合成路线: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.
参考文献标题:Medetomidine
文献作者:Castar,R.M.; Serradell,M.N.; Castar,J.
参考来源:Drugs Fut 1987,12(11),1021
合成路线: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.
参考文献标题:
文献作者:Hillier,K.
参考来源:Acta Univ Oul 1981,8(4),A125
合成路线:A new synthesis for medetomidine has been reported:The silylation of N,N-dimethylimidazole-1-sulfonamide (I) with tert-butyldimethylsilyl chloride and butyllithium in THF gives the 2-silyl derivative (II),which is acylated with 2,3-dimethylbenzoyl chloride (III) by means of butyllithium in THF,yielding 2-(tert-butyldimethylsilyl)-5-(2,3-dimethylbenzoyl)-N,N-dimethylimidazo le-1-sulfonamide (IV).Hydrolysis of (IV) with refluxing aqueous HCl affords 5-(2,3-dimethylbenzoyl)imidazole (V),which is finally methylated with methyllithium in THF and reduced with Li in liquid NH3.
参考文献标题:Expedient synthesis of 4(5)-[1-(2,3-dimethylphenyl)ethyl]-1H-imidazole,the alpha2-adrenergic agonist medetomidine
文献作者:Turnbull,S.P.; Kudzma,L.V.
参考来源:Synthesis 1991,111201
产品链接: CAS No. 86347-14-0›› 产品链接: CAS No.86347-15-1››