合成路线:The reaction of cyclopentene oxide (I) with dimethylamine (II) gives 2-(dimethylamino)cyclopentanol (III),which is treated with methanesulfonyl chloride and NaH in THF to afford the corresponding methasulfonyl ester (IV).The condensation of (IV) with 3,4-dichloroaniline (V) in THF yields N,N-dimethyl-N'-(3,4-dichlorophenyl)cyclopentane-1,2-diamine (VI),which is acylated with propionic anhydride (A) and treated finally with maleic acid (B).
参考文献标题:A new non-tricyclic antidepressant agent.Synthesis and activity of N-[trans-2-(dimethyamino)cyclopentyl]-N-(3,4-dichlorophenyl)propanamide and related compounds
文献作者:Szmuszkovicz,J.; von Voigtlander,P.F.; Kane,M.P.
参考来源:J Med Chem 1981,24(10),1230-36
合成路线:The reaction of cyclopentene oxide (I) with dimethylamine (II) gives 2-(dimethylamino)cyclopentanol (III),which is treated with methanesulfonyl chloride and NaH in THF to afford the corresponding methasulfonyl ester (IV).The condensation of (IV) with 3,4-dichloroaniline (V) in THF yields N,N-dimethyl-N'-(3,4-dichlorophenyl)cyclopentane-1,2-diamine (VI),which is acylated with propionic anhydride (A) and treated finally with maleic acid (B).
参考文献标题:Compos閟 alcanoylanilides et leur pr閜aration
文献作者:Szmuszkovicz,J.
参考来源:BE 0875461
合成路线:The reaction of cyclopentene oxide (I) with dimethylamine (II) gives 2-(dimethylamino)cyclopentanol (III),which is treated with methanesulfonyl chloride and NaH in THF to afford the corresponding methasulfonyl ester (IV).The condensation of (IV) with 3,4-dichloroaniline (V) in THF yields N,N-dimethyl-N'-(3,4-dichlorophenyl)cyclopentane-1,2-diamine (VI),which is acylated with propionic anhydride (A) and treated finally with maleic acid (B).
参考文献标题:N-(2-Aminocyclopentyl)acylanilides and treating depression
文献作者:Szmuszkovicz,J.
参考来源:BE 0861351; BE 0861355; US 4156015
合成路线:The reaction of cyclopentene oxide (I) with dimethylamine (II) gives 2-(dimethylamino)cyclopentanol (III),which is treated with methanesulfonyl chloride and NaH in THF to afford the corresponding methasulfonyl ester (IV).The condensation of (IV) with 3,4-dichloroaniline (V) in THF yields N,N-dimethyl-N'-(3,4-dichlorophenyl)cyclopentane-1,2-diamine (VI),which is acylated with propionic anhydride (A) and treated finally with maleic acid (B).
参考文献标题:N-(2-Aminocyclopentyl)acylanilides and treating depression
文献作者:Szmuszkovicz,J.
参考来源:US 4156733; US 4157398
合成路线:The reaction of cyclopentene oxide (I) with dimethylamine (II) gives 2-(dimethylamino)cyclopentanol (III),which is treated with methanesulfonyl chloride and NaH in THF to afford the corresponding methasulfonyl ester (IV).The condensation of (IV) with 3,4-dichloroaniline (V) in THF yields N,N-dimethyl-N'-(3,4-dichlorophenyl)cyclopentane-1,2-diamine (VI),which is acylated with propionic anhydride (A) and treated finally with maleic acid (B).
参考文献标题:Anilide derivatives as antidepressants
文献作者:Szmuszkovicz,J.
参考来源:US 4128663; US 4148913
合成路线:The reaction of cyclopentene oxide (I) with dimethylamine (II) gives 2-(dimethylamino)cyclopentanol (III),which is treated with methanesulfonyl chloride and NaH in THF to afford the corresponding methasulfonyl ester (IV).The condensation of (IV) with 3,4-dichloroaniline (V) in THF yields N,N-dimethyl-N'-(3,4-dichlorophenyl)cyclopentane-1,2-diamine (VI),which is acylated with propionic anhydride (A) and treated finally with maleic acid (B).
参考文献标题:N-(2-aminocyclopentyl)amides
文献作者:Szmuszkovicz,J.
参考来源:BE 0867554; DE 2817112; FR 2416882; GB 1581914; JP 54106451; NL 7803442
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