KC-764
2-甲基-3-(1,4,5,6-四氢烟酰)吡唑并[1,5-a]吡啶Chemical Name: 2-Methyl-3-(1,4,5,6-tetrahydronicotinoyl)pyrazolo[1,5-a]pyridine; (2-Methylpyrazolo[1,5-a]pyridin-3-yl)(1,4,5,6-tetrahydro-3-pyridyl)methanone; 2-Methyl-3-(1,4,5,6-tetrahydropyridin-3-ylcarbonyl)pyrazolo[1,5-a]pyridine
CAS No. 94457-09-7
项目整合开发状态: Phase II
项目研究机构: Kyorin (Originator)
合成路线:The reaction of nicotinic acid (I) with SOCl2 gives the corresponding acyl chloride (II),which is condensed with 2-methylpyrazolo[1,5-a]pyridine (III) by heating at 160-80 C or in refluxing dioxane,yielding 2-methyl-3-(3-pyridylcarbonyl)pyrazolo[1,5-a]pyridine (IV).Finally,this compound is hydrogenated with H2 over Pd/C in ethanol at 13 Atm.pressure and 55-8 C.
合成路线:By demethylation of 5-methoxy-3-[4-(4-phenyl-1,2,3,6-tetrahydropyridin-1-yl)butyl]-1H-indole (I) with diisobutylaluminum hydride (DBH) in hot toluene.The methylated compound (I) can be obtained by two similar ways:a) By condensation of 3-(4-chlorobutyl)-5-methoxy-1H-indole (II),or 3-(4-bromobutyl)-5-methoxy-1H-indole (III) with 4-phenyl-1,2,3,6-tetrahydropyridine (IV) in acetonitrile at room temperature.b) By condensation of 4-(3-indolyl)butyric acid (V) with 4-phenyl-1,2,3,6-tetrahydropyridine (IV) by means of carbonyldiimdazole (CDI) in THF yielding 1-[4-(3-indolyl)butyryl]-4-phenyl-1,2,3,6-tetrahydropyridine (VI),followed by reduction of the carbonyl group of (VI) with LiAlH4 in THF.
📌 参考资料/链接：
参考文献标题:Indolalkylamines,pharmaceutical compsns.containing them and process for their preparation
文献作者:Hausberg,H.-H.; Koppe,V.; Poetsch,E.; Saiko,O.; Seyfried,C.(Merck Patent GmbH)
参考来源:EP 0007399
📄 详细内容
合成路线:The reaction of nicotinic acid (I) with SOCl2 gives the corresponding acyl chloride (II),which is condensed with 2-methylpyrazolo[1,5-a]pyridine (III) by heating at 160-80 C or in refluxing dioxane,yielding 2-methyl-3-(3-pyridylcarbonyl)pyrazolo[1,5-a]pyridine (IV).Finally,this compound is hydrogenated with H2 over Pd/C in ethanol at 13 Atm.pressure and 55-8 C.
参考文献标题:Synthesis of 3-substituted pyrazolo[1,5-a]pyridine derivatives with inhibitory activity on platelet aggregation.I
文献作者:Awano,K.; Segawa,M.; Suzue,S.
参考来源:Chem Pharm Bull 1986,34(7),2828-32
合成路线:The reaction of nicotinic acid (I) with SOCl2 gives the corresponding acyl chloride (II),which is condensed with 2-methylpyrazolo[1,5-a]pyridine (III) by heating at 160-80 C or in refluxing dioxane,yielding 2-methyl-3-(3-pyridylcarbonyl)pyrazolo[1,5-a]pyridine (IV).Finally,this compound is hydrogenated with H2 over Pd/C in ethanol at 13 Atm.pressure and 55-8 C.
参考文献标题:KC-764
文献作者:Castar,J.; Prous,J.
参考来源:Drugs Fut 1991,16(2),108
产品链接: CAS No. 94457-09-7››