CK-0106023
4-溴-N-[1-[7-氯-3,4-二氢-4-氧代-3-(苯基甲基)-2-喹唑啉基]丙基]-N-[3-(二甲基氨基)丙基]-苯甲酰胺Chemical Name: N-[1-(3-Benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)propyl]-4-bromo-N-[3-(dimethylamino)propyl]benzamide
CAS No. 336115-72-1
项目整合开发状态: Preclinical
项目研究机构: Cytokinetics (Originator), GlaxoSmithKline (Codevelopment)
合成路线:4-Chloroanthranilic acid (I) is acylated by butyryl chloride (II) in DMF to produce amide (III).This is then cyclized to the benzoxazinone (IV) upon heating with acetic anhydride.Condensation of (IV) with benzylamine (V) in refluxing chloroform,followed by treatment with NaOH in hot ethyleneglycol,gives rise to the quinazolinone (VI).Subsequent benzylic bromination of (VI) at the propyl side chain produces (VII).The bromide group of (VII) is then displaced with N,N-dimethyl-1,3-propanediamine (VIII) to furnish (IX).Finally,amine (IX) is acylated by 4-bromobenzoyl chloride (X) to afford the corresponding benzamide.
📌 参考资料/链接:
参考文献标题:Methods and compsns.utilizing quinazolinones
文献作者:Chabala,J.C.; Morgans,D.J.Jr.; Feng,B.; Finer,J.T.; Bergnes,G.; Smith,W.W.(Cytokinetics,Inc.)
参考来源:WO 0198278