 96 hours. The catalyst was passed through and the solution was evaporated to dryness. The residue was dissolved in ethyl acetate, washed three times with water, dried and evaporated to remove solvent. Brown solid product (85 mg, 73%). MS: m/e = 235 (M) + H + ). Example 416 Amino-4-methylargonium benzoxazole-7-formaldehyde, as described for 4-methoxy-7-phenoxybenzoquinone p--2-ylamine, used (5-Chrysyl-2-methoxyphenyl)-thiourea to give the title compound (yield: 70% yield). MS: m/e = 208.0 (M + ). -7-morpholin-4-ylmethyl stupid# deazol-2-meramine (276 mg, 3.2 mmol), acetic acid (190 mg, 3.2 mmol) and NaBH(OAc)3 (672 </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> <RTIgt; The mixture was vigorously stirred at 20 ° C; mixed for 48 hours, then water (50 ml) and 5% sodium bicarbonate solution (50 ml) were added, and the mixture was vigorously disturbed. After separating the organic and aqueous layers, The aqueous phase was extracted with ethyl acetate (50 mL), and the combined organic phases were washed with saturated brine (100 mL) and taken to -158- to the paper size of the Chinese National Standard (CNS) A4 (210X 297 male) (Please read the notes on the back and fill out this page)

1309567 A7 B7 V. Description of invention (156)

The NaaSCU was dehydrated, filtered and evaporated. EtOAc mjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjj The title compound (43 mg, 73% yield), MS: m/e=280.2 (M+). Example 418 1-Chloro-4-methoxy-7-phenyl alum has hydrazine monohydrate (4 g, 80 mmol) and hydrazine dihydrochloride (42 g, 40 mmol) Addition to a suspension of 2-amino- 4-methoxy-7-phenylbenzoquinone (5.1 g, 20 mmol) in ethylene glycol (75 ml) in suspension at 1 40 (: Heating for 18 hours. After cooling to room temperature, the suspension was filtered, washed with water (200 ml) and then with ethyl acetate (1 mL), and dried (〇〇5 mmHg, 70 °C) Dry to give a white solid 2-mercapto-4-methoxy-7-phenylbenzoxazole (5.2 g, 96% yield). Add 2-month well base-4-A in 20 min. Lacto-7-phenylphenylhydrazine! 7 Saijun (4.5 g, 16-6 mmol) in pure sulfurous chlorine (12 ml, 165 mmol), then the mixture was heated to 50 °C for 2 hours. The reaction was allowed to complete. The reaction mixture was then cooled, poured into ice/water (300 mL), and then stirred for &lt;RTI ID=0.0&gt; The filter cake is dissolved in dichloromethane (25 ml) and saturate The organic phase was dehydrated with Na2S〇4, filtered and evaporated to give a red oil, which was eluted with chloroform to afford 81 〇2 (1^11 (^ 230-400 mesh) chromatography. Evaporation gave the title compound (md, m,j,j,

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1 - 159- This paper size applies to Chinese National Standard (CNS) A4 specification (210 X 297 mm) 1309567 A7 B7 V. Invention description (157) -- Example 419

(morpholine-4 - 礓醯 U ^ Lin (4) 4 $ liter, 5 mmol) was added dropwise to THF containing 4 _ (chlorophase benzoic acid gram '2.2 mmol) in 5 minutes (2 ( ) in ml), and the mixture was stirred at room temperature for 1 hour. Water (5 mL) was then added and the mixture was combined to separate the phases and the aqueous phase was extracted with ethyl acetate (2×50 mL). The combined organic phases were washed with brine, dried, dried and evaporated. The residue was chromatographed with chcw (acetone + 10% HC 〇 2H) (9: u dissolved in Si 〇 2 (Merck 23 〇 4 〇〇 mesh), and the product fractions were collected, evaporated and hollowed out (0.05 mmHg, 5 ( The title compound (270 mg, 20% yield), m m: m/e=27i (M+), m.m. Dipropylamine sulfonyl benzoyl hydrazide was used to give the title compound as m.p. 285 (M + ). The title compound (85 〇 / 〇 yield), MS: m / e = 228.1 (MH), 422. ), MS: m/e=257 (M + ). Example 423 -160- This paper scale applies to Chinese National Standard (CNS) Α4 specification (210X297 mm) ^ "Clothing -- (Please read the notes on the back first) Fill in this page)

• 1T line 1309567 A7 _B7 V. Description of the invention (158 ) 2 - (1,1-dioxothiolan-4-yl)-ethylamine

The title compound was prepared according to the patent literature: W. R. Baker, S. A, Boyd, A. K. L. Fung, Η. Η Stein, J. F. Denissen, C. W_ Hutchins and S. H. Rosenberg, WO 9203429 (1992). Example 424 Methyl-(6-methyl? is a suspension of UAIH4 in THF (120 ml) at 1 〇. Under the cooling, methyl-6 is added dropwise over 45 minutes under cooling. A solution of hydrazinoacetic acid ester (12 g, 79 mmol) in THF (80 mL). After stirring at 20 ° C for 1.5 hours, THF/water (4:1) was added to the reaction in TC over 30 min. (20 ml) mixture, then directly add Na2S04 (50 g) to the reaction mixture, stir vigorously, then distill and dry to remove 1 [11?. Residue at 5丨02(]^1^230- Chromatography, eluting with CH2Cl2 / MeOH (97:3 to 9:1) afforded as a colorless oil (7 _ 5 g, 77% yield). This material was dissolved in CHC13 (100 ml) and sulphur Gas (17.2 ml, 237 mmol) was added dropwise at 5 ° C to 20 ° C for 16 hours. Then the solvent was removed by venting and the residue was partitioned between CH2C12 (100 mL) and 5% NaHC? The aqueous phase was further extracted with CH2C12 (2×50 mL) and the combined extracts were washed with saturated aqueous NaCI (1×50 mL). The solvent was then evaporated and evaporated. The obtained red oil was dissolved in EtOH (80 mL) ) It was cooled to 0 ° C and treated dropwise with 33% decylamine / EtOH (50 mL) over 1 hour, then the mixture was stirred at 20 ° C for 3 hours. After evaporation of all solvents, the residue was partitioned between CH2C12 and water (about 100) Between ml), the aqueous phase is extracted with CH2CI2 (2 X 100 ml), dehydrated (Na2S04), filtered and hollowed to remove the solvent. The residue of the color oil is then hollowed out on the Vigreux column (〇. 1 mmHg -161 -

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This paper size is generally used in the National Standard (CNS) A4 specification (210X 297 mm) 1309567 A7 ___________ B7 ______ V. Description of invention (159) ' 6 8 - 70 ° C ) Distillation 'obtained the title compound of light yellow liquid (6 03 g, 75% yield), MS: m / e = 136.1 (M + ). Literature: Journal of Medicinal Chemistry, 1996, 5053-63. Example 425 to 426 of the compound of Example 425 to 426 was prepared according to the general procedure of Example 4 2 4. </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> <RTIgt; The title compound (0.1 mmHg, 47-48. (:) (20% yield), MS: m/e = 93.1 (M-NHCH3). The title compound (〇.111111111 LV, 60-62. (^) (79% yield), MS: EtOAc: m. m/e = 122.1 (M + ) 中间 Example 188 to 208 intermediate preparation example 427 2 - decyloxy-5-fluorenyl thiourea in 2-methyllacto-5-phenoxyaniline (9 To a solution of 9 g, 46 mmoles of acetone (6 ml) was added benzhydryl isothiocyanate (9 g, 55 mmol) and the mixture was heated to reflux (5 6 〇 4 hours). After cooling to room temperature, the solvent and EtOAc (EtOAc m. The resulting solid is then hollowed out (0.05 mmHg, 50 °C) Drying to obtain a tacophthalic acid thiourea thiourea (17.2 g '99% yield). Next to Benzene-162- This paper scale applies to China National Standard (CMS) Μ Specifications (210X 297 PCT) (Please read the notes on the back and fill out this page)

1309567 A 7 B7 V. INSTRUCTIONS (160) (Please read the notes on the back and fill out this page.) Add freshly prepared methanol to a suspension of thiourea (14.5 g, 38 mmol) in methanol (70 ml). Sodium (14.5 g, 38 mmol) and the mixture was stirred at room temperature for 1 hour. Water (210 ml) was then added and the precipitate was collected, then washed with water (100 ml) on filter paper, then washed with diethyl ether (100 ml) and dried ( 〇〇 5 mmHg, 50 ° C) to give a white solid title Compound (8.5 g, 81% yield), MS: m / e = 274.1 (M + ). Following the general procedure of Example 427, Example 428 (5-Termidine-2-methoxyphenyl)-thiourea of Examples 428 to 433 was obtained using 4-t-butyl-2-methoxyaniline. The title compound was obtained as a white solid (yield: 79%). Example 429 (5-Acetylamino-2-methylhydrogenylphenyl)-thiourea The title compound (69% yield) m/e = 240.3 (M + H + ). Example 430 4-Methoxy-3-thiomethylbenzoic acid methyl ester The title compound (78% yield) m. = 240_0 (M + ). Example 431 (5-Bromo-2-methoxy- thiourea) mp EtOAc (m. M + ). Example 4 3 2 -163- This paper scale adopts Chinese national standard (CNS } A4 specification (210X297 mm) 1309567 A7 B7 161 V. Invention description ( g dimethoxy - 5- (1Η - four The title compound (92% yield), MS: m/e, m.p. = 250.1 (M + ). Example 433 1-(4·methoxy-l-phenyl-3-yl)-3-methyl mobile using 4-methoxybiphenyl-3-ylamine and N-methyl The thiocyanate gave the title compound (96% yield) m.jjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjj -Benzylmercapto-3-(5-methoxybiphenyl-3-yl)-thiourea (183 mg, 〇51 mmol) in methanol (5 mL) with sodium methoxide (5·4 in methanol) The title product (115 mg, 88%) was obtained eluted with EtOAc (m. Example 435 Benzolyl-3-(5-methoxybiphenyl-3-a U-magnetic 5-methoxybiphenyl-3-ylamine (129 mg, 0.65 mmol) dissolved in acetone (ml) and slowly treated with a solution of benzamidine isothiocyanate (0-096 ml, 〇71 mmol) in acetone (2 ml). After stirring at ambient temperature for 18 hours, remove the solvent and residue yourself. The alkane was crystallized to give the product as colorless crystals (203 mg, 86%), Mp 149 C. Example 436 (2-methoxy-5-morpholin-4-ylphenylthiol 1-benzol-3 -(2-Methoxy-5-morpholin-4-ylphenyl)-thiourea (80 g-164 - This paper size applies to Chinese National Standard (CNS) A4 size (210X297 mm) (please read the back first) Note on the page again}

1309567 A7 B7 V. INSTRUCTIONS (162) Ramadan tk ticket: soil '21 millimoles' suspended in methanol (26 ml) and treated with 6 ml of sodium methoxide (54 Μ in methanol) and mixed with the mixture until white precipitation. The mixture was vented to concentrate 'filtered to separate crystals and washed with methanol and hexane (5 · gram, 8 6 %), MS: m/e = 268 (M + ) ° Example 43 7 jjL sylvestre-3-( 2-methoxy-5-morpholin-4-ylphenyl)-thiourea in 2-methoxy-5-morpholin-4-ylphenylamine (4.6 g, 22 mmol) A solution of benzamidine isothiocyanate (34 ml, 25 mmol) in acetone (8 mL) was added to a solution (140 mL), and the mixture was stirred for 30 min. After the removal of the volatile components by venting, the product was isolated by flash chromatography (EtOAc, EtOAc/EtOAc:EtOAc:EtOAc: e = 272(M + ). Example 438 [5-Benzyloxy-2-methoxybenzene thiopurine] The title compound was obtained from EtOAc (m. , Mp 130 ° C (decomposition). Example 439: Mercapto-2-methoxy-methyl thiopurine in 2-(4-methoxy-3-nitrophenyl)·[ι,3]dioxane (13 g, 57.7 m To a solution of 1^〇11 (400 ml), add 411^8 catalyst-Pt(02) (700 mg) and the mixture was at 20 in hydrogen. (: Stir vigorously until 4 liters of hydrogen is absorbed. Filter off the catalyst and evaporate the methanol and replace with acetone (150 ml). Then add benzamidine isothiocyanate (8.5 ml at room temperature for 15 minutes). 63.5 millimoles), and the mixture is heated to reflux for 1.5 hours. Steaming after cooling 165- The paper size is applicable to the Chinese National Standard (CNS) A4 specification (210X297 mm) (please read the notes on the back and fill out this page) . gutter

I 1309567 A7 B7 V. INSTRUCTIONS (163) The solvent and residue were chromatographed on Si〇2 (Merck 23〇-40〇 mesh) and dissolved in CH2C12 to obtain a yellow oil (1 g). This oil was placed in MeOH (150 mL) and sodium decoxide (3.7 g &apos; 69 mM) and mixture at 2 Torr. The mixture was stirred for 1 hour. The solvent was evaporated and theEtOAc evaporated mjjjjjjjjjjjjjjjjj (l: 1) (200 ml). The combined organic layer was washed with aq. The title compound (4.7 g, 39% yield), mjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjjj Example 440 2 - (4-methoxy-3-nitrophenyl)-indole 1,3 1 dioxolane. 4-methoxy-3-nitrobenzidine (11_2 g, 61.8 In a solution of toluene (300 ml) in millimolar, ethylene glycol (5.2 ml, 92.7 mmol) and Amberlyst A15 resin acid catalyst (0.6 g) were added to the Dingsdak apparatus. Mix for 16 hours. After cooling, filter off the AmberiySt resin and the filtrate with saturated NaCl solution (3 X 150 ml), then dehydrate with Na2S〇4, filter The title compound (14 g, 1% yield), m.e. Add a sodium azide (13 g, 18 mmol) to a solution of 4-methoxy-3-nitrobenzoquinone (2.5 g, 1.4 mmol) in toluene (2 mL) Triethylamine salt-166- This paper scale is suitable for fiscal standards (cns) aS: (210X2·羡) 1309567 A7 B7 V. Description of invention (164) Qilang t mining % 乂% soil P t acid salt (1.5克 '1.8 mmol) and the mixture at 1 〇 0. (: stirring for 48 hours. Then add water (200 ml) and the mixture is stirred, the aqueous phase is washed again with water (2 X 3 〇 ml). The organic phase is then adjusted to The precipitated solid was filtered off with pH 2 and washed with water (100 mL) and then vented (〇〇5 mmHg, 6 (TC) dried to give crude tetrazole. This material was then directly dissolved in Me 〇H (80 mL) And adding Pd/C (10%) (250 mg) and the mixture was stirred in i atin hydrogen at 20 ° C for about 1 hour until the theoretical amount of hydrogen (about 880 ml) was absorbed. The catalyst was removed and the solvent was evaporated to give a white solid. It The title compound (2.2 g, 82% yield), MS: m / e = 191.1 (M +) Document:. Synthesis 1998, page 910. Example 442 1"Iodo-3-methoxy-5-nitrate 1-indole-3,5-dinitrobenzene (1-8 g, 6_1 mmol) dissolved in methanol (12 mL) and sodium methoxide Treat with methanol solution (5.4 M, 12 mL). The mixture was then stirred at 65 ° C for 52 hours. After cooling to the ambient temperature, water (5 Torr) was added and the mixture was extracted three times with ethyl acetate (50 mL). The combined organic layers were extracted with brine (100 mL), dried and evaporated. The product was obtained as a pale yellow solid (yield: EtOAc, EtOAc (EtOAc) Example 443 5 -Methoxybiphenyl-3-an amine 3-methoxy-5-nitrobiphenyl (176 mg, 0.77 mmol) in hexanes / hexane (10%, 17) Mg) hydrogenated at atmospheric pressure for 2 hours. Remove solvent and hollow to remove solvent. Rapid chromatography (silicone, eluent: acetic acid ^ -167- This paper scale applies to Chinese National Standard (CNS) A4 specification (210X297 mm) C谙Read the back of the precautions and fill out this page} Line • I m 1309567 A7 B7 V. Description of the invention (165 vinegar/leaf hexa·1:1) to obtain the product of brown oil (J 3 9 mg, 9丨%), MS: m/e=199 (M.) 〇 Example 444 2 - A Oxy-5-morpholin-4-ylphenylamine 4-(4-methoxy-3-nitrophenyl)-morphine (6 g) in two gas (1 mL) and methanol (600 ml) was hydrogenated using palladium on carbon (1 〇%, 6 〇 0 mg) for 12 hours. The catalyst was removed by filtration and the solvent was removed by flash chromatography. Purification by flash chromatography (gel, eluent: ethyl acetate / n-hexane 1) :1) Obtained the product as an off-white solid (46 g, 8 8%). MS: m/e = 209 (M + H + ) ° Example 445 4 - (4-methoxy-3-nitrophenyl) 4 4 - brook-2 -nitroanisole (85 g, 36 mM), morpholine (38 ml, 44 mM), potassium phosphate (1 gram, 51 mmol), 2 _ Phenyldicyclohexylphosphine (960 mg, 2.7 mmol) and palladium acetate (11) (411 mg, 1.8 mmol) The ear was dissolved in dimethoxyethane (80 ml) and at 80. (: stirred for 96 hours. The mixture was then cooled to room temperature, diluted with ethyl acetate (5 mL) and filtered over EtOAc. Fast chromatography (dissolved solution: di-methane/methanol 99:1) gave the product as a red solid (6 g, 69%), MS: m/e = 238 (M+) 〇 (please read the notes on the back) Fill in this page again)

