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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2186123Generated: November 1, 2026

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

https://huagongshe.com/reaction/2186123

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 numberUS06403595B1
Source datasetuspto-grants-2002_06
ORD IDord-b859f5886bf84ecba8582f55bb81db30
Source noteuspto-grants-2002_06