新产品编号:426067
Chemical Name: N-(2-Butylthieno[3,2-d]pyrimidin-4-yl)-N-cyclohexylamine hydrochloride
CAS No. 214416-93-0
项目整合开发状态: Preclinical
项目研究机构: Almirall Prodesfarma (Originator)
合成路线:This compound can be obtained by several related ways:1.- The cyclization of 3-aminothiophene-2-carboxamide (I) with pentanoyl anhydride (II) by means of DCC,DMAP and pyridine in DMF and NaOH gives 2-butylthieno[3,2-d]pyrimidin-4(3H)-one (III),which by reaction with POCl3 or SOCl2 affords 2-butyl-4-chlorothieno[3,2-d]pyrimidine (IV).Finally,this compound is condensed with cyclohexylamine (V) by means of triethylamine in in THF.2.- The intermediate 2-butylthieno[3,2-d]pyrimidin-4-(3H)-one (III) can be obtained by other ways:a.- By cyclization of amide (I) with pentanoic acid (VI) by means of DCC,DMAP and pyridine in DMF and NaOH.b.- By cyclization of 3-aminothiophene-2-carboxylic acid methyl ester (VII) with pentanoic acid (VI) by means of DCC,DMAP and ammonia in dichloromethane.c.- By cyclization of 3-aminothiophene-2-carboxylic acid methyl ester (VII) with pentanoyl chloride (VIII) by means of pyridine and ammonia.d.- By cyclization of 3-aminothiophene-2-carboxylic acid (IX) with pentanoic anhydride (II) and ammonia.
📌 参考资料/链接:
参考文献标题:Design,synthesis,and biological activities of new thieno[3,2-d]pyrimidines as selective type 4 phosphodiesterase inhibitors
文献作者:Crespo,M.I.; Pages,L.; Vega,A.; Segarra,V.; Lopez,M.; Domenech,T.; Miralpeix,M.; Beleta,J.; Ryder,H.; Palacios,J.M.
参考来源:J Med Chem 1998,41(21),4021