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【结 构 式】 
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【分子编号】32039 【品名】(3S)-3-ethyl-6-fluoro-3,4-dihydro-2(1H)-quinoxalinone 【CA登记号】 |
【 分 子 式 】C10H11FN2O 【 分 子 量 】194.2086232 【元素组成】C 61.85% H 5.71% F 9.78% N 14.42% O 8.24% |
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：(IV)The condensation of 2,4-difluoronitrobenzene (I) with 2(S)-aminobutyric acid (II) by means of triethylamine in refluxing acetone gives 2(S)-(5-fluoro-2-nitrophenylamino)butyric acid (III), which is reductocyclized with H2 over Raney-Ni in methanol/acetic acid, yielding 3(S)-ethyl-6-fluoro-1,2,3,4-tetrahydroquinoxalin-2-one (IV). Finally, this compound is treated with isopropyl chloroformate (V) and 4-methylpyridine in dichloromethane.
| 【1】 Rosner, M.; Billhardt-Troughton, U.-M.; Kirsch, R.; Kleim, J.-P.; Meichsner, C.; Riess, G.; Winkler, I. (Aventis SA); Quinoxalines, process for their preparation, and their use. CA 2160859; DE 4437406; EP 0708093; JP 1996225544; US 5723461 . |
| 【2】 Graul, A.; Castañer, J.; Rabasseda, X.; GW-420867X. Drugs Fut 2000, 25, 1, 24. |
| 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) | 32036 | 2,4-difluoro-1-nitrobenzene | 446-35-5 | C6H3F2NO2 | 详情 | 详情 |
| (II) | 32037 | (2S)-2-aminobutyric acid | 1492-24-6 | C4H9NO2 | 详情 | 详情 |
| (III) | 32038 | (2S)-2-(5-fluoro-2-nitroanilino)butyric acid | C10H11FN2O4 | 详情 | 详情 | |
| (IV) | 32039 | (3S)-3-ethyl-6-fluoro-3,4-dihydro-2(1H)-quinoxalinone | C10H11FN2O | 详情 | 详情 | |
| (V) | 26492 | 2-[(chlorocarbonyl)oxy]propane | 108-23-6 | C4H7ClO2 | 详情 | 详情 |
Extended Information