Abstract

A practical synthesis of the title compound was accomplished by hydrogenation of 2-{4-[4-fluoro-3-(trifluoromethyl)phenyl]-2-(pyridin-4-yl)-1H-imidazol-1-yl}-N,N-dimethylethanamine. The latter was obtained by N-alkylation of 4-{4-[4-fluoro-3-(trifluoromethyl)phenyl]-1H-imidazol-2-yl}pyridine. Treatment of N-{2-[4-fluoro-3-(trifluoromethyl)phenyl]-2-oxoethyl}isonicotinamide hydrochloride with ammonium acetate in acetic acid provided 4-{4-[4-fluoro-3-(trifluoromethyl)phenyl]-1H-imidazol-2-yl}pyridine. Coupling of 2-amino-1-[4-fluoro-3-(trifluoromethyl)phenyl]ethanone 4-methylbenzene sulfonate with pyridine 4-carboxylic acid using either T₃P or EDCI-HOBt provided N-{2-[4-fluoro-3-(trifluo­romethyl)phenyl]-2-oxoethyl}isonicotinamide hydrochloride.

A practical synthesis of the title compound was accomplished by hydrogenation of 2-{4-[4-fluoro-3-(trifluoromethyl)phenyl]-2-(pyridin-4-yl)-1H-imidazol-1-yl}-N,N-dimethylethanamine. The latter was obtained by N-alkylation of 4-{4-[4-fluoro-3-(trifluoromethyl)phenyl]-1H-imidazol-2-yl}pyridine. Treatment of N-{2-[4-fluoro-3-(trifluoromethyl)phenyl]-2-oxoethyl}isonicotinamide hydrochloride with ammonium acetate in acetic acid provided 4-{4-[4-fluoro-3-(trifluoromethyl)phenyl]-1H-imidazol-2-yl}pyridine. Coupling of 2-amino-1-[4-fluoro-3-(trifluoromethyl)phenyl]ethanone 4-methylbenzene sulfonate with pyridine 4-carboxylic acid using either T₃P or EDCI-HOBt provided N-{2-[4-fluoro-3-(trifluo­romethyl)phenyl]-2-oxoethyl}isonicotinamide hydrochloride.

中文翻译：

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实用合成2- {4- [4-氟-3-（三氟甲基）苯基] -2-（哌啶-4-基）-1H-咪唑-1-基} -N，N-二甲基乙胺

摘要

通过氢化2- {4- [4-氟-3-（三氟甲基）苯基] -2-（吡啶-4-基）-1 H-咪唑-1-基}-完成标题化合物的实际合成。N，N-二甲基乙胺。后者通过4- {4- [4-氟-3-（三氟甲基）苯基] -1 H-咪唑-2-基}吡啶的N-烷基化而获得。用乙酸铵在乙酸中处理N- {2- [4-氟-3-（三氟甲基）苯基] -2-氧乙基}异烟酰胺酰胺盐酸盐，得到4- {4- [4-氟-3-（三氟甲基）苯基] -1 H-咪唑-2-基}吡啶。使用任一T ₃将2-氨基-1- [4-氟-3-（三氟甲基）苯基]乙酮4-甲基苯磺酸盐与吡啶4-羧酸偶联P或EDCI-HOBt提供N- {2- [4-氟-3-（三氟甲基）苯基] -2-氧代乙基}异烟酰胺酰胺盐酸盐。

通过氢化2- {4- [4-氟-3-（三氟甲基）苯基] -2-（吡啶-4-基）-1 H-咪唑-1-基}-完成标题化合物的实际合成。N，N-二甲基乙胺。后者通过4- {4- [4-氟-3-（三氟甲基）苯基] -1 H-咪唑-2-基}吡啶的N-烷基化而获得。用乙酸铵在乙酸中处理N- {2- [4-氟-3-（三氟甲基）苯基] -2-氧乙基}异烟酰胺酰胺盐酸盐，得到4- {4- [4-氟-3-（三氟甲基）苯基] -1 H-咪唑-2-基}吡啶。使用任一T ₃将2-氨基-1- [4-氟-3-（三氟甲基）苯基]乙酮4-甲基苯磺酸盐与吡啶4-羧酸偶联P或EDCI-HOBt提供N- {2- [4-氟-3-（三氟甲基）苯基] -2-氧代乙基}异烟酰胺酰胺盐酸盐。