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【结 构 式】 
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【分子编号】16169 【品名】1-(1-phenylvinyl)-1,3-dihydro-2H-benzimidazol-2-one 【CA登记号】 |
【 分 子 式 】C15H12N2O 【 分 子 量 】236.27316 【元素组成】C 76.25% H 5.12% N 11.86% O 6.77% |
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：(I)Flibanserin may be prepared by reacting 1-(phenylvinyl)-2,3-dihydro-1H-benzimidazol-2-one (I) with 1,2-dichloroethane (II) in the presence of NaH in warm dimethylformamide. The resulting 1-(2-chloroethyl)-2,3-dihydro-1H-benzimidazol-one (III) is in turn coupled with commercially available m-trifluoromethylphenylpiperazine hydrochloride (IV) in the presence of sodium carbonate and catalytic potassium iodide in refluxing ethanol. The crude flibanserin hydrochloride (V) is then dissolved in aqueous ethanol and the pure base is precipitated upon addition of sodium hydroxide.
| 【1】 Cesana, R.; Borsini, F.; Ladinsky, H.; Ceci, A.; Giraldo, E.; Turconi, M.; Brambilla, A.; Monferini, E.; Flibanserin. Drugs Fut 1998, 23, 1, 9. |
| 【2】 Turconi, M.; Bietti, G.; Giraldo, E.; Borsini, F.; Bignotti, M. (Boehringer Ingelheim GmbH); Benzimidazolone derivatives as 5-HT1A agonists and 5-HT2 antagonists. EP 0526434; JP 1994509575; US 5576318; WO 9303016 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 16169 | 1-(1-phenylvinyl)-1,3-dihydro-2H-benzimidazol-2-one | C15H12N2O | 详情 | 详情 | |
| (II) | 16170 | 1,2-dichloroethane | 107-06-2 | C2H4Cl2 | 详情 | 详情 |
| (III) | 16171 | 1-(2-chloroethyl)-1,3-dihydro-2H-benzimidazol-2-one | C9H9ClN2O | 详情 | 详情 | |
| (IV) | 16172 | 1-[3-(trifluoromethyl)phenyl]piperazine; N-[3-(trifluoromethyl)phenyl]piperazine | 15532-75-9 | C11H13F3N2 | 详情 | 详情 |
| (V) | 16173 | 1-(2-[4-[3-(trifluoromethyl)phenyl]piperazino]ethyl)-1,3-dihydro-2H-benzimidazol-2-one | C20H21F3N4O | 详情 | 详情 |
Extended Information