【结 构 式】 |
【分子编号】28001 【品名】4-[1-(2,3-dimethylphenyl)vinyl]-1H-imidazole 【CA登记号】 |
【 分 子 式 】C13H14N2 【 分 子 量 】198.26764 【元素组成】C 78.75% H 7.12% N 14.13% |
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:(VI)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.
【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