新产品编号:1448039
Chemical Name: 3-(Diphenylmethylene)-1-[4-[4-(4-fluorophenyl)-1-piperazinyl]butyl]-2,5-pyrrolidinedione dihydrochloride
项目整合开发状态: Biological Testing
项目研究机构: Universidad Complutense de Madrid (Originator)
合成路线:The reaction of benzophenone (I) with succinodinitrile (II) by means of potassium tert-butoxide in refluxing tert-butanol,followed by a treatment with refluxing 10% sulfuric acid gives 3-(diphenylmethylene)pyrrolidine-2,5-dione (III),which is then consdensed with 4-[3-(trifluoromethyl)phenyl]piperazine (IV) and formaldehyde in refluxing ethanol.
合成路线:The reaction of 1-(4-fluorophenyl)piperazine (I) with 4-chlorobutyronitrile (II) by means of Na2CO3 in refluxing acetonitrile gives 4-[4-(4-fluorophenyl) piperazin-1-yl]butyronitrile (III),which is reduced with LiAlH4 in THF yielding 1-(4-aminobutyl)-4-(4-fluorophenyl)piperazine (IV).Finally,this compound is condensed with 2-(diphenylmethylene)succinic anhydride (V) in refluxing acetic acid.
📌 参考资料/链接：
参考文献标题:New imidapiperazine derivs.
文献作者:K.Rovat,T.; Oesanz Mu�? L.M.; Fern醤dez Velando,E.; L髉ez Rodr韌uez,M.L.; Rosado Samitier,M.L.; Morcillo Ortega,M.J.(Universidad Complutense de Madrid)
参考来源:ES 2094690
📄 详细内容
合成路线:The reaction of benzophenone (I) with succinodinitrile (II) by means of potassium tert-butoxide in refluxing tert-butanol,followed by a treatment with refluxing 10% sulfuric acid gives 3-(diphenylmethylene)pyrrolidine-2,5-dione (III),which is then consdensed with 4-[3-(trifluoromethyl)phenyl]piperazine (IV) and formaldehyde in refluxing ethanol.
合成路线:The reaction of 1-(4-fluorophenyl)piperazine (I) with 4-chlorobutyronitrile (II) by means of Na2CO3 in refluxing acetonitrile gives 4-[4-(4-fluorophenyl) piperazin-1-yl]butyronitrile (III),which is reduced with LiAlH4 in THF yielding 1-(4-aminobutyl)-4-(4-fluorophenyl)piperazine (IV).Finally,this compound is condensed with 2-(diphenylmethylene)succinic anhydride (V) in refluxing acetic acid.
参考文献标题:Synthesis and structure-activity relationships of a new model of arylpiperazines.4.1-[omega-(4-Arylpiperazin-1-yl)alkyl]-3-(diphenylmethylene)-2,5-pyrrolidinediones and -3-(9H-fluoren-9-ylidene)-2,5-pyrrolidinediones: Study of the steric requirements of
文献作者:L髉ez-Rodr韌uez,M.L.; Morcillo,M.J.; Rovat,T.K.; Fernandez,E.; Vicente,B.; Sanz,A.M.; Hernandez,M.; Orensanz,L.
参考来源:J Med Chem 1999,42(1),36
合成路线:The reaction of benzophenone (I) with succinodinitrile (II) by means of potassium tert-butoxide in refluxing tert-butanol,followed by a treatment with refluxing 10% sulfuric acid gives 3-(diphenylmethylene)pyrrolidine-2,5-dione (III),which is then consdensed with 4-[3-(trifluoromethyl)phenyl]piperazine (IV) and formaldehyde in refluxing ethanol.
合成路线:The reaction of 1-(4-fluorophenyl)piperazine (I) with 4-chlorobutyronitrile (II) by means of Na2CO3 in refluxing acetonitrile gives 4-[4-(4-fluorophenyl) piperazin-1-yl]butyronitrile (III),which is reduced with LiAlH4 in THF yielding 1-(4-aminobutyl)-4-(4-fluorophenyl)piperazine (IV).Finally,this compound is condensed with 2-(diphenylmethylene)succinic anhydride (V) in refluxing acetic acid.
参考文献标题:1-[omega-(4-Arylpiperazin-1-yl)alkyl]-3-diphenylmethylene-2,5-pyrrolidinediones as 5-HT1A receptor ligands: Study of the steric requirements of the terminal amide fragment on 5-HT1A affinity/selectivity
文献作者:L髉ez-Rodr韌uez,M.L.; Morcillo,M.J.; Rovat,T.K.; Fern醤dez,E.; Sanz,A.M.; Orensanz,L.
参考来源:Bioorg Med Chem Lett 1998,8(6),581