JL Packing and Customs Department of the Ministry of Economic Affairs, Central Sample Bureau, Employees' Consumption Cooperatives, Printing Example 446 3 -Methoxy-5-nitroxanthene-1-dead-3-methoxy_5-nitrobenzene (279 mg, 1 Monomole), phenylboronic acid (146 mg, ι·2 mmol), potassium carbonate (2 Μ, 1.0 ml) and hydrazine (triphenylphosphine) palladium (0) dissolved in ethanol (〇, 5 ml) and The mixture was heated to 90. (: Duration -168- This paper scale applies to China National Standard (CNS) A4 specification (210X297 mm) 1309567 A7 B7 V. Invention description (彳66) The Central Bureau of Standards Bureau of the Ministry of Economic Affairs prints 24 hours. The volatile components and the residue were removed and distilled twice with toluene. The product was obtained as a light brown solid (185 mg / 〇 〇 ) MS: m/e = 229 (M + ). Example 447 • Bromo-2-methoxy amyglycan 4-bromo-2-nitrophenyl oxime ether (7.7 g, 33.1 mmol), triethylamine (4·6 ml '33.1 mmol) and Raney nickel catalyst (4 g) in ethanol (3 〇〇 ml) in a large milk pressure and 2 0 C vigorously disturbed for 1 hour. The title compound (7 g, 104% yield), MS: m/e = 201 (M + ), mp. Example 448 4_-Gasmethyl-N-(4-carbyl-7-Nylidene-4-ylbenzene #远峻-2-yl)-M-J decylamine N-(4-oxooxy-7-? Lin-4-ylbenzobenzoin-2-yl)-4-azepine benzophenone Amine (1.0 g, 2.0 mmol) dissolved in CH2C12 (10 mL) and at -78. (: CH2C12 solution with tetrabutylammonium hydride (0.95 g, 2.6 mM) and boron trioxide (1) Μ, 7.4 ml), then warm to 〇 ° C and stirred for additional 2 hours. Add ice (2 g) and then add water (10 ml) and methanol (2 ml) and separate phases. The aqueous phase is extracted with CHsCh/MeOH The combined organic layer was dried with EtOAc EtOAc EtOAc EtOAc. Example 449 4-(1-xiethyl)-indole-(4-methoxy-7-morphine-4-ylbenzoquinone g-sniff-2 - -169- This paper scale applies to Chinese national standard ( CNS ) A4 size (210X297 mm) --- (Please read the note on the back and then fill in this I) Packing line 1309567 A7 B7 - Benzalamine The following method of Example 1 is used to obtain the title compound of the yellow solid (63) 〇/〇), MS: m/e = 478 (M + H + ). Example 450 Chloromethyl-N-(4-methoxy-7-Merline'4-ylbenzoquinone-independent-2-yl --benzamide according to the general method of Example 1, to obtain a pale yellow solid Title compound (59%), MS: m/e = 418 (M + H + ) 〇 Example 451 il gas methyl-3 - fluoro-N-(4 - methoxy phenyl -4- benzene benzene # 4 岫-2 -Base (please read the notes on the back and fill out this page) Pack - Printed by the Central Bureau of the Ministry of Economic Affairs, Employees' Cooperatives) - Benzamide The title compound was obtained as a light brown solid according to the general procedure of Example 1. (99%), MS: m/e = 436 (M + H + ) 〇 Example 452 4 - gas-3-methylmethyl-N-(4-methoxyl-benzophenazol-2-oxazol-2-indole -Phenylguanamine The title compound (68%) was obtained with a purity of only 5%, which was used in the next step. Ms: m/e = 452 (M + H) +). Example 453 4 -Indole (2-methoxyethyl)-methylamine, granules, sylvestre, sulphate, sulphate, benzoic acid (1 〇〇 mg '0.45 mmol) dissolved in (2 methoxy) Base ethyl) decylamine (ι·〇克, 11.2 mmol) and heated to 5 〇. . Hollow removal of volatiles and rapid chromatography (, glue,: away) -170- This paper scale applies to China National Standard (CNS) A4 specification (210X 297 mm) Ordering line 1309567 A7 B7 V. Invention description (168) CH2Cl2/Me0H/H20/Ac0H 90:10: 1:1) (m.p. Intermediate for the preparation of indoleamine of 2·ΟΒη: Example 454 4 - aceto-7-morphin-4-yl 幷 幷 塞 -2- -2- 基 基 胃 胃 胃 胃 胃 胃 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- 2- </RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; Example 455 N-(4-Benzyloxy-7-hept-4-ylbenzopyran-2-one, _4-. A. carbamide The general procedure of Example 1 gave a pale yellow solid. The title compound (81%), MS: m/e = 494 (M + H + ). Intermediate for the preparation of the 7-position of the indoleamine: Example 456 4 -Methoxy-7 - thiophene-4 - Benzyl thiophene-2 -ylamine using the (2-methoxy-5-thiazolidine-4-ylphenyl)-thiosamine according to the general procedure of Example 403. 3 1 %), MS: m/e = 282 (M + H + ) 〇 Example 457 [4 -Methoxy-7-(2-indolyl-p-buty-4-yl)-benzo-»»嗤_2_ Certain 1-amino decanoic acid decyl ester using the general procedure B from 4-methoxy-7-morpholin-4-ylbenzopyrene-2-ylamine and 2-mercapto-4-pyrene The title compound of the white stannous-pyridine prepared as a white solid -171 - This paper scale applies to the Chinese National Standard (CNS) A4 specification (210 X 297 mm) 1309567 A7 ______ B7 V. Description of invention (169) (8%) ), MS: m/e = 329 (M + ) 〇 Example 458 4 -Methoxy-_7 bis(,2-methylpyridin-4-yl, _serocarbazole-2 _ylamine [4-A Oxy-7-(2-methylpyridine-4- Methyl benzothiazole-2-yl]-carbamic acid (100 mg, 0.24 mmol) dissolved in ethylene glycol (3 mL) and treated with potassium hydroxide (528 mg, 1.1 mmol) The mixture was heated to EtOAc (3 mL). The solvent was removed by dryness and EtOAc (EtOAc:EtOAc)

Example A Lozenge Formulation (Wet Granulation) Item Ingredients mg/tablet (please read the note on the back and fill out this page) Packing · Department of Economic Affairs Central Sample Bureau Staff Consumer Cooperative Print 5 mg 25 mg 100 mg 500 mg 1. Compound of formula I 5.25 100 500 2 . Lactose anhydrate DTG 125 105 30 150 3. Sta-Rx 1500 6 6 6 30 4. Microcrystalline cellulose 30 30 30 150 5. Magnesium stearate 1 1 1 1 Total 167 167 167 831 Manufacturing Procedure 1. Mix items 1, 2, 3 and 4 and pelletize with pure water. -172- This paper size is applicable to China National Standard (CNS) A4 specification (210X297 public plague) line 1309567 A7 B7 V. Invention description (17〇) 2. The granules are dried at 50 °C. 3. The granules are passed through suitable grinding equipment. 4 • Add item 5 and mix for 3 minutes; compress on a suitable compressor. Example B Capsule Formulation Item Ingredients mg/capsule 5 mg 25 mg 100 mg 500 mg 1. Compound of formula I 5 25 100 500 2. Hydrated lactose 159 123 148 — 3 . Corn starch 25 35 40 70 4. Talc 10 15 10 25 5. Magnesium stearate 1 2 2 5 Total 200 200 300 600 Manufacturing Procedure 1. Mix items 1, 2 and 3 in a suitable mixer for 30 minutes. 2 · Add items 4 and 5 and mix for 3 minutes. 3. Fill in the appropriate capsules. · (Please read the notes on the back and fill out this page) - Install.

, 1T Line Ministry of Economic Affairs Central Bureau of Standards Staff Employees Cooperatives Printed -173- This paper scale applies to Chinese national standards (CNS>A4 specifications (210X297 mm)

Claims (1)

