Elbanizine, HWA-214

依巴尼嗪Chemical Name: 2,6-Dimethyl-3-nitro-4-[2-(4-diphenylmethyl-1-piperazinyl)ethylamino]pyridine; 1-[2-[(2,6-Dimethyl-3-nitro-4-pyridyl)amino]ethyl]-4-(diphenylmethyl)piperazine
CAS No. 110629-41-9
项目整合开发状态: Clinical
项目研究机构: Aventis Pharma (Originator)
合成路线:The reaction of 3-acetyl-6-methyl-3,4-dihydro-2H-pyran-2,4-dione (I) with ammonia gives 2,6-dimethylpyridin-4-ol (II),which is nitrated with HNO3/H2SO4 and treated with SOCl2 to yield 4-chloro-2,6-dimethyl-3-nitropyridine (III).The condensation of (III) with ethanolamine (IV) affords N-(2,6-dimethyl-3-nitropyridin-4-yl)ethanolamine (V),which is finally condensed with 1-(diphenylmethyl)piperazine (VI) by means of SOCl2 and treated with HCl to furnish the target trihydrochloride.
📌 参考资料/链接:
参考文献标题:Pyridine derivs.
文献作者:(Aventis SA)
参考来源:DE 3541428; EP 0224159; JP 1987129271; US 4792554

📄 详细内容


合成路线:The cyclization of ethyl acetoacetate (I) with 3-amino-2-butenenitrile (II) gives 4-hydroxy-2,6-dimethylpyridine-3-carbonitrile (III),which is treated with SOCl2 and oxidized with MCPBA to yield 4-chloro-2,6-dimethylpyridine-3-carbonitrile N-oxide (IV).Finally,this compound is condensed with thiomorpholine (V) to afford the target compound.

合成路线:The reaction of 3-acetyl-6-methyl-3,4-dihydro-2H-pyran-2,4-dione (I) with ammonia gives 2,6-dimethylpyridin-4-ol (II),which is nitrated with HNO3/H2SO4 and treated with SOCl2 to yield 4-chloro-2,6-dimethyl-3-nitropyridine (III).The condensation of (III) with ethanolamine (IV) affords N-(2,6-dimethyl-3-nitropyridin-4-yl)ethanolamine (V),which is finally condensed with 1-(diphenylmethyl)piperazine (VI) by means of SOCl2 and treated with HCl to furnish the target trihydrochloride.
参考文献标题:SUBSTITUTED DIALKYLPYRIDINES AND THEIR N-OXIDES WITH AN ELECTRON-WITHDRAWING SUBSTITUENT
文献作者:Elben,U.
参考来源:Drugs Fut 1989,14(10),981


产品链接: CAS No. 110629-41-9››