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【结 构 式】 
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【分子编号】58344 【品名】1-methyl-1H-indole-2-carboxylic acid; 1-methylindole-2-carboxylic acid 【CA登记号】16136-58-6 |
【 分 子 式 】C10H9NO2 【 分 子 量 】175.187 【元素组成】C 68.56% H 5.18% N 8% O 18.27% |
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：(XIV)Suzuki coupling between the pyrazolopyrimidinyl iodide (IX) and the pinacol arylboronate derivative (XI) provides the 3-aryl pyrazolopyrimidine (XII). The N-Boc protecting group of (XII) is then removed under acidic conditions to give aniline (XIII). Acid chloride (XV), prepared by chlorination of 1-methyl-2-indolecarboxylic acid (XIV) is finally coupled to aniline (XIII) to furnish the title amide.
| 【1】 Hirst, G.C.; Rafferty, P.; Ritter, K.; Arnold, L.D.; Wishart, N.; Calderwood, D.; Friedman, M.M. (BASF AG); Pyrazolopyrimidines as therapeutic agents. EP 1212327; WO 0119829 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (IX) | 57054 | 3-iodo-1-[4-(4-methyl-1-piperazinyl)cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine; 3-iodo-1-[4-(4-methyl-1-piperazinyl)cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine | C16H24IN7 | 详情 | 详情 | |
| (XI) | 58341 | tert-butyl 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamate | C18H28BNO5 | 详情 | 详情 | |
| (XII) | 58342 | tert-butyl 4-{4-amino-1-[4-(4-methyl-1-piperazinyl)cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-3-yl}-2-methoxyphenylcarbamate | C28H40N8O3 | 详情 | 详情 | |
| (XIII) | 58343 | 3-(4-amino-3-methoxyphenyl)-1-[4-(4-methyl-1-piperazinyl)cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine; 3-(4-amino-3-methoxyphenyl)-1-[4-(4-methyl-1-piperazinyl)cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine | C23H32N8O | 详情 | 详情 | |
| (XIV) | 58344 | 1-methyl-1H-indole-2-carboxylic acid; 1-methylindole-2-carboxylic acid | 16136-58-6 | C10H9NO2 | 详情 | 详情 |
| (XV) | 58545 | 3-ethyl-7,8-dihydro-3H-pyrazolo[4',3':5,6]pyrido[3,4-d]pyridazine-6,9-dione | C10H9N5O2 | 详情 | 详情 |
Extended Information