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【结 构 式】 
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【分子编号】62901 【品名】2,2-bis(4-fluorophenyl)-2-phenylacetonitrile 【CA登记号】 |
【 分 子 式 】C20H13F2N 【 分 子 量 】305.3267664 【元素组成】C 78.68% H 4.29% F 12.44% N 4.59% |
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：(V)The Grignard condensation of 4,4'-difluorobenzophenone (I) with phenylmagnesium bromide (II) in refluxing tert-butyl methyl ether gives the corresponding carbinol (III), which is treated with acetyl chloride in dichloromethane to yield the methyl chloride (IV). Condensation of compound (IV) with copper cyanide by heating at 140 °C, followed by treatment with hot toluene affords 2,2-bis(4-fluorophenyl)-2-phenylacetonitrile (V), which is finally partially hydrolyzed with H2SO4 in refluxing glacial acetic acid.
| 【1】 Chilman-Blair, K.; Castaner, J.; Leeson, P.A.; ICA-17043. Drugs Fut 2003, 28, 9, 854. |
| 【2】 Rigdon, G.C.; McNaughton-Smith, G.A.; Stocker, J.W. (ICAgen, Inc.); Gardos channel antagonists. EP 1158971; US 6288122; WO 0050026 . |
| 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) | 45633 | bis(4-fluorophenyl)methanone; 4,4'-Difluorobenzophenone | 345-92-6 | C13H8F2O | 详情 | 详情 |
| (II) | 17616 | bromo(phenyl)magnesium; Phenyl Magnesium Bromide | 100-58-3 | C6H5BrMg | 详情 | 详情 |
| (III) | 62899 | bis(4-fluorophenyl)(phenyl)methanol | C19H14F2O | 详情 | 详情 | |
| (IV) | 62900 | 1-[chloro(4-fluorophenyl)phenylmethyl]-4-fluorobenzene | C19H13ClF2 | 详情 | 详情 | |
| (V) | 62901 | 2,2-bis(4-fluorophenyl)-2-phenylacetonitrile | C20H13F2N | 详情 | 详情 |
Extended Information