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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1840535Generated: October 27, 2026

Toluene → 4-Benzyloxycarbonyl-1-[4-(4-pyridyl)benzyl]-2-piperazinone

https://huagongshe.com/reaction/1840535

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
Reactant4-Pyridylboric acidHCID 21805812—
ReactantBenzyl 4-[(4-bromophenyl)methyl]-3-oxopiperazine-1-carboxylateHCID 23447549—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
Product4-Benzyloxycarbonyl-1-[4-(4-pyridyl)benzyl]-2-piperazinoneHCID 2344757640.1%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06680312B2
Source datasetuspto-grants-2004_01
ORD IDord-6045df75ebf54ba3b4ee5e4747db18f6
Source noteuspto-grants-2004_01