benzyl 4-[5-(2-[[(1S)-1-phenylethyl]amino]-4-pyridinyl)-4-[3-(trifluoromethyl)phenyl]-1H-imidazol-2-yl]-1-piperidinecarboxylate -Drug Synthesis Database

【结构式】

【分子编号】35161

【品名】benzyl 4-[5-(2-[[(1S)-1-phenylethyl]amino]-4-pyridinyl)-4-[3-(trifluoromethyl)phenyl]-1H-imidazol-2-yl]-1-piperidinecarboxylate

【CA登记号】

【分子式】C₃₆H₃₄F₃N₅O₂

【分子量】625.6936696

【元素组成】C 69.11% H 5.48% F 9.11% N 11.19% O 5.11%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(XI)

In a modified procedure, displacement of fluoropyridine (VII) by (S)-alpha-methylbenzylamine (IX) afforded aminopyridine derivative (XI). This was then alkylated with iodomethane and Cs2CO3 to provide the required N-methyl imidazole (X) as the major isomer, which was finally deprotected by catalytic hydrogenation over Pd/C.

参考文献中间体

合成目标

【1】 Claiborne, C.F.; Liverton, N.J.; Butcher, J.W.; et al.; Design and synthesis of potent, selective, and orally bioavailable tetrasubstituted imidazole inhibitors of p38 mitogen-activated protein kinase. J Med Chem 1999, 42, 12, 2180.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(VII)	35158	benzyl 4-[5-(2-fluoro-4-pyridinyl)-4-[3-(trifluoromethyl)phenyl]-1H-imidazol-2-yl]-1-piperidinecarboxylate	C₂₈H₂₄F₄N₄O₂	详情	详情
(IX)	20042	(1S)-1-phenyl-1-ethanamine; (1S)-1-phenylethylamine	C₈H₁₁N	详情	详情
(X)	35160	benzyl 4-[1-methyl-5-(2-[[(1S)-1-phenylethyl]amino]-4-pyridinyl)-4-[3-(trifluoromethyl)phenyl]-1H-imidazol-2-yl]-1-piperidinecarboxylate	C₃₇H₃₆F₃N₅O₂	详情	详情
(XI)	35161	benzyl 4-[5-(2-[[(1S)-1-phenylethyl]amino]-4-pyridinyl)-4-[3-(trifluoromethyl)phenyl]-1H-imidazol-2-yl]-1-piperidinecarboxylate	C₃₆H₃₄F₃N₅O₂	详情	详情

Extended Information