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【结 构 式】 
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【分子编号】60853 【品名】5-{[(3R,5S)-3,5-dimethylpiperazinyl]carbonyl}-3-methyl-1H-pyrrole-2-carbaldehyde 【CA登记号】 |
【 分 子 式 】C13H19N3O2 【 分 子 量 】249.31288 【元素组成】C 62.63% H 7.68% N 16.85% O 12.83% |
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：(XIII)Vilsmeier-Haack formylation of ethyl 4-methylpyrrole-2-carboxylate (IX) using POCl3 in DMF furnished the pyrrole aldehyde (X). Subsequent basic hydrolysis of the ethyl ester group of (X) gave 5-formyl-4-methylpyrrole-2-carboxylic acid (XI), which was further coupled to cis-2,6-dimethylpiperazine (XII) producing amide (XIII). The title compound was finally prepared by aldol condensation between the pyrrole aldehyde (XIII) and lactam (VIII) in the presence of piperidine.
| 【1】 Wei, C.C.; Tang, P.C.; McMahon, G.; Sun, L.; Hirth, K.P.; Liang, C.; Cui, J. (Sugen, Inc.); 4-Substd. 7-aza-indolin-2-ones and their use as protein kinase inhibitors. EP 1244672; WO 0146196 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (VIII) | 60852 | 4-(3-chloro-4-fluoroanilino)-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one | C12H8ClFN4O | 详情 | 详情 | |
| (IX) | 60049 | ethyl 4-methyl-1H-pyrrole-2-carboxylate | C8H11NO2 | 详情 | 详情 | |
| (X) | 60050 | ethyl 5-formyl-4-methyl-1H-pyrrole-2-carboxylate | C9H11NO3 | 详情 | 详情 | |
| (XI) | 60051 | 5-formyl-4-methyl-1H-pyrrole-2-carboxylic acid | C7H7NO3 | 详情 | 详情 | |
| (XII) | 20848 | (2R,6S)-2,6-dimethylpiperazine | C6H14N2 | 详情 | 详情 | |
| (XIII) | 60853 | 5-{[(3R,5S)-3,5-dimethylpiperazinyl]carbonyl}-3-methyl-1H-pyrrole-2-carbaldehyde | C13H19N3O2 | 详情 | 详情 |
Extended Information