1-(2,3-dimethylphenyl)-1-(1H-imidazol-4-yl)-1-ethanol -Drug Synthesis Database

【结构式】

【分子编号】28000

【品名】1-(2,3-dimethylphenyl)-1-(1H-imidazol-4-yl)-1-ethanol

【CA登记号】

【分子式】C₁₃H₁₆N₂O

【分子量】216.28292

【元素组成】C 72.19% H 7.46% N 12.95% O 7.4%

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 methyl imidazole-4-carboxyate (I) with 2,3-dimethylphenylmagnesium bromide (II) in THF gives 4-(2,3-dimethylbenzoyl) imidazole (III), which (without isolation) is submitted to a new Grignard condensation with methylmagnesium iodide (IV) in the same solvent to yield 1-(4-imidazolyl)-1-(2,3-dimethylphenyl)ethanol (V). The dehydration of (V) with potassium hydrogen sulfate at 136 C affords 1-(4-imidazolyl)-1-(2,3-dimethyl-phenyl)ethylene (VI), which is finally hydrogenated with H2 over Pd/C in 2N HCl.

参考文献中间体

合成目标

【1】 Hillier, K.; Acta Univ Oul 1981, 8, 4, A125.
【2】 Karjalainen, A.J.; Kurkela, K.O.A.; Pohjala, E.K. (Orion Pharma); Antihypertensive subtituted imidazole derivates. GB 2101114; US 4639464 .
【3】 Castaner, R.M.; Serradell, M.N.; Castaner, J.; Medetomidine. Drugs Fut 1987, 12, 11, 1021.

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)	27998	methyl 1H-imidazole-4-carboxylate	17325-26-7	C₅H₆N₂O₂	详情	详情
(II)	27999	bromo(2,3-dimethylphenyl)magnesium		C₈H₉BrMg	详情	详情
(III)	11040	(2,3-Dimethylphenyl)(1H-imidazol-4-yl)methanone		C₁₂H₁₂N₂O	详情	详情
(IV)	20225	iodo(methyl)magnesium	917-64-6	CH₃IMg	详情	详情
(V)	28000	1-(2,3-dimethylphenyl)-1-(1H-imidazol-4-yl)-1-ethanol		C₁₃H₁₆N₂O	详情	详情
(VI)	28001	4-[1-(2,3-dimethylphenyl)vinyl]-1H-imidazole		C₁₃H₁₄N₂	详情	详情

Extended Information