HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(4-Benzylpiperazin-1-yl)aniline → N-[4-[4-(phenylmethyl)-1-piperazinyl]phenyl]-4'-(trifluoro-methyl)-[1,1'-biphenyl]-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(4-Benzylpiperazin-1-yl)aniline | HCID 737259 | — |
| Reactant | 4'-(Trifluoromethyl)-[1,1'-biphenyl]-2-carbonyl chloride | HCID 11066000 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | N-[4-[4-(phenylmethyl)-1-piperazinyl]phenyl]-4'-(trifluoro-methyl)-[1,1'-biphenyl]-2-carboxamide | HCID 22499401 | 104.6% |
Reaction Steps
A mixture of 4′-(trifluoromethyl)-[1,1′-biphenyl]-2-carbonyl chloride (0.185 mole) in DCM (1500 ml) and triethylamine (50 ml) was stirred on an ice-bath for 5 minutes. 4-[4-(Phenylmethyl)-1-piperazinyl]-benzenamine (0.37 mole) in DCM (500 ml) was added dropwise. The mixture was stirred for 3 hours. The organic layer was separated, washed with water, dried, filtered and the solvent was evaporated. The residue was triturated in DIPE. The precipitate was filtered off and dried, yielding 99.8 g of N-[4-[4-(phenylmethyl)-1-piperazinyl]phenyl]-4′-(trifluoro-methyl)-[1,1′-biphenyl]-2-carboxamide (intermediate 5, melting point 180° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07169796B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-1e4ff3e05d434ef5a93ccf9330341fc7 |
| Source note | uspto-grants-2007_01 |