Imazodan hydrochloride, CI-914
伊马咪啶 Chemical Name: 4,5-Dihydro-6-[4-(1H-imidazol-1-yl)phenyl]-3(2H)-pyridazinone hydrochloride
CAS No. 89198-09-4, 84243-58-3 (free base)
项目整合开发状态: Phase II
项目研究机构: Pfizer (Originator)
合成路线:The reaction of 4-(1H-imidazol-1-yl)acetophenone (I) with dimethyl carbonate (III) by means of NaH in THF gives methyl 4-(1H-imidazol-1-yl)-beta-oxobenzenepropanoate (III),which by condensation with ethyl bromoacetate (IV) by means of NaH in THF is converted into ethyl 4-(1H-imidazol-1-yl-beta-(methoxycarbonyl)-gamma-oxobenzenebutanoate (V).Hydrolytic decarboxylation of (VI) in refluxing 6N HCl yields 4-(1H-imidazol-1-yl)-gamma-oxobenzenebutanoic acid (VI),which is finally cyclized with hydrazine in refluxing ethanol.
📌 参考资料/链接：
参考文献标题:CI-914
文献作者:Serradell,M.N.; Castar,J.
参考来源:Drugs Fut 1984,9(4),256
📄 详细内容
合成路线:The reaction of 4-(1H-imidazol-1-yl)acetophenone (I) with dimethyl carbonate (III) by means of NaH in THF gives methyl 4-(1H-imidazol-1-yl)-beta-oxobenzenepropanoate (III),which by condensation with ethyl bromoacetate (IV) by means of NaH in THF is converted into ethyl 4-(1H-imidazol-1-yl-beta-(methoxycarbonyl)-gamma-oxobenzenebutanoate (V).Hydrolytic decarboxylation of (VI) in refluxing 6N HCl yields 4-(1H-imidazol-1-yl)-gamma-oxobenzenebutanoic acid (VI),which is finally cyclized with hydrazine in refluxing ethanol.
参考文献标题:Substituted 4,5-dihydro-6-(substituted)-phenyl-3(2H)-pyridazinones and 6-(substituted)phenyl-3(2H)-pyridazinones
文献作者:Sircar,I.; Bristol,J.A.
参考来源:CA 1190548; DD 208615; EP 0075436
产品链接: CAS No. 89198-09-4›› 产品链接: CAS No.84243-58-3››