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【结 构 式】 
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【分子编号】57882 【品名】N,N-dimethyl-2-[6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetamide 【CA登记号】 |
【 分 子 式 】C19H21N3O 【 分 子 量 】307.39536 【元素组成】C 74.24% H 6.89% N 13.67% O 5.2% |
合成路线1
该中间体在本合成路线中的序号：(IV)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.
| 【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 |