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【结 构 式】 
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【分子编号】28669 【品名】3-(dibenzylene)-2,5-pyrrolidinedione 【CA登记号】 |
【 分 子 式 】C17H13NO2 【 分 子 量 】263.29576 【元素组成】C 77.55% H 4.98% N 5.32% O 12.15% |
合成路线1
该中间体在本合成路线中的序号：(III)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.
| 【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) | 18732 | benzophenone | 119-61-9 | C13H10O | 详情 | 详情 |
| (II) | 28669 | 3-(dibenzylene)-2,5-pyrrolidinedione | C17H13NO2 | 详情 | 详情 | |
| (III) | 28669 | 3-(dibenzylene)-2,5-pyrrolidinedione | C17H13NO2 | 详情 | 详情 | |
| (IV) | 16172 | 1-[3-(trifluoromethyl)phenyl]piperazine; N-[3-(trifluoromethyl)phenyl]piperazine | 15532-75-9 | C11H13F3N2 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(II)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.
| 【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) | 18732 | benzophenone | 119-61-9 | C13H10O | 详情 | 详情 |
| (II) | 28669 | 3-(dibenzylene)-2,5-pyrrolidinedione | C17H13NO2 | 详情 | 详情 | |
| (III) | 28669 | 3-(dibenzylene)-2,5-pyrrolidinedione | C17H13NO2 | 详情 | 详情 | |
| (IV) | 16172 | 1-[3-(trifluoromethyl)phenyl]piperazine; N-[3-(trifluoromethyl)phenyl]piperazine | 15532-75-9 | C11H13F3N2 | 详情 | 详情 |