1309 Yingqing 114862 Patent Application Text Applicant's Patent Range Replacement (December 97, j. Patent Application Fan Park Announcement) A pharmaceutical composition for the treatment of diseases associated with adenine receptors Its pharmaceutically acceptable salt, Wherein R 1 is hydrogen, Cy alkyl, Ci 4 alkoxy, decyloxy, cycloalkoxy, i, hydroxy or trifluoromethoxy; R and R are each independently hydrogen, dentate, CM alkyl Or Ci4 alkoxy; R is hydrogen, C _4 alkyl, C2-4 alkenyl, halogen, _C(0)0H, ·(:(〇)-CV4 alkyl, _c(〇)__素_c] 4-alkyl, alkoxy-Cb4 alkyl, -C(0)0-Ci4 alkyl, _NHC(〇)Ci*alkyl, -(CH2)n-〇H, or phenyl, via a bond-( 〇)m_(CH2)n- optionally bonded to benzoyl and optionally substituted by N(R5)(R6), _, CM alkoxy or nitro, ^ or 2,3-dihydro _ 1 η _ fluorenyl, perhydroazepine 丨 基 基, [1, 4] all hydrogen heptane _4_ group, or may be via a bond group _(〇) (CH2)n- or - N = C(CH3)- a 5- or 6-membered aromatic or non-aromatic heterocyclic group bonded to a benzo group and optionally substituted by one or two R7 groups, wherein R7 is as defined below; ^ R is (a) Phenyl group, optionally via Ci.4 alkyl, halogen-Ci 4 alkyl, 匸71626-971205.doc AB CD 1309567 VI. Patent application range Alkoxy, cyano, nitro, -C(0)H, -C(0)0H or substituted by: -(CHA-CXCO-I^R^HCHA-Ch Alkoxy, -(CH2)nO-halogen-C^.4 炫, -(CHACKCHOw-O-Cm alkyl, -SCOV^I^HCHA-O-Cw alkyl, -(CH2)n-OR5, -(CHA^R^HCHA-Cw alkoxy, -(CHJnNKCHdo-C) alkoxy]2, -(CH2)nN(R5)(R6), -(CH2)nN[S(0)2CH3] 2, _(CH2)nN[R5][S(0)2CH3], -(CH2)nN(R5)-(CH2)〇NR5R6 ^ -(CH2)nN(R5)-C2.4 alkenyl, -( CH2)nN(R5)-(CH2).-Cycloalkyl, -(CHAl^R^-CCCOO-Cw alkyl, -(CH2)nS-(CH2)nN(R5)(R6), -(CHA^ I^MCi^VS-Cw alkyl, -S(0)2-N(R5)(R6), -(CH2)nN(R5)-S(0)2CH3, -(CH2)nN(R5)-( CH2).-Phenyl, _(CH2)nN(R5)-(CH2)0-OH, -(CH2)nN(R5)-(CH2)0-CH(OH)-CF3 '-(CH2)nN( R5)-(CH2)0-CF3, 71626-971205.doc This paper scale applies to China National Standard (CNS) A4 specification (210X 297 mm). VI. Patent application scope - (CH2)nN(R5)-( CH2)〇.〇.CH(〇H).c6H3(OCH3)2. -(CH2)nN(R^)-(CH2)0-〇.C(〇).c6H3(OCH3)2&gt; -N(R5 )-C(0) -?p forest, N(.C(9)_N(of Phenyl, which is substituted by alkoxylate of C4, -S(0)2·?p-lin; or phenyl' which may be substituted by the following groups: -(CR5R6)n.5 to 7 member ring aromatic Or a non-aromatic heterocyclic group, and the heterocyclic group thereof may be substituted by (4), 戦5) (R6), C, 4 oxy or h group, or by -(CH2)nN(R5)(CH2) -5 or 6 membered ring aromatic or non-aromatic heterocyclic group substituted, and wherein the heterocyclic group may be substituted by a hydroxyl group, _N(R5)(R6) or U4 alkyl, a b 4 70 or b) -(CH2)n-5 or 6 membered ring aromatic or non-aromatic heterocyclic group, but if n = hydrazine as an example, the ring may be optionally substituted with one or two substituents selected from the group consisting of : 2-oxo-pyrrolidinyl, piperidinyl, phenyl., _(CH2)nOH, #素, CF3, =〇, I 4 alkyl, cycloalkyl, _ (CHOn-OC^alkyl, _(CH2)nNH2, _(CH2)nCN, c(〇)〇_ Cm alkyl, -CH2-〇_S(0)2cH3, _c(〇)_Ci 4 alkyl, -C(〇)_ (CH2 nC 丨.4 alkoxy, _CH2_n(r6)C6H4F, _cH2_^^)(3(0)0-0^4 alkyl, C]_4 alkyl, or 4-C1-phenyl substituted tetrahydrofuranyl, Or piped _ 卜 基, 么 '• 林 基, thiomorpholinyl, thiomorpholine 丨 oxo, pyridine Acridine-work-based or piperidine-1-yl or benzopiperidin-1-yl or benzothiophene-2-yl, or 71626-971205.doc -3- This paper scale is used in China Standard (CNS) A4 specification (21〇X297 mm) 1309567 c) -(CH2)n+1-phenyl, -N(R5)(CH2)n-phenyl-0(CH2)n-phenyl, or -N(R5)C(0)-phenyl, The condition is substituted by C "alkethane group, or substituted or is e)-(CH2)nN(R5)(R6), protecting it '匕1·4 alkyl group, -〇-(CH2)n-Cl" alkane Oxy, -(CH2)n-Cl.4 morphoxy, Ci4 morphoxy, cycloalkyl, _N(R5)(CH2)n〇_Cl-4 alkyl, -N(R5)(CH2)nOH , -N(r5) (CH2)nN(R5)(R6), -C(0)0-C Bu 4 alkyl, -(CH2)n〇H, _(HC=CH)nC(〇)〇_ C ! _ 4 alkyl, octahydro-quinolinyl, 3,4 _ dihydro 丨H _isoporphyrin, 2,3 _ benzo-1,4-dioxa-8-aza-spiro [ 4,5] decane or U4_dioxa-8-aza-spiro[4,5]nonane; X is o, s or two hydrogen atoms; R5, R6 are each independently hydrogen or Cl4 alkyl; R7 is Ch alkyl, c丨-4 alkoxy, -C(O)-Cj.4 alkyl, -c(0)0-benzyl, -C(0)0-Ci-4 alkyl, - (CH2)nNR5R6, a pyridyl group substituted by Ci 4 alkyl group as appropriate, or -CHzNiRy-C^COO-Cw alkyl group, -NH-C(phenyl)3, p ratio slightly biting base, taste biting group,琳琳基,旅耕基, depending on the situation, 71626-971205.doc -4- This paper scale applies the Chinese National Standard (CNS) A4 specification ( 210X297 public love). 1309567 C 1 -4 alkyl group substitution, · n is 〇, 1, 2, 3 or 4; m is 〇 or 1; w 1 么,) 驭 4 ; : "5 or 6 members of aromatic or non-fragrance is 峨m, tetrawali 2 f represents the following group: aryl, pyridine-1, 2, 3 or 4 - A, , * _1 * or 2 _ group, pyrazole ' 1 isothiazyl, iso + sylylene, ^嗤^ well base, acridine group, ^ well group, family heterocyclic group is pyrrolidinyl, imidazodithiophene or furyl; non-aryl piperage, morpholinyl, thiomorpholinyl, fluorene Succinyl, piperidinyl, thiomorpholinyl-1-oxo; and "7-membered aryl::olinyl-1,1-dioxide or heptyl small group, non-aromatic heterocyclic group, The restriction condition is that Rl, R2, R3 and R4 are not hydrogen at the same time, and the diseases related to the receptor are Alzheimer's disease, Parkinson's disease, neuroprotective effect, schizophrenia, anxiety, Pain, hypopnea, depression, allergic reactions, hypoxia, blood loss, hair loss, substance misuse, attention deficit hyperactivity disorder (ADHD) and urinary tract disease. For example, the pharmaceutical composition of claim 1 and its pharmaceutically acceptable salts, wherein: Halogen, hydroxy or trifluoro 16226-971205.doc This paper scale applies to China National Standard (CNS) A4 specification (210X 297 public I) AB CD 1309567 Patent application range 曱oxy; R, R are independent of each other as hydrogen, element, C _4 alkyl or Cu alkoxy; R is hydrogen, (^_4 alkyl, pixel, _c(〇)〇H, _c(〇) Ci 4 alkyl, -NHC(0)_Cl 4 alkyl, _ (CH2)n_〇H, or a phenyl group, via a bond group _(〇)m_(CH2)n• optionally bonded to a benzo group and optionally via N(R5)(R6), a protein , Ci4 alkoxy or nitro substituted, or may be bonded to the stupid group via a bond _(0)m_(CH2)n, and optionally by Cl "alkyl, _c(〇)〇_benzyl a 5- or 6-membered aromatic or non-aromatic heterocyclic group substituted with a _NR5R6 group, the earth R being (a) phenyl, optionally via halogen, Ciq alkyl, Ci. 4 alkoxy, _C ( 0) H, -C(0)〇H or substituted by the following groups: 'Cyanyl-(CH2)n-ha-(CH2)nO-H, alkoxy, -(CH2)nN(R5)(R6) , -(CH2)nN(R5)-(CH2)0NR5R6, -(CH2)nN(R5)-C2_4 alkenyl, -(CH2)nN(R5)-(CH2)〇-cycloalkyl, -(chancVhcha- s-Cw alkyl, -S(0)2-N(R5)(R6), -(CH2) nN(R5)-(CH2).-Phenyl, -(CH2)nN(R5)-(CH2)〇OH, -6- 71626-971205.doc This paper scale applies to China National Standard (CNS) A4 specification (210X297) PCT) 1309567 戠C8 _____D8 VI. Patent application scope - -(CH2)nN(R5)-(CH2)〇.〇-CH(OH)-C6H3(〇CH3)2 ' -(CH2)nN(R5)- (CH2)0-〇-C(O)-C6H3(OCH3)2 ' -S(0)2*^^P Lin; or phenyl' which may be substituted by the following groups: -(C.H2)n a 5- to 7-membered ring aromatic or non-aromatic heterocyclic group, wherein the heterocyclic group may be substituted by a hydroxyl group, -N(R5)(R6) or C丨.4 alkyl, or a terpenes-(CH2) nN(R5)(CH2)Q_5 or a 6-membered ring aromatic or non-aromatic hetero-substitution, and wherein the heterocyclic group may be disubstituted by a trans group, -n(r5)(r6) or C! 4, or b) -(CH2)n-5 or 6 membered ring aromatic or non-aromatic heterocyclic group, but if n = 〇 之 之 _ _ _ _ _ _ _ _ _ _ _ _ Substituent substitution: i, Cl. 4 alkyl or odor _ small base, morphine, thiomorpholinyl, thiomorpholine -1-oxycarbonyl, pyrrole ~ hydrazine-1 -yl or substituted Or a definite -1-yl or benzoheptene &amp; or cHCH2)n+1-phenyl -N(R5)(CH2)n-phenyl, as the case may be taken by Ci·4 calcination base, -0(CH2)n-phenyl, or earth ^ '-N(R5)C(0)- stupid Or, d)-N(R5)(CH2)n-5- or 6-membered ring aromatic or non-aryl fluorene via C]·4 alkyl, -(CH2)n-5_ or 6 membered ring, Hetero-based 'optionally, 'or non-aromatic heterocyclic group 71626^971205.doc _7. This paper standard General China National Standard (CNS) A4 specification (210X297 public) 1309567 έβ8 C8 — —_____D8____ VI. The scope of application for patent is e)-N(R5)(R6), C〗 _4 alkyl, C〗 .4 alkoxy, cycloalkyl, C]-4 alkyl-Cw alkoxy, -N(R5)(CH2)nN(R5)(R6), -0(0)(3-(^.4 Alkyl, -(CH2)n〇H, -(HCsCHhCCCOO-C!.4 alkyl or -(CH2)nn(R5)(R6); x is hydrazine, s or two hydrogen atoms; R5, R6 are independent of each other Is hydrogen or (: 丨 "alkyl; η is 0, 1, 2, 3 or 4; m is 0 or 1; 0 is 〇, 1, 2, 3 or 4; where "5 or 6 members of aromatic or non An aromatic heterocyclic group, which represents the following group: an aromatic heterocyclic ring is pyrrole-1-yl, tetrazolyl, imidazole ___ or 2 _ group, pyrazole _ yl group, pyridine-1, 2, 3 or 4-based, pyridinyl, imidinyl, hydrazine, isopyrazolyl, isoxazolyl, pyrazolyl, pyrenyl or furyl; non-aromatic non-heterocyclic groups are P-slight alpha-based, Mickey bite base, P is more than a bite base, shouting bite 'piperidinyl, morpholinyl, thiomorpholinyl, thiomorpholinyl 丨, __ dioxide or thiomorpholinyl-1-oxo And "7-membered aromatic or non-aromatic heterocyclic group , representing a pharmaceutical composition of claim 1, wherein R is a methoxy group, X is oxygen, and R2/R3 is hydrogen. The pharmaceutical composition of the item, wherein the ruler is an unsubstituted substituted 5- or 6-membered aromatic heterocyclic ring. &quot; 5. The pharmaceutical composition of claim 4, wherein the compound is: N-(4-methoxy Base_7_morpholine_4_yl-benzopyrazole_2_kibmethyl-iso 7726-971205.doc 1309567 - C8 D8 VI. Patent application range Nicotinamide, 5-mercapto-pyrimidine-2 -capric acid (4-methoxy-7-phenyl-benzopyrazole-2-yl)-decylamine, 5-nonyl-furan-2-indoleic acid (4-oxo-7-phenyl) -benzoxazol-2-yl)-decylamine, N-(4-oxo-7-phenyl-benzothiazol-2-yl)-isonicotinamine decylamine, 5-nonyl-sulfonyl -2 -decanoic acid (4-methoxy-7-pyridin-4-yl-benzothiazol-2-yl)-decylamine, 5-nonyl-pyridin-2-indoleic acid (4-methoxyl) -7-pyridin-3-yl-benzopyrazol-2-yl)-decylamine, 5-methyl-p-cephen-2-carboxylic acid [4-methoxy- 7-(2-methyl-ρ Ratio of α-4-yl)-benzopyrazol-2-yl]-nonylamine, 5-(Indolyl-ρ-cetin-2-carboxylic acid [7-(3-amino-phenyl)-4-indolyl-benzopyran-pyranyl-2-yl]-nonylamine, Ν- (4 -曱-oxy-7-ρ-cephen-2-yl-benzo-oxo-α-(2-yl)-2-indolyl-isonialide, N-[4-methoxy-7- ( 2-pyridine-2-phenyl-pyrimidin-4-yl)-benzoxazol-2-yl]-2-indenyl-isonicotinamine amide, N - [ 4 -decyloxy-7 - (2 -pyrrolidin-1 -yl-pyrazol-4-yl)-benzopyrazol-2-yl]-2-indenyl-isonicotinamide, N - { 4 -decyloxy-7 - [ 2 - (4 - mercapto-piped-1 -yl)-pyrazol-4-yl]- clumsy far π sitting_2-yl}-2-methyl-isoincinant amine' and Ν - [ 4 -decyloxy-7-(5-fluorenyl-ρ-secen-2-yl)-benzoquinone ρ η sit-2-yl]- 2-indolyl-isonicotinamine. 