1-[chloro(4-fluorophenyl)phenylmethyl]-4-fluorobenzene -Drug Synthesis Database

【结构式】

【分子编号】62900

【品名】1-[chloro(4-fluorophenyl)phenylmethyl]-4-fluorobenzene

【CA登记号】

【分子式】C₁₉H₁₃ClF₂

【分子量】314.7617264

【元素组成】C 72.5% H 4.16% Cl 11.26% F 12.07%

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 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.

参考文献中间体

合成目标

【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