N,N-dimethyl-4-(4-methylphenyl)-4-oxobutanamide -Drug Synthesis Database

【结构式】

【分子编号】57880

【品名】N,N-dimethyl-4-(4-methylphenyl)-4-oxobutanamide

【CA登记号】

【分子式】C₁₃H₁₇NO₂

【分子量】219.28352

【元素组成】C 71.21% H 7.81% N 6.39% O 14.59%

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：(I)

N,N-Dimethyl-4-(4-methylphenyl)-4-oxobutyramide (I) with Br2 in HOAc gives the 3-bromo derivative (II), which is cyclized with 5-methylpyridine-2-amine (III) in either hot acetonitrile or 1,3-dimethyl-2-imidazolidinone to afford the imidazo-pyridine derivative (IV). Finally, the semitartrate salt is obtained by treatment of (IV) with tartaric acid in MeOH. Alternatively, the conversion of N,N-Dimethyl-4-(4-methylphenyl)-4-oxobutyramide (I) into the imidazo-pyridine derivative (IV) can be directly performed by first refluxing of (I) with HBr in dichloromethane, followed by reaction with Br2 and final treatment with a solution of 5-methylpyridine-2-amine (III) in acetonitrile.

参考文献中间体

合成目标

【1】 Wohlleben, W.; Sauter, M. (Boehringer Ingelheim Pharma KG); Method for the production of zolpidem. DE 10121638; WO 0290356 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	57880	N,N-dimethyl-4-(4-methylphenyl)-4-oxobutanamide		C₁₃H₁₇NO₂	详情	详情
(II)	57881	3-bromo-N,N-dimethyl-4-(4-methylphenyl)-4-oxobutanamide		C₁₃H₁₆BrNO₂	详情	详情
(III)	12752	5-Methyl-2-pyridinylamine; 2-Amino-5-methylpyridine; 5-Methyl-2-pyridinamine; 6-Amino-beta-picoline; 6-Amino-3-picoline	1603-41-4	C₆H₈N₂	详情	详情
(IV)	57882	N,N-dimethyl-2-[6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetamide		C₁₉H₂₁N₃O	详情	详情

Extended Information