71626-971205.doc -9- This paper scale applies to Chinese National Standard (CNS) Α4 specification (210 X 297 mm) Β A BCD 1309567 ——----- VI. Application for Patent Fan Park • If applying for patent scope A pharmaceutical composition of 3, wherein R is an unsubstituted or substituted 5 or 6 membered non-aromatic heterocyclic ring. 7) The pharmaceutical composition of claim 6 wherein the compound is: morpholine _4_carboxylic acid (4_decyloxy-7-phenyl-benzopyrazol-2-yl)-guanamine , thiomorpholine·4_carboxylic acid (4-methoxy-7-phenyl-benzoxazol-2-yl)-decylamine, 1-oxo-1-yl 4-thiomorpholine_4_carboxylic acid (4-methoxy-7-phenyl-benzopyrazol-2-yl)decylamine, morpholine_4_decanoic acid {4-methoxy_7_[2_(6-methyl-pyridine·3 _ ))_喽嗤-4 -yl]-benzo ρ 唾 _ 2 - carbamide, morpholine-4 -carboxylic acid [4-methoxy-7 2 -pyridin-2-yl-thiazole-4 -yl)_benzoxazol-2-yl]-decylamine, morphine _ 4 - formic acid { 4 -methoxy _ 7 _[ 2 - (4-methyl---------------)嗤-4 -yl]-benzopyrazole-2-yl} 醯 醯, morpholine-4 -carboxylic acid [4-methoxy-7-(2-piperidin-1-yl-thiazol-4-yl) _benzopyrazol-2-yl]-nonylamine, morpholine _ 4 -decanoic acid [4-methoxy- 7-(5-methyl-nonyl-2-yl)-benzoxazole-2- 4-mercaptoamine, 4-(4-oxo-7-morpholin-4-yl-benzopyrazol-2-ylaminecarboxylidene)-piperidin-1-carboxylic acid tert-butyl ester, 1 - Ethyl-Acridine-4-decanoic acid (4-methoxy-7) Morpholine-4 -yl- oxaoxazol-2-yl)-decylamine, 4-oxo-piperidine-1 -decanoic acid (4-methoxy-7-morpholin-4-yl-benzoyl) Thiazole-2-yl) decylamine, and 71626-971205.doc _ ιυ· This paper scale applies to China National Standard (CNS) Α4 specification (210X 297 metric tons) A8 B8 C8 D8 1309567 VI. Patent scope - oxo- 1 λ benzo··€. sit-2-base) brewing whisper __ 4 _ formic acid (4-methoxy-7-bite · decylamine 8 · 9. Shen J patent scope item 3 of the pharmaceutical composition Wherein R is a decyloxy group. :: A pharmaceutical composition of claim 8 wherein the compound is: /Xiao Xuan-[7·(2_>odor)·radio-ethylhydrazine-methoxy -benzoxan-2-yl]amino decanoic acid, {4methoxy-7_[2_(6-fluorenyl-pyridine-3-yl)_thiazole-4-yl]-benzopyrazole Methyl-2-pyridyl decanoate, [4methoxy-7-(2-pyridyl-2-yl-pyrazol-4-yl)-benzo-P-pyrazole-2-yl]-aminopurine Sour vinegar, [4-methoxy-7-(2• piperidin-2-yl-p-propazol-4-yl)-benzopyrazole-2·yl]-amino phthalic acid A, And {4-methoxy-7-[2-(4•indolyl-piperidin-1-yl)-oxazol-4-yl ]-benzoxazol-2-yl}-carbamic acid vinegar. 10. A pharmaceutical composition according to claim 3, wherein r is optionally halogen, CF3, -CH2OH, -ch2nhch2ch2och3, -CH2NHCH2CH2OH, -CH2NHCH2-pyridyl, -CH2NH2'-ch2nhch2ch2sch3, -CH2N (CH3) CH2CH2SCH3, -ch2n(CH3)CH2CH2〇CH3, -CH2N(CH2CH3)CH2CH2OCH3, -CH2NHCH3, -CH2SCH2CH2N(CH3)2, -CH2OCH3, -CH2OCH2CH2OCH3 or -CH2N(CH3)C(0)0CH3 substituted phenyl. 1 1. The pharmaceutical composition of claim 1 of the patent scope, wherein the compound is: 4-hydroxymethyl-indole-(4-methoxy-7-phenyl-benzo-ruthen-2 -基)-笨-11 - 71626-971205.doc This paper scale applies to China National Standard (CNS) Α4 specification (210X297 public attack·) 8 8 8 8 A BCD 1309567 VI. Patent application range guanamine, 4-fluoro -N-(4-oxo-7-phenyl-benzopyrazol-2-yl)-benzoguanamine, 2-(4-fluoro-benzamide)-4-decyloxy- Benzopyrazole-7-methyl decanoate, 4-[(2-methoxy-ethylamino)-indenyl]-N-(4-oxooxy-7-phenyl-benzopyrazole- 2-phenyl)-benzoguanamine, 4-[(2-hydroxy-ethylamino)-indenyl]-N-(4-oxo-7-phenyl-benzo-pyrazole-2-yl Benzoamine, N-(4-oxo-7-phenyl-benzo-pyrazol-2-yl)-4-{[(pyridin-4-yl-indenyl)-amino] -mercapto}-phenylamine, N-(4-methoxy-7-phenyl-benzothiazol-2-yl)-4-{[(pyridine-3-yl-indenyl)-amino group ]-mercapto}-benzamide, 4-aminomercapto-N-(4-methoxy-7-phenyl-benzothiazol-2-yl)-benzamide, N-(4 -methoxy-7-phenyl-benzop-pyrazole- 2-yl)-4-[(2-mercaptothio-ethylamino)-indenyl]-benzamide, 4-{[(2-methoxy-ethyl)-methyl-amino ]-mercapto}-N-(4-oxo-7-morpholin-4-yl-benzopyrazole-2-yl)-benzamide, N-[7-(2-amino) -4oxazol-4-yl)-4-methoxy-benzopyrazol-2-yl]-4-fluoro-benzoguanamine, 4- gas-N-{4-oxooxy- 7- [ 2-(6-fluorenyl-p is more than -3-yl)-soul 0 sits -4_yl]-benzoxpyrazol-2-yl}-phenylamine, 4-fluoro-N- (4- Methoxy-7-p-cephen-2-ylbenzo-p-beta-pyran-2-yl)-benzoguanamine, 4-air-Ν-{4 -曱-lactyl- 7- [2-(4 -Methyl-ρ辰哨· - 1 -基)-1&gt; Plug °Seat-4 _ 71626-971205.doc - 12- This paper scale applies to Chinese National Standard (CNS) Α4 specification (210Χ 297 mm乂1309567 - C8 D8 VI. Scope of application for patents]-Benzo-p-p-α-yl-2-yl}-benzoquinone, 4-{[(2-oxo-ethyl)-indenylamino]-曱}}-Ν-{4 -decyloxy-7-[2-(6-fluorenyl-ρ ratio sigma-3-yl)-ρ plug® sit-4-yl]-benzoquinone ρ a-sit- 2_yl}-benzoguanamine, 4-{[(2-oxo-ethyl)-methyl-amino]-indenyl}-indole-(4-oxo-7-. Tomb ° sit -2 -yl-benzo-p-a-supplement -2 -yl)-benzoquinone amine 4- 4-[[2-methoxyethyl)-methyl-amino]-methyl}- Ν-[4-oxo-7-(2-pyridine-2-yl-thiazol-4-yl)-benzopyrazole-2-yl]-benzoguanamine, Ν-(4-methoxyl) -7 -Nalactin-4-yl-benzo-oxo-o-spin-2-yl)-4-dislocating fluorenyl-benzoguanamine, 4-fluoro-indole-(4-oxo-7-? Physo-4-yl-benzo-p-oxazol-2-yl)-benzoguanamine, Ν-(4-methoxy-7-morpholin-4-yl-benzopyrazol-2-yl)- Phenylguanamine, 4-chloro-3-{[ethyl-(2-methoxy-ethyl)-amino]-indenyl}-indole-(4_ 曱oxy_7-?ρ林_ 4 -yl-benzoquinone ρ.° sit-2-yl)-benzoquinone, Ν-(4-methoxy-7-morpholin-4-yl-benzopyrazol-2-yl)-3 -Aminoguanidino-phenylguanamine, 4-chloro-N-(4-methoxy-7-morpholin-4-yl-benzopyrazol-2-yl)-3-nonylaminopurine Benzo-benzoguanamine, 4- gas-3-{[(2-mercapto-ethyl)-indolyl-amino]-indenyl}-N-(4_decyloxy-7-morpholine- 4-yl-benzopyrazol-2-yl)-benzoguanamine, 4-chloro-3-[(2-methoxy-ethylamino)-indenyl]-N-(4-indolyloxy) -7-morpholin-4-yl-benzene Pyrimidin-2 - yl) - phenyl Yue Amides, 71626-971205.doc - 13 - This applies China National Standard Paper Scale (CNS) A4 size (210 X 297 Kimiyoshi) 1309567 C8 D8. 3-[(2_曱乳-ethylamino)_methyl]_n_(4_曱oxy-7-benzothiazol-2-yl)-benzoguanamine, 3-{[(2-曱Oxy-ethyl)-mercapto-amino]_"τ丞b N-(4-methoxy-7-morpholin-4-yl-benzoxazole_ 2 _yl)-benzoic acid Base-7-?p-lin-4-yl)-4-methylamino 4-[(2-ethoxy-ethylamino)-indenyl]_;^_(4_methyl-benzo-P Zin-2-yl)-benzamide, N -(4-methoxy-7-methion-4-yl-benzo-s-sodium s-sodium-benzoguanamine, 4-{[(2 -ethylidyl-ethyl)-ethyl-amino]-methyl, J, 丞 Ν - (4-indoleyl-7-morpholin-4-yl-benzopyrazole-2-yl )-benzamide, 4-{[(2-ethoxy-ethyl)-methyl-amino]methyl)vyl-7-morpholin-4-yl-benzopyrazole-2- Base) _benzamide, -(4-methoxy-4-(2-methoxy-ethoxymethyl)_ ν - (4 - formazan 1 &amp; 丞 7, 啦 _ 4 · a certain Benzooxazol-2-yl)benzamide, a 4-methoxyindolyl-N-(4-oxo-7-yl)-benzamide, morpholine 4-yl-stupid Pyrazole-2 - N-(4-methoxy-7-thiophenylin-4-yl-amine, and benzothiazol-2-yl)-benzamide [4-(4-oxo-7-n-oxo-4-yl-benzoindole _)-glycolyl]-methyl-carbamic acid methyl ester. Soil-amine fluorenyl) 1 2 · A pharmaceutical composition as claimed in item 3 of the patent application, which is optionally substituted by -(CH2)n-5 to 7 member aromatic or R is a hydrazine, and a non-aromatic heterocyclic ring is replaced by 71626-971205.doc -14- This paper scale applies to the Chinese National Standard (CNS) A4 specification (210 X 297 mm) A B c D 1309567 6. The phenyl group in the patent application scope. 1 3 . The pharmaceutical composition of claim 12, wherein the compound is: 4-imidazol-1-yl-indenyl-N-(4-oxo-7-phenyl-benzopyrazole -2-yl)-benzoguanamine, 4-(4-methoxy-snack-1 -methyl)-N-(4-methoxy]yl-7-phenyl-benzopyrazole-2 -yl)-benzamide, 4-[1,4]dioxan-1-yl-indenyl-N-(4-oxo-7-phenyl-benzopyrazole-2-yl -Phenylamine, 4-(3(S)-diamidino-pyrrolidin-1-yl-indenyl)-N-(4-oxooxy-7-phenyl-benzopyrazole- 2-yl)-benzoguanamine, N-{4-decyloxy-7-[2-(6-fluorenyl-pyridin-3-yl)-thiazol-4-yl]-benzoquinone pj D- 2 -yl} - 4 - p piro-alpha-1 -yl-indenyl-benzoquinone- Ν - (4-methoxy-7-sulfon-2-yl-benzothiazole-2-yl -4 -pyrrolidin-1 -yl-indolyl-benzamide, Ν - [ 4 -decyloxy-7 - (2-pyridin-2-yl-pyrazol-4-yl)-benzopyrimidine Zin-2-yl]-4-pyrrolidin-1 -yl-indolyl-benzoguanamine, 4-chloro-indole-(4-oxo-7-morpholin-4-yl-benzothiazole- 2-(yl)-3-pyrrolidin-1-yl-mercapto-phenylguanamine, Ν-(4-methoxy-7-morpholin-4-yl- Benzothiazol-2-yl)-3-pyrrolidin-1-yl-mercapto-phenylguanamine, Ν-(4-methoxy-7-morpholin-4-yl-benzoxazole-2 -yl)-4-(2-indolyl-imidazol-1-yl-methyl)-benzoguanamine, and N-(4-methoxy-7-morpholin-4-yl-benzopyrazole -2-yl)-4-(4-indolyl-piperidin-1 -yl-indenyl)-benzamide. 71626-971205.doc -15- This paper scale applies to China National Standard (CNS) A4 specification (210X297 Gongdong). The scope of application for patents ^09567 14. In the patent scope, the composition of the f drug, replace the 5 to 7 member aromatic or non-aromatic heterocyclic ring. For the sake of the situation, for example, the scope of patent application is 14th. The medical composition of the item, the heterocyclic morpholine or 16.-the compound of the formula I, ----- R1 — ~〇chT κ Η R3 R4 RX Name Ex. Η -ο -ο 0 Ν-(4-methoxy-7-phenylbenzoindole 嗤-2·yl)-Benzyl Amine amine 1 UCH3 Η Η ~ο 0 Furan-2-carboxylic acid (4-methoxy-7-phenylbenzopyrazol-2-yl)-nonylamine 2 〇Ch3 Η Η ΛΧ s ch3 ο 5-曱》Cerpe-2-carboxylic acid (4-methoxy-7-phenylbenzoindazole-2-yl)-guanamine 3 Η F Η 0 furan-2-furic acid (4,6-difluorobenzene) And thiazol-2-yl)-nonylamine 4 5-methylsulfonyl-2-carboxylic acid (4,6-difluoro 5 benzotetrazol-2-yl)-decylamine F Η F Η 0 &gt;1 -(4,6-dioxabenzo*»sep-2-yl)-benzoguanamine 6 71626-971205.doc •16· This paper scale applies to Chinese National Standard (CNS) A4 specification (210 X 297 PCT) 1309567 VI. Patent Application Range 8 8 8 8 AB c D R1 R2 R3 R4 RX Name Ex. och3 HH -o -ch3 0 N-(4-methoxy-7-phenylbenzo-4azole-2 -yl)-ethanoamine 7 och3 HH 0 4-cyano-N-(4-decyloxy-7-phenylbenzoxazol-2-yl)-benzamide 9 〇ch3 HHH from 〇5 -Methyl 'cepene-2-carboxylic acid (4-methoxybenzopyrazol-2-yl)-decylamine 9 och3 HH o 0 5-methylpyran-2- citric acid (4- Methoxy-7-phenyl-benzoxazol-2-yl) decylamine 10 och3 HHH Y&gt; 0 ?αα-2-decanoic acid (4-methoxy-benzopyranazole-2- ))-nonylamine 11 och3 HHH -ο 0 Ν-(4-methoxy-benzoxazol-2-yl)-benzamide 12 HHHH 0 benzo [tomb phen-2- benzoic acid benzene And oxazol-2-yl decylamine 13 HHHH ch3' 0 3-methyl porphin-2-furic acid benzoxazol-2-yl decylamine 14 HHHH YrCHj o 5-decyl sulfenyl-2-carboxylic acid benzene &·; Retrazole-2-yl decylamine 15 HHHH - On 0 N-benzopyrazol-2-yl-6-nicotinophthalamide 16 och3 HH -o -^3^〇ho 4-hydroxyl Base-N-(4-decyloxy-7-phenyl-benzopyrazol-2-yl)-benzoguanamine 17 Φ 71626-971205.doc · 17· This paper scale applies to China National Standard (CNS) A4 size (210X297 mm) · 1309567 申请, application for patent garden 8 8 8 8 AB CD R1 R2 R3 R4 RX Name Ex. och3 HH 0 4-Methyl-N-(4-methoxy-7-benzene Benzo-benzoxazol-2-yl)-benzoguanamine 18 och3 HH ~o 0 2-methoxy-N-(4-methoxy-7-phenyl-benzoxazol-2-yl )-benzamide 19 och3 HH 0 N-(4-methoxy-7-phenyl-benzothiazol-2-yl)-2-methyl- Methionamine 20 och3 HH -o 0 N-(4-decyloxy-7-phenyl-benzo-pyrazol-2-yl) 3-mercaptobenzamide 21 och3 HH o 0 N-( 4-methoxy-7-phenyl-benzopyrazol-2-yl)-4-mercapto-benzamide 22 〇ch3 HH o pu 0 4-fluoro-N-(4-methoxy- 7-phenyl-benzoxazol-2-yl)-benzamide 23 och3 HH -o &quot;Q och3 0 3-methoxy-N-(4-methoxy-7-phenyl-stupid And pyrazol-2-yl)-benzamide 24 och3 HH -〇^-〇ch3 0 4-decyloxy-N&lt;4-methoxy-7-phenyl-benzoxazol-2-yl )-benzamide 25 och3 HH o JO o N-(4-oxazepine-7-phenyl-benzosin-2-yl)-2-phenyl-ethylamine 26 och3 HH -oo 3 - mercapto-porphin-2-decanoic acid (4-methoxy-7-phenyl-benzo p-plug. Sodium-2-yl)-bristamine 27 och3 HH ch/ 0 2,5-dimethyl-furan-3-carboxylic acid (4-decyloxy-7-phenyl-benzo-p-s-s-yl-2-yl) )_ 醯amine 28 - loaded · set. 71626-971205.doc - 18- This paper scale applies to China National Standard (CNS) A4 specification (210 X 297 mm) 8 8 8 8 A BCD 1309567 VI. Patent application scope R1 R2 R3 R4 RX designation Ex. och3 HH o 0 3-mercapto-N-(4-decyloxy-7-phenylbenzoxazol-2-yl)benzamide 29 och3 HH o 0 N- (4-methoxy-7-phenoxy-benzoxazol-2-yl)-benzamide 30 och3 HH o pu c 0 4-diamino-N-(4-methoxy- 7-phenyl-benzopyrazol-2-yl)-benzamide 0.3 och3 HH -o 0 4- gas-N-(4-methoxy-7-phenyl-benzoxazole-2- ))-N-fluorenyl-benzoguanamine 32 och3 HH —S—〇_ch3 0 2-(4-fluoro-benzhydrylamino)-4-methoxy-benzo-serazole-7 - decyl formate 33 och3 HH -c(ch3)3 0 N-(7-tert-butyl-4-decyloxy-benzoxazol-2-yl)-4-fluoro-benzoguanamine 34 och3 HH-nhcoch3 0 N-(7-Ethylamino-4-mercapto-benzopyrazol-2-yl)-fluoro-benzoguanamine 35 och3 HH 0 o 0 N-(4-decyloxy -7-phenyl -benzoheptazole-2-yl)-isonicotinamide decyl 36 〇ch3 HH 0 4-fluoro-N-(4-decyloxy-7-phenoxy-benzoindole-2-yl) -benzamide 37 och3 HH from 0 5-mercapto-porphin-2-decanoic acid (4-decyloxy-7-phenoxybenzo-4-oxa-2-yl)-decylamine 38 och3 HH -&lt;〇&gt;~F 0 4-Fluoro-N-(4-decyloxy-7-morpholin-4-ylmethyl-benzothiazol-2-yl)-benzoguanamine 39 71626-971205 .doc · 19· This paper scale applies to Chinese National Standard (CNS) A4 specification (210 X 297 mm) 1309567 々, patent application scope 8 8 8 8 A BCD R1 R2 R3 R4 RX Name Ex. och3 HH From 〇5- Methyl-〇 吩 -2- -2- 甲酸 甲酸 甲酸 曱 曱 曱 40 40 40 40 40 40 40 40 40 40 40 40 40 40 40 40 40 40 40 40 40 40 40 N N N N N N N N N N [4-曱oxy"7-(1Η-tetrazole-5-yl)-benzopyrazol-2-yl]-benzoguanamine 41 Η HHH 〇N-benzopyrazol-2-yl-benzene Methionine 42 Η HHH 0 furan-2-carboxylic acid benzoxazol-2-yl decylamine 43 ch3 HHH Cl 0 2-gas-N-(4-methyl-2-benzopyrazolyl)-nicotine Indoleamine 44 och3 HHH Cl 0 2-Gas-N-(4-methoxy-2-benzopyrazolyl)-nicotine decylamine 45 〇ch3 HHH 0 〇3-(4-A Oxy-benzopyrazol-2-ylaminecarboxylidene)-ethyl acrylate 46 och3 HH \^〇V^CH3 0 0 N-(4-methoxy-7-phenyl-benzothiazole-2 -Base)-Ethyl phthalate 47 och3 HH o N=r\ 0 4-Dimethylamino-N-(4-methoxy-7-phenyl-benzoxazol-2-yl)- Benzoylamine 48 och3 HH \^0H ~^)~F 0 4-fluoro-N-(7-ylhydrazino-4-methoxybenzoxazol-2-yl)benzamide 49 och3 HH o 0 4-dipropylamine sulfonyl-N-(4-methoxy-7-phenyl-benzoindole-2-yl)benzamide 50 - loaded · set 71626-971205. Doc -20- This paper scale applies to China National Standard (CNS) A4 specification (210 297 297 mm) A8 B8 C8 D8 1309567 VI. Patent application scope R1 R2 R3 R4 RX Name Ex. och3 HH o —n(ch2ch3)2 〇4-Diethylamine sulfonyl-N-(4-methoxy-7-phenyl-benzoheptan-2-yl)-benzimidamide 51 och3 HH o 0 N-(4-methoxy Benzyl-7-phenyl-benzopyrimidine-sodium-2-yl)-4-(?p-lin-4-continuation) Benzoylamine 52 och3 HH o _^q^!