3-(dibenzylene)dihydro-2,5-furandione -Drug Synthesis Database

【结构式】

【分子编号】28672

【品名】3-(dibenzylene)dihydro-2,5-furandione

【CA登记号】

【分子式】C₁₇H₁₂O₃

【分子量】264.28048

【元素组成】C 77.26% H 4.58% O 18.16%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(V)

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.

参考文献中间体

合成目标

【1】 López-Rodríguez, M.L.; Morcillo, M.J.; Rovat, T.K.; Fernández, E.; Sanz, A.M.; Orensanz, L.; 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. Bioorg Med Chem Lett 1998, 8, 6, 581.
【2】 López-Rodríguez, M.L.; Morcillo, M.J.; Rovat, T.K.; Fernandez, E.; Vicente, B.; Sanz, A.M.; Hernandez, M.; Orensanz, L.; 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. J Med Chem 1999, 42, 1, 36.
【3】 K. Rovat, T.; Oesanz Muno, L.M.; Fernandez Velando, E.; Lopez Rodriguez, M.L.; Rosado Samitier, M.L.; Morcillo Ortega, M.J. (Universidad Complutense de Madrid); New imidapiperazine derivs.. ES 2094690 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	12143	1-(4-Fluorophenyl)piperazine	2252-63-3	C₁₀H₁₃FN₂	详情	详情
(II)	11179	4-Chlorobutanenitrile; 4-Chlorobutyronitrile	628-20-6	C₄H₆ClN	详情	详情
(III)	28670	4-[4-(4-fluorophenyl)-1-piperazinyl]butanenitrile		C₁₄H₁₈FN₃	详情	详情
(IV)	28671	4-[4-(4-fluorophenyl)-1-piperazinyl]-1-butanamine		C₁₄H₂₂FN₃	详情	详情
(V)	28672	3-(dibenzylene)dihydro-2,5-furandione		C₁₇H₁₂O₃	详情	详情

Extended Information