|
【结 构 式】 
|
【分子编号】33346 【品名】ethyl 2-[(E)-2-(4-chlorophenyl)hydrazono]-3-(2-fluorophenyl)propanoate 【CA登记号】 |
【 分 子 式 】C17H16ClFN2O2 【 分 子 量 】334.7774232 【元素组成】C 60.99% H 4.82% Cl 10.59% F 5.67% N 8.37% O 9.56% |
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：(XI)The reaction of o-fluorophenylpyruvate (I) with p-chlorophenylhydrazine (X) in refluxing ethanol gives ethyl o-fluorophenylpyruvate p-chlorophenylhydrazone (XI), which is cyclized by treatment with dry HCl in refluxing ethanol yielding ethyl 3-(2-fluorophenyl)-5-chloroindole-2-carboxylate (XII). The N-alkylation of (XII) with cyclopropylmethyl bromide (A) by means of KOH in refluxing acetone affords compound (IV) of the preceding sequence.
| 【1】 Yamamoto, H.; et al. (Sumitomo Chemical Co., Ltd.); Process for producing benzodiazepine derivatives. US 3632574 . |
| 【2】 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 |
| (I) | 33337 | ethyl 3-(2-fluorophenyl)-2-oxopropanoate | C11H11FO3 | 详情 | 详情 | |
| (IV) | 33339 | ethyl 5-chloro-1-(cyclopropylmethyl)-3-(2-fluorophenyl)-1H-indole-2-carboxylate | C21H19ClFNO2 | 详情 | 详情 | |
| (X) | 33345 | 1-(4-chlorophenyl)hydrazine; 4-Chlorophenylhydrazine | 1073-70-7 | C6H7ClN2 | 详情 | 详情 |
| (XI) | 33346 | ethyl 2-[(E)-2-(4-chlorophenyl)hydrazono]-3-(2-fluorophenyl)propanoate | C17H16ClFN2O2 | 详情 | 详情 | |
| (XII) | 33347 | ethyl 5-chloro-3-(2-fluorophenyl)-1H-indole-2-carboxylate | C17H13ClFNO2 | 详情 | 详情 |
Extended Information