UMJD-1369

Chemical Name: 4,6-Diamino-7-(2-phenylethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
CAS No. 284040-35-3
项目整合开发状态: Biological Testing
项目研究机构: Lake Erie College Osteopathic Medicine (Originator), Universit?degli Studi di Bologna (Originator), University of Michigan (Originator)
合成路线:The reaction of tetracyanoethylene (I) with HBr,followed by a treatment with NaOH,gives 2-amino-5-bromo-1H-pyrrole-3,4-dicarbonitrile (II),which is treated with triethyl orthoformate (III) in refluxing acetonitrile to yield the ethoxymethyleneamino derivative (IV).The alkylation of (IV) with 2-phenylethyl chloride (V) by means of NaH affords the 2-bromo-5-(ethoxymethyleneamino)-1-(2-phenylethyl)pyrrole-3,4-dicarbonitrile (VI),which is cyclized with ammonia in methanol to provide the pyrrolo[2,3-d]pyrimidine derivative (VII).Finally,this compound is treated with liquid ammonia to obtain the target diaminopyrrolo[2,3-d]pyrimidine derivative.
📌 参考资料/链接:
参考文献标题:Pyrrolo[2,3-d]pyrimidines as antiviral agents
文献作者:Townsend,L.B.; Drach,J.C.(University of Michigan)
参考来源:WO 0042043