-kach, 0 4- Ethylamine continuation-N-(4-decyloxy-7-phenyl-benzopyrazol-2-yl)-benzamide 53 och3 HH Iod s ch3 0 5-mercapto-&gt; Benzene-2- Acid (7-block-4-decyloxy-benzopyrazol-2-yl)-decylamine 54 och3 HH Cl 0 5-decyl-porphin-2-carboxylic acid [7-(2-gas-phenyl) H-decyloxy-benzopyrazol-2-yl]-nonylamine 55 och3 HH N02 0 5-decyl-sulfoxime-2-carboxylic acid [4-methoxy-7-(3-nitro-benzene ()-benzopyrazol-2-yl]-bristamine 56 och3 HH nCCH= 0 5-methyl-cephen-2-pyruic acid [7-(3-dimethylamino-phenyl)-4- Methoxy-benzoquinone P-conazole-2-yl]-nonylamine 57 〇ch3 HH-〇0 5-methylcephen-2-pyruic acid (4-methoxy-7-pyridin-4-yl- Benzopyrazol-2-yl) decylamine 58 och3 HH-o 〇5-mercapto-dexoster-2-carboxylic acid (4-methoxy-7-p ratio -3-yl-benzo-p-plug Phen-2-yl)-nonylamine 59 71626-971205.doc -21 - This paper scale applies to Chinese National Standard (CNS) A4 specification (210X297 mm) 8 8 8 8 A BCD 1309567 VI. Patent application scope R1 R2 R3 R4 RX Name Ex. och3 HH YrCHj 0 5-Mercapto-4 phen-2-carboxylic acid (4-oxime-7-p ratio -2-yl-benzoquinone p-phen-2-yl)-醯Amine 60 och3 HH ch3 from 〇5-methyl-sulfoxime-2-carboxylic acid [4-methoxy-7-(2-methyl-pyridin-4-yl)-benzox-phen-2-yl] - Stearic amine 61 och3 HH -Q nh2 from 0 5- -Phenol-2-carboxylic acid [7-(3-Amino-phenyl)-4-methoxy-benzoporphin-2-yl]-decylamine 62 OH HH o from o 5-methyl- Porphin-2-carboxylic acid (4-hydroxy-7-phenyl-benzo p-phen-2-yl)-bristamine 63 och3 HH-indole. YrCHi 4-{4-decyloxy-2-[(5-fluorenyl-»cephen-2-yl)-amino]-benzoxazol-7-yl}-piperidine-1-carboxylic acid decyl ester 64 och3 HHO,3,ch3 5-mercapto--cephen-2-pyruic acid [7-(3-dimethylamino-p ratio °.-1-yl)~4_methoxy-benzene And P-pyrazole-2-yl]-decylamine 65 H OC h3 H o XT' 0 5-methyl--cephen-2-carboxylic acid (5-methoxy-7-phenyl- -2-yl)_ decyl 66 och3 OC H3 HH YrCH3 0 5-methyl-sulfoxime-2-carboxylic acid (4,5-dimethoxy-benzo-4-oxazol-2-yl)-decylamine 67 Cl HHH XT' 〇5-mercapto-sulfimen-2-furic acid (4-gas-benzo-pyrazole-2-yl)-decylamine 68 och3 HH Br YrCH3 0 5-methyl-cephen-2- Formic acid (7-bromo-4-indolyl-benzopyrazol-2-yl)-decylamine 69 71626-971205.doc -22- This paper scale applies to Chinese National Standard (CNS) A4 specification (210X 297 mm) 1309567 b Co D8 VI. Patent application scope R1 R2 R3 R4 RX Name Ex. F Η Η Η From 0 5-methyl-4 phen-2-decanoic acid (4-fluoro-benzoxetazole-2- ))-decylamine 70 OCF3 Η Η Η YrcH3 0 5-methyl-sulfoxime-2-carboxylic acid (4-trifluoromethoxy-benzoxazol-2-yl)-nonylamine 71 OCH3 Η Η -8 V_y YrcHs 0 5-曱Yue acid -2- (4-methoxy-7- morpholin-4-yl Lin - benzo sit peak -2 ** 17-yl) - [eta] [eta] Amides [eta] OCH3 OH 72 billion by 6- yl -ρ ratio.曱-2-decanoic acid (4-decyloxy-benzo-1)-stoke-2-yl)-nitramine 73 OCH3 Η Η - YrCHs 0 5-methyl-4 phen-2-carboxylic acid (7-芊Oxy-4-methoxy-benzothiazol-2-yl)-nonylamine 74 OCH3 Η 令 0 0 6-gas-N-(4-decyloxy-7-phenyl-benzoxazole-2 -基)-nicotine decylamine 75 0CH3 Η 令 let o 0 N-(4-methoxy-7-phenyl-benzothiazepine-2-yl)-6-? Base smoke test 醯amine 76 OCH3 Η Ο -Ο 0-0 0 3,4,5,6-tetrahydro-2Η-[1,2']bipyridin-5'-carboxylic acid (4-oxime-7-- Phenyl-benzo-3-inseoazol-2-yl)-nonylamine 77 OCH3 Η Η Ο 0 Ν-(4-methoxy-7-phenyl-benzopyrazine-2-yl)-6-?11林·*4-基-烟验 醯amine 78 OCH3 Η Η 0 N-(4-methoxy-7-phenyl-benzoxazol-2-yl)-6-(4-methyl-piped -1-yl)-nicotine decylamine 79 71626-971205.doc -23 - This paper scale applies to Chinese National Standard (CNS) A4 specification (210 X 297 mm). 1309567 έ88 C8 D8 VI. Patent application scope R1 R2 R3 R4 RX Name Ex. och3 HH pu o 0 N-(4-methoxy-7-phenyl-benzo- ί β-yl-2-yl)_6-sulfur.林-4-基-烟验 醯amine 80 och3 HH o 香 o 0 Ν-(4-曱-oxy-7-phenyl-benzo-4 ° sit-2-yl)-6-(1-oxo- 4-琉?ρ林_4-基)-nicotine guanamine hydrochloride (1:1) 81 och3 HH o 0 4-bromoindolyl-indole-(4-methoxy-7-phenyl-benzene And ρ-pyrazol-2-yl)-benzoguanamine 82 och3 HH -〇^o 0 Ν-(4-methoxy-7-phenyl-benzoxan-2-yl)-4-1^ Billion. Din-1-ylmethyl benzoguanamine hydrochloride (1:1) 83 och3 HH 0 O N-(4-decyloxy-7-phenyl-benzopyran. Sodium-2-yl )-4-11-α--1-ylmercapto-benzamide hydrochloride (1:1) 84 och3 HH 0 N-(4-methoxy-7-phenyl-benzopyrene. Sit -2-yl)-4-morphin-4-ylindolyl-benzoguanamine hydrochloride (1:1) 85 och3 HH _/=\厂0 0 4-diaminomethyl-N- (4-methoxy-7-phenyl-benzoxazol-2-yl)-benzamide hydrochloride (1:1) 86 och3 HH o 0 N-(4-methoxy-7- Phenyl-benzopyrazol-2-yl)-4-[(methyl-pyridin-3-ylmethyl-amino)-methyl]-benzoguanamine hydrochloride (1:2) 87 och3 HH o 0 N-(4-decyloxy-7-phenyl-benzopyrazol-2-yl)-4-(4-methyl-piperidin-1-ylmethyl) benzoguanamine salt Acid salt (1:2) 88 71626-971205.doc -24- This paper scale applies to China National Standard (CNS) A4 specification (210X 297 mm). 8 8 8 8 ABCD 1309567 VI. Patent application scope R1 R2 R3 R4 RX name Ex. och3 HH -o 0 4-dimethylaminomethyl-N-(4-decyloxy-7-phenyl-benzopyrazol-2-yl)-benzoguanamine hydrochloride ( 1:1) 89 och3 HH 0 4-ethylaminomethyl-N-(4-methoxy -7-phenyl-benzopyrazol-2-yl)-benzamide hydrochloride (1:1) 90 och3 HH oo 4-[(2-methoxy-ethylamino)-indenyl] -N-(4-decyloxy-7-phenyl-benzopyrazol-2-yl)-benzimidamide hydrochloride (1:1) 91 och3 HH o 0 4-[(2-) -ethylamino)-methyl]~Ν·(4-methoxy-7-phenyl-benzo-1*sodium-2-yl)-benzoguanamine hydrochloride (1:1) 92 Och3 HH o 0 4-(Aminomethyl-methyl)-indole-(4-decyloxy-7-phenyl-benzoh-oxazol-2-yl)-benzimidamide hydrochloride (1: 1) 93 〇ch3 HH &lt;) 0 4-[(Huntenyl-methylamino)-indenyl]-indole-(4-methoxy-7-phenyl-benzopyran. Sit-2_yl) Benzamidine hydrochloride (1:1) 94 och3 HH -oo 4-[(3-imidazol-1-yl-propylamino)-methyl]-indole-(4-methoxy-7-phenyl -benzoxazol-2-yl)-benzoguanamine hydrochloride (1:2) 95 och3 HH-o 〇Ν-(4-methoxy-7-phenyl- benzo-4-zol-2- Base)-4-{[(pyridin-4-ylindenyl)-amino]-indenyl}-benzamide hydrochloride (1:2) 96 71626-971205.doc -25- This paper size applies China National Standard (CNS) A4 Specification (210X 297 mm) 8 8 8 8 AB c D 1309567 VI. Patent Application R1 R2 R3 R4 RX Name Ex. och3 HH o 0 4-{[(2-decyloxy-ethyl)-nonylamino]_ decyl N-(4-methoxy-7-phenyl-benzoxazole-2 -yl)-benzoguanamine hydrochloride (1:1) 9Ί och3 HH-o-cc 0 4-(1,1-dioxo-4-thiopheny-4-ylmethyl)-N- (4-methoxy-7-phenyl-benzo-resazol-2-yl)-benzamide hydrochloride (1:1) 98 och3 HH o 0 N-(4-decyloxy-7 -Phenyl-benzopyrimidine. Sodium-2-yl)-4-thiophenoline-4-ylindenyl benzylidene hydrochloride (1:1) 99 och3 HH ^0^0 0 4-imidazol-1-ylmethyl- N-(4-methoxy-7-phenyl-benzopyrazol-2-yl)-benzamide hydrochloride (1:1) 100 och3 HH o L 0 4-(2-hydroxymethyl -imidazol-1-ylmethyl)-N-(4-methoxy-7-phenyl-benzo-pyrazol-2-yl)-benzoamidamine 101 och3 HH ch3\ o N-(4-曱oxy-7-phenyl-benzoxazol-2-yl)-4-(2-methyl.moxazol-1-ylindenyl)-benzoamidamine 102 〇ch3 HH-o ch3 o 4 -(4,5-dimethyl-imidazol-1-ylindenyl)-N-(4-decyloxy-7-phenyl-benzoxazol-2-yl)-benzoguanamine 103 och3 HH -J〇T'^Qr 〇N-(4-methoxy-7-phenyl-benzopyrimidine. Sodium-2-yl)-4-11 Spring p-well-1-ylmethyl-benzamide Hydrochloride (1:2) 104 - loaded. 71626-971205.doc -26- This paper scale it. Use Chinese National Standard (CNS) A4 specification (210 X 297 mm). 1309567 - C8 D8 VI. Apply for patent Range R1 R2 R3 R4 RX Designation Ex. och3 HH 0 4-Allylaminomethyl-N-(4-methoxy-7-phenyl-benzox[?; ί-2-yl)-benzene Indole hydrochloride (1:1) 105 och3 HH o 0 N-(4-decyloxy-7-benzene Benzo-benzoxazol-2-yl)-4-propylaminomethyl-benzamide hydrochloride (1:1) 106 och3 HH -O^sjD 0 N-(4-decyloxy-7 -Phenyl-benzopyrimidine 0-but-2-ylpyridin-3-ylmethyl)amino]-methylbenzoguanamine hydrochloride (1:2) 107 och3 HH -〇^NCy〇H 0 4-(4-carbamic-p-guanidin-1-ylmethyl)-N-(4-methoxy-7-phenyl-benzoindole 4-2-yl)benzamide hydrochloride (1:1) 108 och3 HH -o 0 4-(3(S)-hydroxy-pyrrolidin-1-ylmethyl)-N-(4-decyloxy-7-phenyl-benzotetrazole- 2-yl)-benzimidamide hydrochloride (1:1) 109 och3 HH -O^0nh 0 4-[1,4] Dioxepin-1-ylindenyl-N-(4-methoxy Base-7: phenyl-benzopyrazol-2-yl)-benzoguanamine hydrochloride (1:2) 110 och3 HH-o 0 4-(3(R)-dimethylamino-pyrrolidine -1-ylmethyl)-N-(4-decyloxy-7-phenyl-benzoxazol-2-yl)-benzoguanamine hydrochloride (1:2) 111 och3 HH-o 0 N-(4-methoxy-7-phenyl-benzo-4 D-l-yl)-4-[(2-?&quot;lin-4-yl-ethylamino)-indenyl]-benzene Indoleamine hydrochloride (1:2) 112 71626-971205.doc -27- This paper scale applies to Chinese National Standard (CNS) A4 specification (210X297 mm) 8 8 8 8 A BCD 1309567 Please patent range R1 R2 R3 R4 RX Name Ex. och3 HH o 0 N-(4-methoxy-7-phenyl-benzopyridin-2-yl)-4-(^(2-11°°° Benton-1-yl-ethylamino)-methyl]-benzamide hydrochloride (1:2) 113 och3 HH o 0 N-(4-methoxy-7-phenyl-benzo-4 °圭-2-yl)-4-1^(2-11 αα定-1-yl-ethylamino)-methyl]-clumamine hydrochloride (1:2) 114 och3 HH o 0 4 - cyclobutylaminomethyl-hydrazine-(4-decyloxy-7-phenyl-benzoquinone p-plug. Sodium-2-yl)-benzamide hydrochloride (1:1) 115 och3 HH o 0 4-cyclopentylamino fluorenyl-hydrazine-(4-methoxy- 7 phenyl benzoate -2-yl)-benzamide hydrochloride (1:1) 116 och3 HH o 0 4-{[(furan-2-ylmethyl)-amino]-mercapto} 4 (4-oxo) Benzyl-7-phenyl-benzoxazol-2-yl)-benzamide hydrochloride (1:1) 117 och3 HH-o 0 N-(4-methoxy-7-phenyl-benzene And pyrazol-2-yl)-4-{[decenophen-2-ylindenyl)-amino]-methyl}-benzamide hydrochloride (1:1) 118 och3 HH each 0 4 -dipropylaminoindenyl-N-(4-methoxy-7-phenyl-benzopyrazol-2-yl)-benzimidamide hydrochloride (1:1) 119 71626-971205.doc - 28 - This paper size is applicable to China National Standard (CNS) A4 specification (210X 297 mm) 8 8 8 8 AB CD 1309567 VI. Patent application scope R1 R2 R3 R4 RX Name Ex. och3 HH -o 0 N-(4- Methoxy-7-phenyl-benzopyrimidin-2-yl)-4-{[methyl-(2-1^^-2-yl-ethyl)-amino]-methyl}-benzene Formamide hydrochloride (1:2) 120 och3 HH 0 4-aminomethyl-N-(4-methoxy-7-phenyl-benzoxazol-2-yl)-benzamide Hydrochloride (1:1) 121 och3 HH 0 4-[(cyclopropylmethyl-amino) -Methyl]-N-(4-methoxy-7-phenyl-benzopyrazol-2-yl)-benzoguanamine hydrochloride (1:1) 122 och3 HH -o 0 N-( 4_decyloxy-7-phenyl-benzo-p-sepi-yl-2-yl)-4-[(2-mercaptothio-ethylamino)-indolyl]-benzoguanamine hydrochloride (1:2) 123 och3 HH o 0 N-(4-methoxy-7-phenyl-benzo-propazol-2-yl)-4--pyrazolidine-3-ylindenyl-benzene Indoleamine hydrochloride (1:1) 124 och3 HH o &gt;N(CH3)2 Prepare ci 0 4-(3(S)-dioxin.Aminopyrrolidin-1-ylmethyl)-N-( 4-methoxy-7-phenyl-benzo-4-oxazol-2-yl)-benzoguanamine hydrochloride (1:2) 125 och3 HH o 0 4-[(2-diaminoethylamine) ))-Methyl]-N-(4-methoxy-7-phenylbenzo-4-oxazol-2-yl)-benzimidamide hydrochloride (1:2) 126 71626-971205.doc -29 - This paper size applies to China National Standard (CNS) A4 specification (210 X 297 mm). 1309567 - C8 D8 VI. Patent application scope R1 R2 R3 R4 RX Name Ex. OCH3 Η Η One Ν 0 v_y ~0^ci 0 4-Methylmethyl-N-(4-decyloxy-7-?p-lin-4-ylbenzone). -2--2-yl)-benzoguanamine 127 OCH3 Η Η Γ~\ —Ν 0 -^^NCy〇H 〇4-(4-carbyl-p-gu ¢-1-ylmethyl)~N~ (4-decyloxy-7-morpholin-4-yl-benzopyrazol-2-yl)-benzoguanamine 128 OCH3 Η Η Γ~\ —Ν 0 〜(10)1 ~ ch3 0 4·{[( 2-methoxy-ethyl)-nonylamino]-methyl}-indole-(4-methoxy-7-morpholinyl-benzopyrazol-2-yl)-benzamide 129 OCH3 Η Η Γ~\ —Ν 0 \_y Η CH, 0 4-{[(2-hydroxy-ethyl)-methylamino]-methyldip-(4-decyloxy-7-line- 4-Base _Benzo-conazole-2-yl)-benzoguanamine 130 OCH3 Η Η Γ~\ —Ν 0 V__/ ~. 