CI-949
Chemical Name: 5-Methoxy-3-(1-methylethoxy)-1-phenyl-N-(1H-tetrazol-5-yl)-1H-indole-2-carboxamide L-arginine salt; 3-Isopropoxy-5-methoxy-1-phenyl-N-(1H-tetrazol-5-yl)-1H-indole-2-carboxamide L-arginine salt
CAS No. 104961-35-5
项目整合开发状态: Phase II
项目研究机构: Pfizer (Originator)
合成路线:The alkylation of 3-hydroxy-5-methoxy-1-phenylindole-2-carboxylic acid methyl ester (I) with isopropyl bromide (II) and KOH gives the corresponding 2-isopropoxy compound (III),which is hydrolyzed with KOH and HOAc,yielding the carboxylic acid (IV).The condensation of (IV) with 1H-tetrazol-5-amine (V) by means of CDI affords the expected amide (VI),which is finally treated with L-arginine to furnish the target arginine salt.
📌 参考资料/链接：
参考文献标题:CI-949 AND RELATED INDOLECARBOXAMIDOTETRAZOLES: A NEW CLASS OF POTENTIAL ANTIALLERGY AGENTS
文献作者:Unangst,P.C.; Conroy,M.C.
参考来源:Drugs Fut 1990,15(10),1005
📄 详细内容
合成路线:The alkylation of 3-hydroxy-5-methoxy-1-phenylindole-2-carboxylic acid methyl ester (I) with isopropyl bromide (II) and KOH gives the corresponding 2-isopropoxy compound (III),which is hydrolyzed with KOH and HOAc,yielding the carboxylic acid (IV).The condensation of (IV) with 1H-tetrazol-5-amine (V) by means of CDI affords the expected amide (VI),which is finally treated with L-arginine to furnish the target arginine salt.
参考文献标题:Indole esters as heterocyclic synthons.III.Preparation and reactions of furo[3,2-b]indoles
文献作者:Unangst,P.C.; Carethers,M.E.
参考来源:J Heterocycl Chem 1984,21709-714
合成路线:The alkylation of 3-hydroxy-5-methoxy-1-phenylindole-2-carboxylic acid methyl ester (I) with isopropyl bromide (II) and KOH gives the corresponding 2-isopropoxy compound (III),which is hydrolyzed with KOH and HOAc,yielding the carboxylic acid (IV).The condensation of (IV) with 1H-tetrazol-5-amine (V) by means of CDI affords the expected amide (VI),which is finally treated with L-arginine to furnish the target arginine salt.
参考文献标题:Concerning N,N'-diphenyl-indigo
文献作者:Kunz,K.; Friendlander,P.
参考来源:Chem Ber 1922,551597-1607