HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → 4-Benzyloxycarbonyl-1-[4-(4-pyridyl)benzyl]-2-piperazinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Pyridylboric acid | HCID 21805812 | — |
| Reactant | Benzyl 4-[(4-bromophenyl)methyl]-3-oxopiperazine-1-carboxylate | HCID 23447549 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-Benzyloxycarbonyl-1-[4-(4-pyridyl)benzyl]-2-piperazinone | HCID 23447576 | 40.1% |
Reaction Steps
A mixture of 4-benzyloxycarbonyl-1-(4-bromobenzyl)-2-piperazinone (807 mg), 4-pyridylboric acid (244 mg), tetrakis (triphenylphosphine)palladium (69 mg), 2M sodium carbonate solution (2 ml), toluene (8 ml) and ethanol (2 ml) was refluxed overnight. After the mixture was cooled, ethyl acetate was added to the reaction solution. The mixture was washed with water and saturated brine, dried (MgSO4) and concentrated. The residue was purified with silica gel column chromatography (ethyl acetate) to give colorless crystals of the title compound (283 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06680312B2 |
| Source dataset | uspto-grants-2004_01 |
| ORD ID | ord-6045df75ebf54ba3b4ee5e4747db18f6 |
| Source note | uspto-grants-2004_01 |