0 3,4-dimethoxy-benzoic acid 2-{[4-(4-methoxy-7-morpholin-4-yl-benzo-p-oxan-2-yl)-indenyl]-曱胺基}_ Ethyl ester 131 OCH3 Η Η Γ~\ —Ν 0 ν_ν 0 Ν-(4-methoxy-7-morpholin-4-yl-benzopyrazol-2-yl)-4-piper Till-1-ylmethyl-benzamide 132 OCH3 Η Η ^Q^ci 〇N-(7-ethoxy-4-methoxy-benzo-resazol-2-yl)-4- gas Mercapto-benzoguanamine 133 OCH3 Η Η -Qh^y.. 0 N-(7-Actyloxy-4-methoxy-benzox-indol-2-yl)-4-(3-di Amidino-p-bistidyl-1_ylmercapto)-benzoguanamine hydrochloride 134 71626-971205.doc -30- This paper scale applies to Chinese National Standard (CNS) A4 specification (210X297 mm). 8 8 8 8 ABCD 1309567 VI. Patent application scope R1 R2 R3 R4 RX Name Ex. och3 HH -N 0 r~\ —NS 0 Thiomorpho-4-carboxylic acid (4-methoxy-7-?p forest_ 4_yl-benzo-p-plug. Sodium-2-yl)_ guanamine 135 och3 HH —N 0 /~\ —N 〇0 morpholine-4-carboxylic acid (4-methoxy-7-?p-lin- 4-yl-benzo-oxo. Sodium-2-yl)-decylamine 136 och3 HH r~\ N 0 ch3 '~( 0 3-(4-decyloxy-7-morpholin-4-yl-benzene And-pyrazol-2-yl)-1-methyl (6-methyl-pyridin-3-yl) ))-urea 137 och3 HHH 0 flufuran-2-yl-methyl-3-(4-methoxy-benzo-pyrene- sit--2-yl)-monthly 138 och3 HH 0 1_bit 0ιΐ- 2-yl-methyl-3-(4-decyloxy-7-phenyl-benzothiazol-2yl)-urea 139 och3 HH o 0 1-(4-methoxy-7-phenyl- Benzopyrazol-2-yl)-3-4-phen-2-yl-methyl-urea 140 och3 HH o 0 1-(4-decyloxy-7-phenylbenzopyrazole-2-yl) -3-p ratio 0¢-2-ylindolyl month urine 141 och3 HH -o ^/=N\ 0 M4-decyloxy-7-phenylbenzopyrazol-2-yl)-3-pyridine- 3-ylindole 1 142 och3 HH ~o -nh^N^n 0 1-(4-decyloxy-7-phenylbenzopyrimidine-2-yl)-3-pyridin-4-ylindole Ketourera 143 och3 HH o -c〇〇3-(4-decyloxy-7-phenylbenzopyridin-2-yl)-1-methyl-1-pyridin-3-ylmethylurea 144 〇ch3 HH -o 0 1-(4-decyloxy-7-phenylbenzo-1* sulphate-2-yl)-3-phenylethyl urinary 145 - loaded. 71626-971205.doc -31 - This paper size is applicable to China National Standard (CNS) A4 specification (210X297 mm). 1309567 - C8 D8 VI. Patent application scope R1 R2 R3 R4 RX Name Ex. och3 HH -o 0 1- (4-methoxy- 7-phenylbenzopyrimidine-2-yl)-3 -(3-phenylpropyl)-hidden 146 och3 HH -o -^〇ch3 0 1-(4-decyloxybenzyl)-3-(4-decyloxy-7-phenylbenzoxazole -2-yl)-urea 147 och3 HH 0 3,4-Dihydro-111-isoquinoline-2-carboxylic acid (4-methoxy-7-phenylbenzopyrimidine). -2--2-yl)-decylamine 148 och3 HH o ~ &lt;CH3 - NH, CH3 0 1-(2-dimethylaminoethyl)-3-(4-decyloxy-7-phenylbenzo P-pyrazol-2-yl)-urea 149 och3 HH _nh-^oh 0 1-(2-transethylethyl)-3-(4-methoxy-7-phenylbenzoindole-2-yl )-urea 150 och3 HH o —NH~0 0 1-(4-methoxy-7-phenylbenzoindole-2-yl)-3-(2-crushing-1-ylethyl)- Moon urine 151 och3 HH o ~ry -NH \_/ o 1-(4-methoxy-7-phenylbenzopyrazole-2-yl)-3-(2-morphin-4-ylethyl )-Monthly 152 och3 HH -o 0 H4-decyloxy-7-phenylbenzopyrazol-2-yl)-3-(2-0 ratio °-2-ylethyl)-monthly 153 Och3 HH -o 0 1-(3-imidazol-1-ylpropyl)-3-(4-decyloxy-7-phenylbenzoindazol-2-yl)-urea hydrochloride (1: 1) 154 och3 HH ch3 o Buethyl-3-(4-decyloxy-7-phenylbenzoxazol-2-yl)-1-pyridin-4-ylmethylurea hydrochloride (1:1) 155 och3 HH -o /===N 0 1-(2-imidazol-1-ylethyl)-3-(4-methoxy-7-phenylbenzothiazol-2-yl)-urea hydrochloride Salt (1:1) 156 71626-971205.doc -32- This paper scale applies to Chinese National Standard (CNS) A4 specification (210X297 mm) 8 8 8 8 AB c D 1309567 VI. Patent application scope R1 R2 R3 R4 RX Name Ex. och3 HH -o - 八w 0 p林-4-carboxylic acid (4-methoxy-7-phenylbenzothiazol-2-yl)-醯Amine 157 och3 HH -o -o 0 thiomorpholine-4-carboxylic acid (4-decyloxy-7-phenylbenzopyrazole-2-yl)-decylamine 158 och3 HH o — 八功\__y 0 1_Oxo--4-thiomorphin-4-carboxylic acid (4-methoxy-7-phenylbenzoin-2-yl)-S&amp;amine 159 och3 HH r^\l?-NH~ VA, 0 1-[2-(1,1-dioxo-1-yl-6-thiophenylin-4-yl)ethyl]-3-(4-decyloxy-7·phenylbenzene) And thiazol-2-yl)-urea hydrochloride (1:1) 160 och3 HH o 0 3-(4-methoxy-7-phenylbenzopyrazole-2-yl)-1-indenyl- 1-(6-methyl p-bite-3-ylmethyl)urea hydrochloride (1:2) 161 och3 HH-co 0 3-(4-methoxy-7-phenylbenzoxazole- 2-yl)-1-methyl-buty-2-yl-carbyl urea hydrochloride (1:2) 162 och3 HH o — CH3 0 3-(4-methoxy-7-phenylbenzoindole Zyridin-2-yl)-1-methylhydrazolurea hydrochloride (1:2) 163 och3 HH o N+_〇- ~ΗΓ^\)ι CH3 - 〇3-(4-methoxy- 7-Phenylbenzopyrene &quot;Gui-2-yl)-1-methyl-1-(1-oxypyridin-3-ylmethyl)-urea 164 och 3 HHH -Nerx〇o 1- -^yl-3-(4-decyloxybenzo p-sodium-sodium 2-hydroxyquinone 165 och3 HH 0 1-benzyl-3-(4-decyloxy- 7-Phenylbenzo-U sigma- -2-yl)-month urine 166 71626-971205.doc -33** This paper scale applies to Chinese National Standard (CNS) A4 specification (210 X 297 mm). 1309567 Patent Application A BCD R1 R2 R3 R4 RX Name Ex. och3 HH -o H s 1-(4-decyloxy-7-phenylbenzoindole. Sodium-2·yl)-3-pyridine-3- Thiourea 167 och3 HH - s 1-benzimidyl-3-(4-methoxy-7-phenylbenzoxazol-2-yl)-thiourea 168 och3 HH -o nh2 s (4 -Methoxy-7-phenylbenzopyrazol-2-yl)-thiourea 169 och3 HHH nh2 0 (4-decyloxybenzopyrazol-2-yl)-pulse 170 och3 HH nh2 〇(4 -decyloxy-7-phenylbenzopyrazol-2-yl)-urea 171 FHFH-nh2 0 (4,6-di-b-benzo-pyrazole-2-yl)-pulse 172 och3 HH 〒h3 — CH-CH3 nh2 0 (7-isopropyl-4-methoxybenzoxazol-2-yl)-monthly urine 173 och3 HH -o &lt;) h2 (4-methoxy-7-phenylbenzene And pyrazol-2-yl)-pyridin-3-ylmethylamine 174 och3 HH h2 (4-methoxy-7-phenylbenzoxazol-2-yl)-indole. 1,4--4-methylamine 175 och3 HH -o HD h2 (4-decyloxy-7-phenylbenzothiazol-2-yl)-p ratio -2-ylmethylamine 176 och3 HH ~o H2 yl-(4-methoxy-7-phenylbenzopyr-2-yl)-amine 177 och3 HH, ^och3 h2 (2-methoxyethyl)-(4-decyloxy -7_ Phenylbenzo-tomb σ sit-2-yl)-amine 178 och3 HH h2 cyclopropylmethyl-(4-f-oxy-7-phenylbenzo-&gt;-resazol-2-yl) -amine 179 Pack. Order 71626-971205.doc -34- This paper size applies to Chinese National Standard (CNS) A4 size (210 X 297 mm). 8 8 8 8 A BCD 1309567 VI. Patent application scope R1 R2 R3 R4 RX Name Ex. och3 HH -o JU H2 (4-methoxy-7-phenylbenzopyrazol-2-yl)-(2-pyridin-2-ylethyl Base)-amine hydrochloride (1:2) 180 och3 HH ch3 h2 N-(4-decyloxy-7-phenylbenzone). Sodium-2-yl)-N', N'-dimethyl Ethylethane-1,2-diamine hydrochloride (1:2) 181 och3 HH h2 (4-methoxy-7-phenylbenzopyrimidine. sit-2-yl)-(2-morpholine- 4-ylethyl)amine hydrochloride (1:2) 182 och3 HH h2 (4-decyloxy-7-phenylbenzoxazol-2-yl)-(2-flavored 1-1-6 ))-amine hydrochloride (1:2) 183 och3 HH seven h 2 2-(4-decyloxy-7-phenylbenzo-pyrazol-2-yl)-ethanol hydrochloride (1:1) 184 och3 HH ch3 och3 0 [4-methoxy-7-(2-methylpyridin-4-yl)-benzopyrazol-2-yl]-carbamic acid methyl ester 185 och3 HH —N 〇v_y och3 〇(4-methoxy----------pj-oxazol-2-yl)-carbamic acid oxime ester 186 och3 HH -o -〇jO 0 (4-methoxy-7-phenyl Benzopyrazol-2-yl)-carbamic acid benzyl ester 187 och3 HH -ch=ch2 och3 〇(4-methoxy-7-phenylbenzopyrazole-2-yl)-carbamic acid guanidine Ester 188 och3 HH -ch=ch2 OTF 〇4- -N-(4-methoxy-7-vinylbenzoxazol-2-yl)-benzamide 189 71626-971205.doc -35- This paper size applies to the Chinese National Standard (CNS) A4 specification ( 210X 297 mm) 8 8 8 8 A BCD 1309567 VI. Patent Application R1 R2 R3 R4 RX Name Ex. OCH3 Η Η -ch=ch-ch3 OCH3 0 (4-methoxy-7-propenylbenzopyrene Azole-2-methyl)-carbamic acid methyl ester 190 OCH3 Η Η -ch2ch3 XT 0 N-(7-ethyl-4-decyloxybenzopyrazol-2-yl)-4-fluorobenzamide 191 OCH3 Η Η -C(0)CH3 OCH3 0 (7-Ethyl-4-methoxybenzopyrazol-2-yl)-carbamic acid methyl ester 192 OCH3 Η Η -CH(OH)CH3 OCH3 0 racemic-[7-(1-P-ethylethyl)-methyleneoxybenzothiazol-2-yl]-amino decanoic acid methyl ester 193 OCH3 Η Η intermediate -CH(OH)CH2Br OCH3 0 racemization -[7-(2-Di-I-hydroxyethyl)-4-methoxybenzopyrazol-2-yl]-carbamic acid oxime ester 194 OCH3 Η Η intermediate CH(OH)CHBrC h3 OCH3 0 [ Methyl 7-(2-bromo-1-hydroxypropyl)-4-methoxybenzopyrazol-2-yl]-carbamic acid 195 OCH3 Η Η intermediate -C(0)CH2Br OCH3 0 (7- Ethyl bromide-4-methoxybenzopyrazol-2-yl)-amine Methyl ester 196 OCH3 Η Η intermediate -C(0)CHBrCH3 0CH3 0 [7-(2-xipropenyl)&gt; 4-methoxybenzopyrazol-2-yl]-carbamic acid methyl ester 197 OCH3 Η Η OCH3 0 (4-methoxy-7-p-cephen-2-ylbenzo-pyrazole-2-yl)-amino decanoate 198 OCH3 Η Η OCH3 0 [4-decyloxy- Methyl 7-(5-methylbromen-2-yl)-benzopyrazol-2-yl]-carbamic acid 199 - Pack · 71626-971205.doc -36- This paper scale applies to Chinese national standards ( CNS) A4 size (210 X 297 mm). 1309567 VI. Patent scope 8 8 8 8 A BCD R1 R2 R3 R4 RX Name Ex. och3 HHN Human CH3 och3 0 [4-methoxy-7-(2- Methyloxazol-4-yl)-benzopyrazol-2-yl]-carbamic acid methyl ester 200 och3 HHN CH3 och3 0 {4-methoxy-7-[2-(6-methylpyridine- Methyl 3-yl)-pyrazol-4-yl]-benzo-pyrazole-2-yl}-carbamic acid 201 och3 HH och3 〇[4-methoxy-7-(2-pyridine-2- Kieser. -4--4-yl)-benzopyran-pyridinium-2-yl]-carbamic acid decyl ester 202 och3 HH Ϊ och3 o {7-[2-(t-butoxycarbonylaminomethyl)- Ρ Methyl σ-4-yl]-4-methoxy-benzothiazol-2-yl}-amino decanoate 203 och3 HH ~^^nh2 och3 〇[7-(2-Aminomethylguanidine) 4-yl)-4-decyloxybenzopyridin-2-yl]-carbamic acid decyl ester (1:1) 204 och3 HH ^n, CH3 ch3 och3 0 [7-(2-diamine Ethyl pyrimido-4-yl)-4-methoxybenzo-conazole-2-yl] carbamic acid decyl 205 och3 HH h3c -3⁄4 N human CH3 och3 o [7-(2,5-二曱Tom-pyrazol-4-yl)-4-decyloxybenzopyridin-2-yl]-carbamic acid methyl ester 206 och3 HHA line och3 0 {4-methoxy-7-[2- Methyl (triphenylhydrazinyl)-oxazol-4-yl]-benzo-4-oxazol-2-yl}-carbamic acid 207 och3 HH ^1nh2 och3 0 [7-(2-Aminothiazole-4 -yl)-4-methoxy benzophenanthrene D-sodium-2-yl]-carbamic acid methyl ester 208 - loaded · · #· 71626-971205.doc -37- This paper scale applies to China National Standard (CNS) A4 size (210χ 297 mm) 1309567 VI. Patent application range 8 8 8 8 A BCD R1 R2 R3 R4 RX Name Ex. OCH3 Η Η , ch3 och3 0 [7-(2 - dimethylaminopyrazol-4-yl)-4-methoxybenzopyrazol-2-yl]-amino decanoate 209 OCH3 Η χ -τχ Ν Ο OCH3 0 [4-methoxy -7-(2-Pyrrolidin-1-yl-4-oxa-4-yl)- benzopyrazol-2-yl}-carbamic acid methyl ester 210 OCH3 Η Η 々Ό OCH3 0 [4-methoxy- 7-(2-flavor.dent-1-ylpyrazol-4-yl)-benzopyrazol-2-yl]-amino decanoate 211 OCH3 Η Η OCH3 0 [4-methoxy-7 -(2-morpholin-4-yl p- oxazol-4-yl)-benzopyrazol-2-yl}-amino decanoic acid methyl ester 212 OCH3 Η Η d, CH3 OCH3 0 {4-methoxy -7-[2-(4-Methylpiperazin-1-yl)--------------------------------- ^νη2 OCH3 0 [7-(2-Tertidinoxycarbonylamino-1H-imidazol-4-yl)-methyl 4-methoxybenzopyrazol-2-yl]-carbamic acid 214 OCH3 Η Η OCH3 0 [7-(2-Amino-1H-imidazol-4-yl)-4-methoxybenzo. Methyl ethazol-2-yl]-amino decanoate 215 OCH3 Η Η Ν Ο XrF 0 4-Fluoro-N-[4-methoxy-7-(2-morpholin-4-ylazole-4- ))-benzopyrazol-2-yl]-benzoguanamine 216 OCH3 Η Η "also νη2 XT 〇N-[7-(2-amino-pyrazol-4-yl)-4-methoxy Benzo-4-oxazol-2-yl]-4-fluorobenzamide 217 Pack · · · 71626-971205.doc -38- This paper scale applies to China National Standard (CNS) A4 specification (210X 297 mm). 1309567 VI. Patent application scope 8 8 8 8 AB c D R1 R2 R3 R4 RX Name Ex, OCH3 Η Η OrF 0 4-Fluoro-N-{4-methoxy-7-[2-(6-methyl port 。-3-基)-?塞°坐-4-yl]-benzothiazol-2-yl}-benzoguanamine 218 OCH3 Η Η CH3 XrF 0 N-[7-(2-diamine Base "sezazol-4-yl)-4-methoxybenzoxazol-2-yl]-4-fluorobenzamide 219 OCH3 Η Η A) OrF 0 4-fluoro-N-(4-A Oxy-7-0-cephen-2-ylbenzopyrazol-2-yl)-benzamide 220 OCH3 Η Η XrF 0 4-fluoro-N-{4-methoxy-7-[2- (4-methyl-sh-p--1-yl)-P-plug α-s-yl]-benzopyrazol-2-yl}-benzamide 221 OCH3 Η Η XrF 〇4-fluoro-Ν- [4-曱oxy-7-(2-pyridin-2-ylpyrazol-4-yl)-benzo Oxazol-2-yl]-benzoguanamine 222 OCH3 Η Η ~αΝ〇OrF 0 4-fluoro-N-[4-methoxy-7-(2-pyrrolidin-1-yl'-pyrazole-4- Benzo-benzo-4-oxazol-2-yl]-benzoguanamine 223 OCH3 Η Η ^ch3 XrF 〇4-fluoro-N-[4-methoxy-7-(2-methylpyrazole-4- Benzyl)-benzox-2-yl]-benzamide 224 OCH3 Η Η S ch3 XTF 0 4-fluoro-N-[4-methoxy-7-(5-methyl porphin-2 -yl)-benzo-p-indol-2-yl]-benzoguanamine 225 OCH3 Η Η n^/CH3 CH3 j〇rF 0 &gt;^-[7-(2,5-dimercaptothiazole-4 -yl)-4-methoxybenzoxazol-2-yl H-fluorobenzamide 226 Pack · , ?τ· ·#. 71626-971205.doc -39- This paper scale applies to Chinese national standards ( CNS) A4 size (210 X 297 mm). 