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【结 构 式】 
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【分子编号】50447 【品名】2-nitroethyl acetate 【CA登记号】 |
【 分 子 式 】C4H7NO4 【 分 子 量 】133.10392 【元素组成】C 36.1% H 5.3% N 10.52% O 48.08% |
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：(II)Condensation of methyl indole-4-carboxylate (I) with 2-nitroethyl acetate (II) produced the 3-nitroethyl indole (III). After reduction of the nitro group to amine (IV) using Zn and HCl, cyclization under basic conditions gave rise to lactam (V). Electrophilic bromination of (V) employing pyridinium tribromide furnished (VI). Finally, Suzuki coupling of bromide (VI) with 4-fluorobenzeneboronic acid (VII) yielded the title compound.
| 【1】 Thoresen, L.H.; Webber, S.E.; Tikhe, J.; Canan-Koch, S.S. (Agouron Pharmaceuticals, Inc.; Cancer Research Campaign Technology Ltd.); Tricyclic inhibitors of poly(ADP-ribose) polymerases. EP 1140936; WO 0042040 . |
| 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) | 50446 | Indole-4-carboxylic acid methyl ester | 39830-66-5 | C10H9NO2 | 详情 | 详情 |
| (II) | 50447 | 2-nitroethyl acetate | C4H7NO4 | 详情 | 详情 | |
| (III) | 50448 | methyl 3-(2-nitroethyl)-1H-indole-4-carboxylate | C12H12N2O4 | 详情 | 详情 | |
| (IV) | 50449 | methyl 3-(2-aminoethyl)-1H-indole-4-carboxylate | C12H14N2O2 | 详情 | 详情 | |
| (V) | 50450 | 1,3,4,5-tetrahydro-6H-azepino[5,4,3-cd]indol-6-one | C11H10N2O | 详情 | 详情 | |
| (VI) | 50451 | 2-bromo-1,3,4,5-tetrahydro-6H-azepino[5,4,3-cd]indol-6-one | C11H9BrN2O | 详情 | 详情 | |
| (VII) | 38403 | 4-fluorophenylboronic acid | 1765-93-1 | C6H6BFO2 | 详情 | 详情 |
Extended Information