1-(4-chlorophenyl)-2-(1H-imidazol-1-yl)-1-ethanol -Drug Synthesis Database

【结构式】

【分子编号】60949

【品名】1-(4-chlorophenyl)-2-(1H-imidazol-1-yl)-1-ethanol

【CA登记号】

【分子式】C₁₁H₁₁ClN₂O

【分子量】222.67392

【元素组成】C 59.33% H 4.98% Cl 15.92% N 12.58% O 7.19%

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)

Reaction of p-chlorophenacyl bromide (I) with imidazole (II) affords 4'-chloro-2-(1-imidazolyl)acetophenone (III). Sodium borohydride reduction gives the corresponding alcohol (IV) which is then alkylated with 2,6-dichlorobenzyl chloride (V) to give orconazole (VI). Treatment of (VI) with nitric acid yield the title compound

参考文献中间体

合成目标

【1】 Godefroi, E.F.; et al.; The preparation and properties of derivatives of 1-phenethyl imidazole. J Med Chem 1969, 12, 5, 784.
【2】 Godefroi, E.F.; Heeres, J. (Janssen Pharmaceutica NV); BE 737575; DE 1940388; FR 2015913; GB 1244530; JP 76115; US 3717655; US 3839574; ZA 6905965 .
【3】 Arya, V.P.; Orconazole nitrate. Drugs Fut 1979, 4, 6, 432.

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)	16720	2-bromo-1-(4-chlorophenyl)-1-ethanone; 2-Bromo-4'-chloroacetophenone	536-38-9	C₈H₆BrClO	详情	详情
(II)	10255	Imidazole; 1H-Imidazole	288-32-4	C₃H₄N₂	详情	详情
(III)	60948	1-(4-chlorophenyl)-2-(1H-imidazol-1-yl)-1-ethanone		C₁₁H₉ClN₂O	详情	详情
(IV)	60949	1-(4-chlorophenyl)-2-(1H-imidazol-1-yl)-1-ethanol		C₁₁H₁₁ClN₂O	详情	详情
(V)	60951	1,3-dichloro-2-(chloromethyl)benzene		C₇H₅Cl₃	详情	详情
(VI)	60950	1-(4-chlorophenyl)-2-(1H-imidazol-1-yl)ethyl 2,6-dichlorobenzyl ether; 1-{2-(4-chlorophenyl)-2-[(2,6-dichlorobenzyl)oxy]ethyl}-1H-imidazole		C₁₈H₁₅Cl₃N₂O	详情	详情

Extended Information