Cipropride

环丙必利Chemical Name: N-[1-(Cyclopropylmethyl)pyrrolidin-2-ylmethyl]-2-methoxy-5-sulfamoylbenzamide
CAS No. 68475-40-1, 69046-23-7 (hydrochloride)
项目整合开发状态: Biological Testing
项目研究机构:
合成路线:The esterification of proline (I) with SOCl2 and ethanol gives ethyl prolinate (II),which by treatment with NH3 in methanol is converted into prolinamide (III).The acylation of (III) with cyclopropylcarbonyl chloride (IV) by means of K2CO3 in acetone yields 1-cyclopropylcarbonyl-2-carbamoylpyrrolidine (V),which is reduced with LiAlH4 in ether to afford 1-cyclopropylmethyl-2-aminomethylpyrrolidine (VI) (1,2).Finally this compound is condensed with ethyl 5-sulfamoyl-2-methoxybenzoate (VII) by heating at 120 C
📌 参考资料/链接:
参考文献标题:Cipropride
文献作者:Blancafort,P.; Serradell,M.N.; Castar,J.; Hillier,K.
参考来源:Drugs Fut 1981,6(4),220

📄 详细内容


合成路线:The esterification of proline (I) with SOCl2 and ethanol gives ethyl prolinate (II),which by treatment with NH3 in methanol is converted into prolinamide (III).The acylation of (III) with cyclopropylcarbonyl chloride (IV) by means of K2CO3 in acetone yields 1-cyclopropylcarbonyl-2-carbamoylpyrrolidine (V),which is reduced with LiAlH4 in ether to afford 1-cyclopropylmethyl-2-aminomethylpyrrolidine (VI) (1,2).Finally this compound is condensed with ethyl 5-sulfamoyl-2-methoxybenzoate (VII) by heating at 120 C

参考文献标题:
文献作者:Kaplan,J.P.; et al.(Synthelabo,S.A.)
参考来源:BE 857544; DE 2735036; FR 2360572; FR 2372157; FR 2395261; GB 1555890; JP 7825563; NL 7708571; ZA 7704743


合成路线:The esterification of proline (I) with SOCl2 and ethanol gives ethyl prolinate (II),which by treatment with NH3 in methanol is converted into prolinamide (III).The acylation of (III) with cyclopropylcarbonyl chloride (IV) by means of K2CO3 in acetone yields 1-cyclopropylcarbonyl-2-carbamoylpyrrolidine (V),which is reduced with LiAlH4 in ether to afford 1-cyclopropylmethyl-2-aminomethylpyrrolidine (VI) (1,2).Finally this compound is condensed with ethyl 5-sulfamoyl-2-methoxybenzoate (VII) by heating at 120 C

参考文献标题:
文献作者:(Synthelabo,S.A.)
参考来源:BE 861866; FR 2394529; GB 1560019; JP 7905969; NL 7713631; ZA 7706950


合成路线:The esterification of proline (I) with SOCl2 and ethanol gives ethyl prolinate (II),which by treatment with NH3 in methanol is converted into prolinamide (III).The acylation of (III) with cyclopropylcarbonyl chloride (IV) by means of K2CO3 in acetone yields 1-cyclopropylcarbonyl-2-carbamoylpyrrolidine (V),which is reduced with LiAlH4 in ether to afford 1-cyclopropylmethyl-2-aminomethylpyrrolidine (VI) (1,2).Finally this compound is condensed with ethyl 5-sulfamoyl-2-methoxybenzoate (VII) by heating at 120 C

参考文献标题:
文献作者:Obitz,D.C.L.(Synthelabo,S.A.)
参考来源:FR 2393794


合成路线:The esterification of proline (I) with SOCl2 and ethanol gives ethyl prolinate (II),which by treatment with NH3 in methanol is converted into prolinamide (III).The acylation of (III) with cyclopropylcarbonyl chloride (IV) by means of K2CO3 in acetone yields 1-cyclopropylcarbonyl-2-carbamoylpyrrolidine (V),which is reduced with LiAlH4 in ether to afford 1-cyclopropylmethyl-2-aminomethylpyrrolidine (VI) (1,2).Finally this compound is condensed with ethyl 5-sulfamoyl-2-methoxybenzoate (VII) by heating at 120 C
参考文献标题:
文献作者:Kaplan,J.P.; et al.(Synthelabo,S.A.)
参考来源:BE 836752; CA 1039731; CH 612668; DE 2556457; FR 2294698; FR 2327771; FR 2331345; GB 1508880; JP 7748661; NL 7514620; US 4021567; US 4156060; US 4172143; US 4189495; ZA 7507828


产品链接: CAS No. 68475-40-1››