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【结 构 式】 
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【分子编号】33354 【品名】[5-chloro-3-(2-fluorophenyl)-1H-indol-2-yl]methanamine; [5-chloro-3-(2-fluorophenyl)-1H-indol-2-yl]methylamine 【CA登记号】 |
【 分 子 式 】C15H12ClFN2 【 分 子 量 】274.7248632 【元素组成】C 65.58% H 4.4% Cl 12.9% F 6.92% N 10.2% |
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：(XX)The dehydration of the amide (XVIII) with refluxing POCl3 gives the corresponding nitrile (XIX), which by reduction with LiAlH4 in ether is converted into the 2-aminomethyl derivative (XX). The treatment of (XX) with CrO3 in acetic acid yields 5-(2-fluorophenyl)-7chloro-1,3-dihydro-2H-1,4-benzodiazepin-2-one (XXI) (1,10), which is finally N-alkylated with cyclopropylmethy bromide (A) by means of phenyllithium in THF.
| 【1】 Yamamoto, H.; et al.; ZA 6806061 . |
| 【2】 Okamoto, T.; et al.; Process for producing 1-substituted benzodiazepine derivatives. DE 2151540; FR 2110017; GB 1338106; NL 7114202; US 3832344 . |
| 【3】 Yamamoto, H.; et al. (Sumitomo Chemical Co., Ltd.); Process for producing benzodiazepine derivatives. US 3632574 . |
| 【4】 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 |
| (XVIII) | 33352 | 5-chloro-3-(2-fluorophenyl)-1H-indole-2-carboxamide | C15H10ClFN2O | 详情 | 详情 | |
| (XIX) | 33353 | 5-chloro-3-(2-fluorophenyl)-1H-indole-2-carbonitrile | C15H8ClFN2 | 详情 | 详情 | |
| (XX) | 33354 | [5-chloro-3-(2-fluorophenyl)-1H-indol-2-yl]methanamine; [5-chloro-3-(2-fluorophenyl)-1H-indol-2-yl]methylamine | C15H12ClFN2 | 详情 | 详情 | |
| (XXI) | 33355 | 7-chloro-5-(2-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one | 2886-65-9 | C15H10ClFN2O | 详情 | 详情 |
Extended Information