HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-(4-Cyanobenzoyl)-4-[1-(4-pyrimidinyl)piperidin-4-ylcarbonyl] piperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Cyanobenzoyl chloride | HCID 80172 | — |
| Reactant | 1-[1-(4-Pyrimidinyl)-4-piperidylcarbonyl]piperazine | HCID 18697970 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(4-Cyanobenzoyl)-4-[1-(4-pyrimidinyl)piperidin-4-ylcarbonyl] piperazine | HCID 18698056 | 46.2% |
Reaction Steps
A solution of 4-cyanobenzoyl chloride (298 mg) in dichloromethane (10 ml) was added to a stirred mixture of 1-[1 (4-pyrimidinyl) piperidin-4-ylcarbonyl] piperazine (412.5 mg) and triethylamine (0.28 ml) in dichloromethane (15 ml) and the resultant mixture was stirred at ambient temperature for 2 hours. The mixture was partitioned between dichloromethane and water. The organic phase was washed with water, dried (Na2SO4) and evaporated. The residue was purified by column chromatography using 0.5 % methanol in dichloromethane. Recrystallisation from ethyl acetate/hexane gave, as a solid 1-(4-cyanobenzoyl)-4-[l-(4-pyrimidinyl)-4-piperidylcarbonyl]piperazine (280 mg), mp 192-193° C.;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06093718 |
| Source dataset | uspto-grants-2000_07 |
| ORD ID | ord-33b09d64f68e421a92d44eb1a46cb695 |
| Source note | uspto-grants-2000_07 |