Sch-32651
Chemical Name: 2-Methyl-8-(phenylmethoxy)imidazo[1,2-a]pyrazin-3-amine monohydrochloride hydrate (3:1); 3-Amino-2-methyl-8-phenylmethoxyimidazo[1,2-a]pyrazine monohydrochloride hydrate (3:1); 3-Amino-8-benzyloxy-2-methylimidazo[1,2-a]pyrazine monohydrochloride hydrate (3:1)
CAS No. 85333-47-7 (anhydrous), 85333-46-6 (anhydrous free base)
项目整合开发状态: Biological Testing
项目研究机构: Schering-Plough (Originator)
合成路线:The cyclization of 2-amino-3-chloropyrazine (I) with chloroacetone (II) by means of triethylamine at 100 C gives 8-chloro-2-methylimidazo[1,2-a]pyrazine (III),which is treated with benzyl alcohol and NaOH in DMF to yield 8-benzyloxy-2-methylimidazo[1,2-a]pyrazine (IV).The nitrosation of (V) with butyl nitrite in refluxing dioxane affords 8-benzyloxy-3-nitroso-2-methylimidazo[1,2-a]pyrazine (V),which is finally reduced with Zn in acetic acid,and treated with HCl.
📌 参考资料/链接：
参考文献标题:Imidazo[1,2-a]pyridines and use
文献作者:Bristol,J.A.; Puchalski,C.(Schering Corp.)
参考来源:EP 0068378; ES 513431; US 4450164
📄 详细内容
合成路线:The cyclization of 2-amino-3-chloropyrazine (I) with chloroacetone (II) by means of triethylamine at 100 C gives 8-chloro-2-methylimidazo[1,2-a]pyrazine (III),which is treated with benzyl alcohol and NaOH in DMF to yield 8-benzyloxy-2-methylimidazo[1,2-a]pyrazine (IV).The nitrosation of (V) with butyl nitrite in refluxing dioxane affords 8-benzyloxy-3-nitroso-2-methylimidazo[1,2-a]pyrazine (V),which is finally reduced with Zn in acetic acid,and treated with HCl.
参考文献标题:SCH-32651
文献作者:Castar,J.; Serradell,M.N.
参考来源:Drugs Fut 1985,10(6),474
产品链接: CAS No. 85333-47-7››