1309567 - C8 D8 VI. Patent application scope R1 R2 R3 R4 RX Name Ex. OCH3 Η Η 乂ΤΟ Cl XT 〇4-gas methyl-N-[4-methoxy Base-7-(2-Merlin-4-Based Soul. Sit-4-yl)-benzopyrene. -2--2-yl]-benzamide 227 OCH3 Η Η ^NyCH3 Cl 0 4-methylmethyl-N-{4-methoxy-7-[2-(6-methylpyridin-3-yl) -oxazol-4-yl]-benzoindole-2-yl}-benzamide 228 OCH3 Η Η Cl 0 4- gas fluorenyl-N-{4-methoxy-7-[2-( Triphenyl decylamino)-p- oxazol-4-yl]-benzopyrazol-2-yl}-benzoamidamine 229 OCH3 Η Η ch3 乂C! XT 0 4-gas fluorenyl-N-[ 7-(2-Diaminoaminooxazol-4-yl)-4-decyloxybenzoxazol-2-yl]-benzoguanamine 230 OCH3 Η Η OrF 0 4-gas fluorenyl-N- (4-methoxy-7-nonyl-2-ylbenzoindole. sit-2-yl)-benzamide 231 OCH3 Η Η Cl X)&quot; 0 4-gas fluorenyl-N- [4-Methoxy-7-(2-pyridin-3-yloxazol-4-yl)-benzo-pyrazol-2-yl]-benzoguanamine 232 och3 Η Η N^CH3 Cl 0 4 -Methyl-N-[4-methoxy-7-(2-methylpyrazol-4-yl)-benzo-4-oxazol-2-yl-1-benzamide 233 och3 Η Η XTC1 0 4 -Methyl-N-[4-methoxy-7-(5-methyl-p-phen-2-yl)-benzoquinone-indolyl-2-yl]-benzophenone 234 71626-971205. Doc -40- This paper scale applies to China National Standard (CNS) A4 specification (210X 297 mm). 1309567 VI. Patent application scope 8 8 8 8 A B c D R1 R2 R3 R4 RX Name Ex. och3 HH -ci Π0, 〇4-{[(2-methoxyethyl)-methylamino]-methyl}-N-[4-methoxy- 7-(2-morpholin-4-yl)-pyrazol-4-yl)-benzopyrazol-2-yl]-benzamide 235 och3 HH Χτγ0, 0 4-{[(2-methoxy Ethyl)-methylamino]-mercapto}-N-{4-decyloxy-7-[2-(tritylamino)-oxazol-4-yl]-benzoxazole-2 -yl}-benzamide 236 och3 HH xrc. , N-[7-(2-Aminopyridin-4-yl)-4-methoxybenzopyrazol-2-yl]-4-{[(2-decyloxyethyl)-- Amino]-mercapto}-benzamide 237 och3 HH rrCH3 ~Vs xrc&quot; 〇4-{[(2-methoxyethyl)-nonylamino]-indenyl}-N-{4-曱Oxy-7-[2-(6-methyl p-c-butyl-3-yl)-ρ嗤嗤-4-yl]-benzo-4-oxazol-2-ylbenzamide 238 och3 HH M'CH3 Lu 3 xrc0, 〇Ν-[7-(2·dimethylaminopyrazole-4-yl)-4-methoxybenzo-oxo. -2--2-yl]-ΑΗΡ methoxyethyl)-nonylamino]-mercapto}-benzamide 239 och3 HH xrc0, 0 4-{[(2-methoxyethyl)-methylamine ]]-methyl}-Ν-(4-methoxy-7-sulfenophen-2-ylbenzoxazol-2-yl)-parabenzamide 240 och3 HH \.s xrc0, 0 4-{ [(2-foxyethyl)methylamino]-indenyl}-N-[4-decyloxy-7-(2-pyridin-2-yl>pyrazole-4-yl)-benzo Oxazol-2-yl]-benzamide 241 - loaded · order. # 71626-971205.doc -41 - This paper scale applies to China National Standard (CNS) A4 specification (210 X 297 mm) 1309567 VI. Application Patent Range 8 8 8 8 A BCD R1 R2 R3 R4 RX Name Ex. och3 HHN^CH3 xrc. , 4- 4-{[(2-methoxyethyl)-methylamino]-methyl}-N-[4-decyloxy-7-(2-mercaptooxazol-4-yl)-benzene And pyrazol-2-yl]-benzamide 242 och3 HH 5 ch3 xrc. , 4- 4-{[(2-methoxyethyl)-methylamino]-indenyl}-N-[4-methoxy-7-(5-nonylsulfenyl-2-yl)-benzene And p-pyrazol-2-yl]-benzamide 243 och3 HH Ό Xro 0 N-[4-methoxy-7-(2-morpholin-4-ylpyrazol-4-yl)-benzo Oxazol-2-yl]-4-pyrrolidin-1-ylmercaptobenzamide 244 och3 HH Xro 0 N-{4-decyloxy-7-[2-(6-methylpyridin-3 - base) -» plug. -4-yl]-benzopyrazole-2-yl}-4-pyrrolidin-1-ylmethylbenzamide 245 och3 HH Xr〇0 N-{4-methoxy-7-[ 2-(Tritylamino)-pyrazol-4-yl]-benzoxazol-2-yl}-4-pyrrolidin-1-ylmercaptobenzamide 246 och3 HH Xro 0 N- [-7-(2-Aminopyrazole-4-yl)-4-decyloxybenzopyrazol-2-yl]-4-pyrrolidin-1-ylmethylbenzamide hydrochloride (1:1) 247 och3 HH ch3 -vTN'c&quot; jCTno 0 N-[7-(2-dimethylamino-serazole-4-yl)-4-decyloxybenzoxazol-2-yl ]-4-pyrrolidin-1-ylmethylbenzamide 248 - Pack · · 71626-971205.doc -42- This paper scale applies to Chinese National Standard (CNS) A4 size (210 x 297 mm) 1309567 Sixth, the scope of application for patents 8 8 8 8 ABCD R1 R2 R3 R4 RX Name Ex. 〇ch3 HH xro 0 N-(4-methoxy-7-i> cephen-2-ylbenzopyrazol-2-yl )-4-pyrrolidin-1-ylmethylbenzamide 249 och3 HH 0 N-[4-methoxy-7-(2-p-bipyridyl-2-yloxazol-4-yl)-benzene And pyrazol-2-yl]-4-pyrrolidin-1-ylmethylbenzamide 250 och3 HH xro 〇N-[4-methoxy-7-(5-decyl sulfenophen-2- Base)-stupidyloxazol-2-yl]-4-pyrrole -1-ylmethyl carbamide 251 och3 HH Xro 0 N-[4-methoxy-7-(2-methyloxazol-4-yl)-benzopyrazol-2-yl]-4 -pyrrolidin-1-ylmethylbenzamide 252 och3 HH CH. 0 N-(4-methoxy-7-sulfenophen-2-ylbenzoxazol-2-yl)-2-indenyl Isonicotinium amide 253 och3 HH CH, gluten 0 N-[4-methoxy-7-(2-indolyl-2-yl-pyrazol-4-yl)-benzothiazol-2-yl] -2-Methylisonicotinium amide 254 och3 HH 乂r° CH, Xr 0 N-[4-methoxy-7-(2-pyrrolidin-1-yloxazol-4-yl)-benzopyrimidine Zin-2-yl]-2-methylisonicotin amide 255 och3 HH ch3 -0 0 N-{4-decyloxy-7-[2-(4-mercapto-peptidin-1-yl)- P-pyrazol-4-yl]benzoxazol-2-ylpy-2-nonyl isonicotinium amide 256 och3 HH CH„ Xj 0 N-[4-methoxy-7-(5-methyl p塞 phen-2-yl)-benzopyrazol-2-yl]-2-mercaptoisonicoin amide 257 - Pack · · · · # 71626-971205.doc -43 - This paper scale applies to Chinese national standards (CNS) A4 specification (210 X 297 dong) 8 8 8 8 A BCD 1309567 VI. Patent application scope R1 R2 R3 R4 RX Name Ex. och3 HH prCH3 ~~Vs Xi 0 Morpholine-4-carboxylic acid {4-A Oxy-7-[2-(6-methylpyridine-3- ) -? Quinolin-4-yl] 'benzo plug. _2_2-yl}-bristamine 258 och3 HH Νγζ) ~VS O〇0 morpholine-4-carboxylic acid [4-oxime-7-(2-pyridyl-^-yl-4-yl)- Benzoside. Sodium-2-yl]-nonylamine 259 och3 H H w , 0. 0 morpholine-4-decanoic acid [4-decyloxy-7-(2-amidopyrazol-4-yl)-benzoxazol-2-yl]-decylamine 260 och3 HH broad n'ch3 〇0 morpholine-4-decanoic acid {4-decyloxy-7-[2-(4-methylpiped-1-yl)-oxazole-4-yl]-benzopjfl sitting-2 -基}--L-amine 261 och3 HHN^lO, 〇0 morpholine-4-decanoic acid [4-methoxy-7-(2-flavor-1-yl-p-purin-4-yl)-benzene And p-plug σ sit-2-yl]·• decyl 262 och3 HHO〇〇morpholine-4-decanoic acid (4-methoxy-7-pyridin-2-ylbenzopyrazol-2-yl) - decylamine 263 och3 HH, 〇0 morpholine-4-decanoic acid [4-methoxy-7-(5-fluorenyl ρ-secen-2-yl)-benzo ρ ° °-2-yl] - decylamine 264 och3 HHN^-CH3 〇4-hydroxypiperidine-1-decanoic acid [4-methoxy-7-(2-methyl p-plug. sit-4-yl)-benzoxoxazole- 2-yl]-nonylamine 265 och3 HH s ch3 o 4-hydroxypiperidine-1 -decanoic acid [4-methoxy-7-(5-methyl)cephen-2-yl)-benzo-set Oxazol-2-yl]-nonylamine 266 71626-971205.doc -44- This paper scale applies to China National Standard (CNS) A4 specification (210X 297 mm) 1309567 VI. Patent application scope 8 8 8 8 A BCD R1 R2 R3 R4 RX Name Ex. OCH3 Η Η -trCHa ^Ν'〇Η3 0 4- Geng l-yl 1-carboxylic acid [4-methoxy-7- (2-methyl-pyrimidin-4-yl) - 4-benzo-2-yl] - Amides and 267 OCH3 Η Η Ό〇. 々ch3 0 {2-[4-(4-曱-oxy-7-morpholin-4-ylbenzopyrazol-2-ylaminecarboxylidene)-phenyl]-ethyl}-methylamino Tert-butyl formate 268 OCH3 Η Η Ό〇XXF々F 0 N-(4-methoxy-7-morpholin-4-ylbenzopyrazol-2-yl)-4-(1,1,2 ,2-tetrafluoroethoxy)-benzamide 269 och3 Η Η Ό〇0 4-[(2-methoxyethyl)-methylamine sulfonyl]-N-(4-decyloxy -7-morpholin-4-ylbenzopyrazol-2-yl)-benzamide 270 0CH3 Η Ό〇〇 N-(4-methoxy-7-morpholin-4-ylbenzopyrimidine Oxazol-2-yl)-4-trifluorodecyl phenyl hydrazine 271 OCH3 Η Η 0 N-(4-decyloxy-7-morpholin-4-ylbenzopyrazol-2-yl)-3 -trifluoromethoxybenzamide 272 OCH3 Η Η 0 N-(4-decyloxy-7-morpholin-4-ylbenzopyrazol-2-yl)-4-trifluoromethoxybenzene Methionine 273 OCH3 Η Η Ό〇&quot;CLch3 0 4-ethyl-N-(4-decyloxy-7-morpholin-4-ylbenzoxazol-2-yl)-benzamide 274 OCH3 Η Η Olf 0 4-Fluoro-N-(4-decyloxy-7-morpholin-4-ylbenzopyrazol-2-yl)-benzamide 275-package. #· % 71626-971205 .doc -45 - This paper size applies to the Chinese National Standard (CNS) A4 specification (210 x 297 PCT) 1309567 VI. Patent Application A BCD R1 R2 R3 R4 RX Name Ex. och3 HH XT 0 N-(4-Methoxy-7-oxalin-4-ylbenzopyrazol-2-yl)- 2-nonyl isonicotinium amide 276 och3 HHO〇Ό 0 N-(4-methoxy-7-morpholin-4-ylbenzoxazol-2-yl)-benzoguanamine 277 〇ch3 HHO 〇 OC. . , 4- 4-ox-3-{[ethyl(2-methoxyethyl)-amino]-indenyl}-N-(4-methoxy-7-morphin-4-ylbenzo p plug. sit-2-yl)-benzoguanamine 278 och3 HH &quot;〇Γ^Η3 0 N-(4-methoxy-7-morpholin-4-ylbenzoxazol-2-yl) -3-methylaminomethylbenzamine 279 och3 HH WCH3 o 4-Gas-N-(4-methoxy-7-morpholin-4-ylbenzoindole. Sodium-2-yl)-3 -Methylaminomercaptobenzamide 280 och3 HH Xi &quot;〇〇r, o 4-chloro-3-{[(2-methoxyethyl)-nonylamino]-indenyl}-Ν- (4-methoxy-7 "morpholine·4-ylbenzo-p-oxazol-2-yl)-benzamide 281 och3 HH ΌΟ ~., o 4-gas-3-[(2-methoxy Ethylamino)-methyl]-indole-(4-methoxy-7-morpholin-4-ylbenzopyrazol-2-yl)-benzoamidamine 282 och3 HHO〇0 4-气- Ν-(4-曱-oxy-7-morpholin-4-ylbenzopyrazol-2-yl)-3-pyrrolidin-1-ylmethylbenzamide 283, fly HHO〇&quot; XO 0 1-[4-(4-yloxy-7-hept-4-ylbenzopyrano-p-yl-2-ylaminomethyl aryl) thiol]-pyridinium chloride 284 - loaded · . .## 71626-971205.doc -46- This paper scale applies to China National Standard (CNS) A4 specification (210X297 public) PCT) 1309567 VI. Patent Application Area AB c D R1 R2 R3 R4 RX Name Ex. 〇ch3 HH 0 3-Fluoro-N-(4-methoxy-7-morpholin-4-ylbenzopyrazole-2 -yl)-4-pyrrolidin-1-ylmethylbenzamide 285 och3 HH, 〇&quot;〇Γη~., 0 3-[(2-methoxyethylamino)-methyl]-N -(4-methoxy-7-morpholin-4-ylbenzopyrazol-2-yl)-benzamide 286 och3 HHO〇&quot;ΟΊΓ., 0 3-{[(2-methoxy) Ethyl)-methylamino]-methyl}-N-(4-methoxy-7-morpholin-4-ylbenzopyrazol-2-yl)-benzamide 287 och3 HH, 〇OlO 0 1-[4-(4-曱-oxy-7-?p-lin-4-ylbenzoxanthene-2-ylamino-based aryl) aryl 1·pyridinium chloride 288 och3 HH Ό^〇 o N-(4-Methoxy-7-morpholin-4-ylbenzoxazol-2-yl)-3-pyrrolidin-1-ylmethylbenzamide 289 och3 HHO〇0 4-[ (2-ethoxyethylamino)-methyl]-N-(4-methoxy-7-oxaz-4-ylbenzopyrazole-2-yl)-benzoguanamine 290 och3 HH [R]-N-(4-methoxy-7-morpholin-4-ylbenzoxazol-2-yl)-4-(3-decyloxypyrrolidin-1-ylindenyl)- Benzoylamine 291 (8) och3 HH Ou, 0 N-(4-曱oxy-7-?&qu Ot; lin-4-ylbenzo-4-oxazol-2-yl)-4-methylaminoindenyl azelamine 292 och3 HH 0 [S]-N-(4-methoxy-7-morpholine- 4-ylbenzopyrazol-2-yl)-4-(3-methoxypyrrolidin-1-ylmethyl)-benzamide 293 (3) - loaded · ordered . . # 71626-971205.doc - 47- This paper size applies to Chinese National Standard (CNS) A4 specification (210 X 297 mm). 1309567 b8 C8 D8 VI. Patent application scope R1 R2 R3 R4 RX Name Ex. och3 HHO〇ΎΧν〇O 4-吖丁丁-1 -ylmethyl-N-(4-methoxy-7-morpholin-4-ylbenzoxazol-2-yl)-benzoguanamine 294 och3 HHO〇HN - CH3 ch3 0 4-[ 1-(2-Methoxyethylamino)-ethyl]-N-(4-methoxy-7-morpholin-4-ylbenzoindazol-2-yl)-benzimidamide 295 Och3 HH, 〇Y^l 9h3 ίί^γΝ^^〇ΧΗ3 ch3 0 4-{1-[(2-methoxyethyl)-methylamino]-ethyl}-N-(4-methoxy -7-?p-lin-4-ylbenzobenzo-p-n-n-yl)-benzamide 296 och3 HHO〇ch3 0 Ν-(4-methoxy-7-morpholin-4-ylbenzene And oxazol-2-yl)-4-(1-pyrrolidin-1-ylethyl)-benzamide 297 och3 HHO〇ch3 0 4-(2-dimethylaminoethylthiomethyl) -N-(4-methoxy-7 -morpholin-4-ylbenzo-3-insoxazol-2-yl)-benzoguanamine 298 och3 HH OH 0 (racemic) N-(4-methoxy-7-morpholin-4-ylbenzo Pyrazol-2-yl)-4-{[indenyl(4,4,4-trifluoro-3-hydroxybutyl)-amino]-methyl}-benzoguanamine 299 och3 HHO〇0 4- {[Ethyl(2-decyloxyethyl)-amino]-indolyl}-N-(4-decyloxy-7-morpholin-4-ylbenzothiazol-2-yl)-benzene Guanidine 300 och3 HH n 0 ethoxyethyl)-ethylamino]-mercapto}-N-(4-methoxy-7-morpholin-4-ylbenzothiazol-2-yl)-benzene Formamide 301 71626-971205.doc -48- This paper scale applies to China National Standard (CNS) A4 specification (210 X297 mm) 1309567 VI. Patent scope 8 8 8 8 ABCD R1 R2 R3 R4 RX Name Ex. och3 HHO〇〇3-Fluoro-4-{[(2-methoxyethyl)-nonylamino]-indenyl}-N-(4-methoxy-7-?p-lin-4-ylphenylhydrazine p-Spin-2-yl)-benzamide 302 och3 HHO〇〇" 0 4-{[bis-(2-ethoxyethyl)-amino]-methyl}-N-(4-A Oxy-7-morpholin-4-ylbenzopyrazol-2-yl)-benzoguanamine 303 och3 HH, 〇^·〇~ 0 4-{[(2-ethoxyethyl)-曱Amino]-methyl}-N-(4-decyloxy-7-morpholin-4-yl And 'plug-2-yl) - amine benzoyl O〇 304 och3 H H &quot; (χσ. , 0 N-(4-decyloxy-7-morpholin-4-ylbenzo-pyrazol-2-yl)-4-(4-methoxyacridin-1-ylmethyl)-benzene醯amine 305 och3 HHO〇&quot;(XC 0 4-diethylaminoindenyl-N-(4-methoxy-7-?p-lin-4-ylbenzone. sit-2-yl)_benzene Indole 306 och3 HH ^ΐΡΐ 〇 4-[(2-methoxyethylamino)-methyl]-N-(4-decyloxy-7-??