HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Benzyl 4-(5-benzoylpyrimidin-2-yl)piperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | Phenyl(2-(piperazin-1-yl)pyrimidin-5-yl)methanone | HCID 118022471 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Benzyl 4-(5-benzoylpyrimidin-2-yl)piperazine-1-carboxylate | HCID 118022147 | 57.3% |
Reaction Steps
To a solution of phenyl(2-(piperazin-1-yl)pyrimidin-5-yl)methanone (crude, 2.6 mmol assumed) and triethylamine (780 mg, 7.8 mmol) in dichloromethane (10 mL) was added benzyl chloroformate (663 mg, 3.9 mmol). The reaction mixture was stirred at room temperature for 2 hours, and diluted with dichloromethane (100 mL). The organic phase was washed with water (100 mL) and brine (50 mL), dried over sodium sulfate, filtered and concentrated. The residue was purified by silica gel chromatography (etroleum ether/ethyl acetate=4:1˜2:1) to give benzyl 4-(5-benzoylpyrimidin-2-yl)piperazine-1-carboxylate (600 mg, 57%) as a yellow solid. MS (ES+) C23H22N4O3 requires: 402, found: 403 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09334263B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-4d0884d1dd4246d8955318c986ff4598 |
| Source note | uspto-grants-2016_05 |