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【结 构 式】 
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【分子编号】33350 【品名】5-chloro-3-(2-fluorophenyl)-1H-indole-2-carboxylic acid 【CA登记号】 |
【 分 子 式 】C15H9ClFNO2 【 分 子 量 】289.6931032 【元素组成】C 62.19% H 3.13% Cl 12.24% F 6.56% N 4.84% O 11.05% |
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：(XVI)The hydrolysis of 3-(2-fluorophenyl)-5-chloroindole-2-carboxylate (XII) with KOH in refluxing ethanol affords the corresponding free acid (XVI), which by treatment with refluxing SOCl2 is converted into the acyl chloride (XVII). The reaction of (XVII) with NH3 in ether yields the amide (XVIII), which by N-alkylation with cyclopropylmethyl bromide (A) by means of NaH in DMF gives rise to the alkylated amide (VII) already obtained.
| 【1】 Yamamoto, H.; et al.; ZA 6806061 . |
| 【2】 Yamamoto, H.; et al. (Sumitomo Chemical Co., Ltd.); Process for producing benzodiazepine derivatives. US 3632574 . |
| 【3】 Blancafort, P.; Serradell, M.N.; Castaner, J.; KB-509. Drugs Fut 1979, 4, 10, 720. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (A) | 22277 | Cyclopropyl bromide; 1-(Bromomethyl)cyclopropane | 7051-34-5 | C4H7Br | 详情 | 详情 |
| (VII) | 33342 | 5-chloro-1-(cyclopropylmethyl)-3-(2-fluorophenyl)-1H-indole-2-carboxamide | C19H16ClFN2O | 详情 | 详情 | |
| (XII) | 33347 | ethyl 5-chloro-3-(2-fluorophenyl)-1H-indole-2-carboxylate | C17H13ClFNO2 | 详情 | 详情 | |
| (XVI) | 33350 | 5-chloro-3-(2-fluorophenyl)-1H-indole-2-carboxylic acid | C15H9ClFNO2 | 详情 | 详情 | |
| (XVII) | 33351 | 5-chloro-3-(2-fluorophenyl)-1H-indole-2-carbonyl chloride | C15H8Cl2FNO | 详情 | 详情 | |
| (XVIII) | 33352 | 5-chloro-3-(2-fluorophenyl)-1H-indole-2-carboxamide | C15H10ClFN2O | 详情 | 详情 |
Extended Information