-lin-4-ylbenzoquinone p-plug Zin-2-yl)-benzamide 307 och3 HH, 〇XXn^ ch3 0 N-(4-methoxy-7-?p-lin-4-ylbenzopyrazol-2-yl)-4- (2-methylimidazol-1-ylindenyl)·benzimidamide 308 och3 HHO〇〇N-(4-methoxy-7-morpholin-4-ylbenzo-3-insoxazol-2-yl) -4-(4-mercapto-peptidin-1-ylindenyl)-benzoguanamine 309 - loaded · · # 71626-971205.doc -49- This paper scales the common Chinese national standard (CNS) A4 specifications (210 X 297 mm) 1309567 b ϋ〇D8 VI. Patent application scope R1 R2 R3 R4 RX Name Ex. och3 HHO〇Oln〇0 N-(4-methoxy-7-morpholin-4-ylbenzoindole. Sodium-2-yl)-4-(4-methylpiperazino-1-ylmethyl)-benzamide 0.3 och3 HH, 0◦ OlO 0 N-(4-decyloxy-7-morpholine -4-based stupid and carbazole-2-yl)-4-? Benzyl-4-ylmethylbenzamide 311, fly HH 0 Ν-(4-+oxy-7-?p-lin-4-ylbenzopyrazol-2-yl)-4-{[( 2-methoxyethyl)-methylamino]-methyl}-benzamide 312 och3 HH, 〇XXn^F^ 0 N-(4-methyllacyl-7-?p-lin-4-yl Benzopyrazol-2-yl)-4-{[methyl(3,3,3-trifluoropropyl)-amino]-indenyl}-benzamide hydrochloride 313 och3 HH, 〇0 4-(2-methoxyethoxyindolyl)-N-(4-decyloxy----lin-indoleylbenzopyrazole-2-yl)-benzoguanamine 314 och3 HH Ol., 0 4-decyloxymethyl-N-(4-methoxy-7-m-p-lin-4-ylbenzo-p-oxan. sit-2-yl)-benzoguanamine 315 och3 HH Ό 0 N-[4-Methoxy-7-(1-oxo-1 λ4-sulfonyl 11 lin-4-yl)-benzo&quot; stopper. sit-2-yl]-benzophenone 316 och3 HH Os Ό 0 Ν-(4-methoxy-7-thiomorpholin-4-ylbenzoxazol-2-yl)-benzophenone 317 och3 HH 0 5-methylsulfon-2- Capric acid (4-methoxy-7-stilt-1-ylbenzoxazol-2-yl)-decylamine 318 π 71626-971205.doc -50- This paper scale applies to China National Standard (CNS) Α4 specification (210 X 297 mm) 1309567 VI. Patent application scope 8 8 8 8 AB CD R1 R2 R3 R4 RX Name Ex. OCH3 Η Η Ν 丫Ch3 〇s-^ch3 0 5-methyl 4 phen-2-carboxylic acid [7-(4-ethinylpiperidin-1-yl)-4-methoxybenzoxazole-2- ] 醯 319 OCH3 Η ΐΝ ΐΝγ〇, 0 s^ch3 -λΤ 〇4-{4-methoxy-2-[(5-methylsulfon-2-yl)-amino]-benzene弁 -7- base}- 耕 曱-1-曱 曱 320 320 320 320 320 320 320 320 320 320 O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O Methylpiperidine-1-yl)-benzo-pyrazol-2-yl]-nonylamine 321 OCH3 Η Η ^TCH3 0 5-methyl-cephen-2-carboxylic acid [7-(2,3-di Hydrogen-1H-♦xo-6-yl)-4-methoxybenzo-conazole-2-yl]-decylamine 322 OCH3 Η 、, 0&gt; 〇N-(4-hydroxy-7-morpholine- 4-ylbenzoxazol-2-yl)-benzamide 323 OCH3 Η _ _NJ 0 5-decyl phenol-2-carboxylic acid [7-(3-diamidopyrrolidin-1-yl) 4-methoxybenzothiazol-2-yl]-nonylamine 324 OCH3 Η Η 0 tetrahydrofuran-4-carboxylic acid (4-methoxy-7-morpholin-4-ylbenzothiazole-2 -yl)-guanamine 325 OCH3 Η Η Όο 0 4-(4-methoxy-7-morpholin-4-ylbenzoindazol-2-ylaminocarboxamido)-piperidine-1-carboxylic acid tert-butyl ester 326 OCH3 Η Η Ό〇〇0 1-Ethylpiperidin-4-indoleic acid (4-methoxy-7-?^1 lin-4-ylbenzone stagnation -2_ base)- guanamine 327 · 订. .# 71626-971205.doc -51 - This paper size is applicable to China National Standard (CNS) A4 specification (210 297 297 mm). AB CD 1309567 VI. Patent application scope R1 R2 R3 R4 RX Name Ex. och3 HHO〇/TM\ -\_yNH 0 piperidine-4-carboxylic acid (4-methoxy-7-morpholin-4-ylbenzopyrazol-2-yl)-guanamine 328 och3 HH -〇^UF 0 4-[(4-Fluorophenylamino)-methyl]-» °定定-1-carboxylic acid (4-methoxy-7-morphin-4-ylbenzopyrazol-2-yl)- Indoleamine 329 och3 HHO〇HO 0 4-hydroxymethyl-4-phenylindolizin-1-decanoic acid (4-methoxy-7-morpholin-4-ylbenzoxazol-2-yl) - guanamine 330 och3 HH - human 0 [1-(4-methoxy-7-morphin-4-ylbenzoindazol-2-ylaminomethyl)-yl-pyridin-4-ylindole Methyl]-amino decanoate 331 och3 HH 0 4-ethylpiperidine-1-carboxylic acid (4-methoxy- 7-morphin-4-ylbenzopyran® sit-2-yl)_Indoleamine 332 och3 HH ~)&gt;~s P 0 4-(2-oxopyrrolidin-1ylmethyl)-piperidine-1-decanoic acid (4-decyloxy-7-morpholin-4- Benzo is far. Sodium-2-yl)-bristamine 333 och3 HHO〇-eight~ 0 4-(2-methoxyethyl)- shyridine-1-carboxylic acid (4-methoxy-7-morpholin-4-yl) Benzopyrazol-2-yl)-guanamine 334 och3 HH, o. -N〇\ N 0 4-cyanohydrazinopiperidin-1-decanoic acid (4-methoxy-7-morpholin-4-ylbenzoxazol-2-yl)-nonylamine 335 och3 HHO〇 —NU. o [1-(4-Methoxy-7-?p-lin-4-ylbenzoxazol-2-ylaminoindolyl)-acridin-4-ylindenyl]-carbamic acid third Butyl ester 336 71626-971205.doc -52- This paper size is applicable to China National Standard (CNS) A4 specification (210X 297 mm). 1309567 VI. Patent application scope A BCD R1 R2 R3 R4 RX Name Ex. och3 HHO〇— Cl 0 4-[2-(4-Phenylphenyl)-tetrahydrofuran-2-yl]-piperidine-1-carboxylic acid (4-methoxy-7-?p-lin-4-ylbenzo-pj? -yl)_ guanamine 337 och3 HHO〇—p/~)~\ \__/ OH 0 4-(2-hydroxyethyl)-piperidine-1-carboxylic acid (4-decyloxy-7-morpholine- 4-ylbenzopyrazol-2-yl)-decylamine 338 och3 HHH 〇-CH3 —N , 0 ch3 0 1-(2-methoxyethyl)-3-(4-methoxy-7-吗 -4- -4- phenyl hydrazine p α α sit-2-yl)-1-mercaptourea 339 och3 HH, 〇-〇 (., 0 4-methoxy ethoxyethylpiperidine-1-carboxylic acid (4 -methoxy-7-morphin-4-ylbenzox-fazol-2-yl)-decylamine 340 och3 HHO〇-n^-ch3 0 4-methylpiperidine-1-decanoic acid (4-曱oxy-7-?p-lin-4-ylbenzo-7-[sodium-2-yl)-p-amine 341 och3 HH, 〇-〇=〇0 4-oxopiperidine-1-carboxylic acid (4- Methoxy-7-morpholin-4-ylbenzene 》塞佐-2-yl)-decylamine 342 och3 HHO〇N~/ OH 0 4-cyclopropyl-4-hydroxypiperidine-1-carboxylic acid (4-oxime-7-?&quot;林-4 -ylbenzopyrazole-2-yl)-guanamine 343 och3 HHO〇-N^°〇1,1-dioxo-1;16-thiomorpholine-4-carboxylic acid (4-methoxy- 7-morpholin-4-ylbenzo-pyrazol-2-yl)-decylamine 344 - loaded. Order · #. 71626-971205.doc -53 - This paper scale it. Use Chinese National Standard (CNS) A4 Specification (210X297 mm) 8 8 8 8 ABCD 1309567 VI. Patent application scope R1 R2 R3 R4 RX Name Ex. och3 HHO〇_ν〇Λ)Η 0 4-Hydroxymethylpiperidine-1-carboxylic acid (4-A) Take j-based 7-?p-lin-4-ylbenzoxoxin-2-yl)-guanamine 345 och3 HH '8 0 octahydroporphyrin-1-carboxylic acid (4-methoxy-7-? -林-4-ylbenzo-4-oxazol-2-yl)-decylamine 346 och3 HHO〇-ΟζΌ 0 2,3-benzo-1,4-dioxa-8-aza-spiro [4,5 ] decane 8-carboxylic acid (4-methoxy-7-morpholin-4-ylbenzoxazol-2-yl)-decylamine 347 och3 HHO〇-厂 "0 w /° 0 4-(4- Methoxy-7-?11lin-4-ylbenzopyrazol-2-ylaminoindenyl)-piperidine-1-carboxylic acid oxime 348 och3 HHO〇-NCb 0 octahydroisoindole&quot; -2- Acid (4-oxooxy-7-hept-4-ylbenzopyran-pyran-2-yl)-guanamine 349 och3 HHO〇-Q ch3 0 3-methylpiperidine-1-decanoic acid ( 4-decyloxy- 7-? 11 Lin-4-yl benzophene. Sodium-2-yl)_ guanamine 350 och3 HH, 〇&gt; -Q OH 0 3-hydroxymethylpiperidine-1-carboxylic acid (4-methoxy-7-oxalin-4-ylbenzone- 2-yl)-bristamine 351 och3 HH, 〇0 3,4-benzo-1-oxo-8-azaspiro[4,5]decane-8-decanoic acid (4-decyloxy-7) - ρ林林-4-基笨和ρ塞. Sit-2 -基)_ 醢amine 352 71626-971205.doc -54- This paper scale applies to China National Standard (CNS) A4 specification (210X297 mm). 8 8 8 8 ABCD 1309567 VI. Patent application scope R1 R2 R3 R4 RX Name Ex. och3 HHO〇10 0 4-(4-decyloxy-7-morpholin-4-ylbenzoxazol-2-ylamino Methyl sulfonyl) - lignin-1-butyric acid tert-butyl ester 353 och3 HHO〇-r〇P \~/ OH 0 4-hydroxy-4-phenylpiperidine-1-carboxylic acid (4-oxime- 7-Merlin-4-ylbenzoxazol-2-yl> decyl 354 och3 HHO〇-t/-Nn-ch3 0 4-decyl-flavored 1-carboxylic acid (4-methoxy-7) -morpholin-4-ylbenzo-pyrazol-2-yl)-decylamine 355 och3 HHO〇-NOfF o 4-trifluoromethylbendidine-1-carboxylic acid (4-methoxy-7-morpholine -4-ylbenzothiazol-2-yl)-nonylamine 356 och3 HHO〇-0&quot;0 0 [1,4']bipiperidinyl-indole-carboxylic acid (4-methoxy-7-?1® forest- 4-ylbenzo^&gt; plug. sit-2-yl)-bristamine 357 och3 HH 〇,ch3 Φ. ,n,ch3 0 3-(4-methoxy-7-?"lin-4-yl Benzopyrimidine, sit-2-yl)-1-(4-methoxyphenyl)-1-methylurea 358 och3 HH, 〇-oo 0 1,4-dioxa-8-azaspiro[ 4.5] decane-8-formic acid (4-methoxy-7-morpholin-4-ylbenzoxazol-2-yl)-guanamine 359 och3 HH, 〇0 3,4-dihydro-1沁Isoporphyrin-2-carboxylic acid (4-methoxy-7-morpholin-4-ylbenzothioprop-2-yl)-guanamine 360 och3 HH, 〇O-N ch3 〇3-(4-A Oxy-7-morpholin-4-ylbenzo-p-pyrene-2-yl)-1-mercapto-1-phenylurea 361 7I626-971205.doc -55· This paper scale applies to Chinese national standards ( CNS) A4 size (210 X 297 mm) 8 8 8 8 AB c D 1309567 VI. Patent application scope R1 R2 R3 R4 RX Name Ex. och3 HHO〇—N^)-〇H 0 4-hydroxybendidine-1 -formic acid (4-oximeoxy-7-morphin-4-ylbenzopyran p-sodium-2-yl)_ guanamine 362 och3 HH, 〇-N^&gt;-dCH3 0 4-methoxy scream Pyridin-1-decanoic acid (4-methoxy-7-morpholin-4-ylbenzoxazol-2-yl)-decylamine 363 och3 HH, 〇-N^S=0 v_y 0 1-oxa -1 Λ 4-thiomorpholine-4- Acid (4-yloxy -7 it Yue Lin -4- benzene and plug 11. Sit _ 2-yl)-nonylamine 364 och3 HHO〇- 0,s° 0 丨 methanesulfonate-(4-methoxy-7-?p-lin-4-ylbenzo-p-plug. sit-2-yl Amino fluorenyl)--pyroline*4·yl decyl ester 365 och3 HHO〇—u ~\NH \_/ o piperidine-1-carboxylic acid (4-methoxy-7-h-kallin-4-yl) Benzo-oxo-yl)-bristamine 366 och3 HH Ό. -N^V^ N~f NH2 0 4-Aminomethylpiperidine-1-carboxylic acid (4-decyloxy-7-morpholin-4-ylbenzoxazol-2-yl)-decylamine 367 Och3 HH, 〇0 (4-decyloxy-a-r-butyryl-benzoxazol-2-yl)-aminopurinic acid 2-methoxyethyl ester 368 och3 HH, 〇h3c p h3c 0 [ 4-(4-Methoxy-7-morpholin-4-ylbenzo-p-oxo-2-ylaminomethyl)-indenyl]-methyl methylcarbamate 369 och3 HH Ό, N , 0^0 0 1-oxo-1 λ4-thiomorpholine-4-decanoic acid (4-methoxy-7-piperidin-1-ylbenzopyrimidin-2-yl)-guanamine hydrochloride Salt 370 71626-971205.doc -56- This paper scale is applicable to China National Standard (CNS) A4 specification (210X297 mm). 8 8 8 8 AB c D 1309567 VI. Patent application scope R1 R2 R3 R4 RX Name Ex. OCH 2-CH3 HH Ό Olf 〇N-(4-ethoxy-7-piperidin-1-ylbenzopyrazol-2-yl)-4-fluorobenzamide 371 OCH(ch3)2 HH Ό XX 0 4-fluoro-N-(4-isopropoxy-7-piperidin-1-ylbenzopyrazol-2-yl)-benzamide 372 och3 HH, 〇&gt; o 4-fluoro-N -(4-methoxy-7-piperidin-1-ylbenzoxazol-2-yl)-benzoguanamine 373 och3 HH, 〇Olf 0 4-fluoro-N-(4-methoxy- 7-[1,4] Xanthanein-4-ylbenzo, oxazol-2-yl)-benzamide 374 och3 HH, 〇0 morpholine-4-carboxylic acid [4-methoxy-7-(4-methoxy基11展B定-1 -基)-Benzo-plug π sit-2_ base]• decylamine 375 och3 HH Ό 0 0 Ν-(7-吖gyne small base-4-methoxy benzobenzoate Zin-2-yl)-4-nitrobenzamide 376 och3 HH ~Cs Ό〇0 morpholine-4-carboxylic acid (4-methoxy-7-thiophen-3-ylbenzothiazol-2-yl )-decylamine 377 och3 HH XX 0 4-fluoro-N-[4-methoxy-7-(2-methylimidazol-1-yl)-benzene #pyrazol-2-yl]-benzamide 378 och3 HH Ό〇Cl 0 2-Gas-N-(4-methoxy-7-morpholin-4-ylbenzopyrazol-2-yl)-6-mercaptoisonicotinamide 379 och3 HH Ό〇nh2 o (4-methoxy-7-?p-lin-4-ylbenzopyran-2-yl)-urea 380 〇ch3 HH Ό〇0 (4-methoxy-7-morpholine Phenyl 4-ylbenzoxazol-2-yl)-carbamate 381 71626-971205.doc -57- The paper size applies to the Chinese National Standard (CNS) A4 specification (210X297 mm). 8 8 8 8 A BCD 1309567 VI. Patent application scope R1 R2 R3 R4 RX Name Ex. och3 HH, 〇Cl 0 2-gas-N-(4-methoxy-7-morpholin-4-ylbenzopyrazole-2- base )-isonicotinium amide 382 OCR3 HHO〇V 1 〇2-峨-N-(4-曱-lacyl-7-?p-lin-4-ylbenzopyrazol-2-yl)-6-methyl Isoniazid guanamine 383 och3 HHO〇ΧΌ 0 1-mercapto-3-(4-methoxy-7-morpholin-4-ylbenzobenzo-2-yl)-1-methylurea 384 och3 HH, 0. Ch3 0 3-(4-methoxy-7-morpholin-4-ylbenzo-resazol-2-yl)-1-methyl-1-phenylethylurea 385 och3 HHO〇0 N-(4 -Methoxy-7-morpholin-4-ylbenzopyrazole-2-yl)-2-phenylacetamide 386 och3 HHO〇ch2ch3 0 N-(4-methoxy-7-morpholine 4-ylbenzophene. Sodium-2-yl)-propanol 387 och3 HHO〇ch2och3 0 2-methoxy-N-(4-methoxy-7-?p-lin_4_ylbenzone Pj嗤-2-yl)-acetamide 388 och3 HH ch2 ch2 ch2ch3 0 valeric acid (4-methylindol-7-morpholin-4-ylbenzopyrazol-2-yl)-decylamine 389 och3 HHO 〇ch(ch3)2 〇N-(4-methoxy-7-morpholin-4-ylbenzo-3-propazol-2-yl)-isobutylamine 390 och3 HH, 〇〇N-(4- Methoxy-7-morpholin-4-ylbenzopyrazol-2-yl)-3-phenylpropanamide 391 och3 HHO〇〇1-benzyl-3-(4-methoxy-7- Morpholin-4-ylbenzopyran pj. sit-2-yl)-urea 392 71626-971205.doc -58- This paper scale applies to Chinese National Standard (CNS) A4 size (210 X 297 mm) - 1309567 - D8 VI. Patent application scope R1 R2 R3 R4 RX Name Ex. och3 HHO〇0 1-(4-methoxy-7-morpholin-4-ylbenzopyrazol-2-yl)-3-phenylethyl urea 393 oc H3 HHO〇NHCH2CH2OCH3 0 1-(2-methoxy-ethyl)-3-(4-methoxy-7-morpholin-4-ylbenzo-conazole-2-yl)-urea 394 och3 HHO 〇N(CH3)CH2CH2N (CH3)2 o 1-(2-dimethylaminoethyl)-3-(4-methoxy-7-morpholin-4-ylbenzopyrazol-2-yl) -1-methylurea 395 och3 HH, 〇NHCH2CH2N(CH3)2 o 1-(2-diamidinoethyl)-3-(4-methoxy-7-morpholin-4-ylbenzoindole Zyridin-2-yl)-urea 396 och3 HH CH2CH2CH2N(CH3)2 0 4-dimethylamino-N-(4-methoxy-7-?p-lin_4-phenylbenzopyrene-2- Butylamine 397 1 7 , a use of a compound as claimed in claim 16 for the treatment of Alzheimer's disease, Parkinson's disease, neuroprotection, schizophrenia Symptoms, anxiety, pain, hypopnea, depression, asthma, allergic reactions, hypoxia, blood loss, hair loss, substance misuse or epilepsy. 71626-971205.doc -59- This paper size applies to the Chinese National Standard (CNS) A4 specification (210X 297 mm).