新产品编号:778853
Chemical Name: 7-(2,4-Dichlorophenyl)-2-ethyl-3-(1-ethylpentyl)pyrazolo[1,5-a]pyrimidine
CAS No. 300709-77-7
项目整合开发状态: Biological Testing
项目研究机构: Bristol-Myers Squibb (Originator)
合成路线:Reaction of 2-ethyl-1-bromohexane (I) with potassium cyanide afforded nitrile (II).Claisen condensation of ethyl propionate with nitrile (II) in the presence of LDA furnished keto nitrile (III),which was further cyclized to the pyrazole (IV) upon treatment with hydrazine.Treatment of 2',4'-dichloroacetophenone (V) with dimethylformamide dimethylacetal gave rise to the enamino ketone (VI).The title pyrazolopyrimidine was then obtained by condensation between aminopyrazole (IV) and enamino ketone (VI) in refluxing HOAc.
📌 参考资料/链接：
参考文献标题:Pyrazolopyrimidines as CRF antagonists
文献作者:Gilligan,P.J.; Wilde,R.G.(DuPont Pharmaceuticals Co.)
参考来源:WO 0059908
📄 详细内容
合成路线:Reaction of 2-ethyl-1-bromohexane (I) with potassium cyanide afforded nitrile (II).Claisen condensation of ethyl propionate with nitrile (II) in the presence of LDA furnished keto nitrile (III),which was further cyclized to the pyrazole (IV) upon treatment with hydrazine.Treatment of 2',4'-dichloroacetophenone (V) with dimethylformamide dimethylacetal gave rise to the enamino ketone (VI).The title pyrazolopyrimidine was then obtained by condensation between aminopyrazole (IV) and enamino ketone (VI) in refluxing HOAc.
参考文献标题:Non-peptide CRF1 antagonists: Pyrazolo[1,5-a]pyrimidines and pyrazolo[5,1-c][1,2,3]triazines
文献作者:Wilde,R.G.; Gilligan,P.J.; Olson,R.E.; Zaczek,R.; Carter,K.L.; Klaczkiewicz,J.D.
参考来源:221st ACS Natl Meet (April 1 2001,San Diego) 2001,Abst MEDI 95