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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2356907Generated: October 25, 2026

Water → 3-Cyclohexyl-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one

https://huagongshe.com/reaction/2356907

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-Bromo-1-phenyl-5-(pyridin-2-yl)-1,2-dihydropyridin-2-oneHCID 22319065—
ReactantHCID 178478990HCID 178478990—
CatalystDichloro(1,1'-(1,3-propanediyl)bis(1,1-diphenylphosphine-kappaP))nickelHCID 2724937—
SolventTetrahydrofuranHCID 8028—
Product3-Cyclohexyl-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-oneHCID 22319216—

Reaction Steps

34 mg of 3-bromo-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one was dissolved in 10 ml of tetrahydrofuran, followed by adding 1 mg of [1,3-bis(diphenylphosphino)propane] nickel (II) chloride. Under stirring in nitrogen atmosphere, 0.1 ml of cyclohexyl magnesium chloride (2.0M ether solution) was added dropwise thereinto. The mixture was stirred at room temperature in nitrogen atmosphere for 1 hour, followed by heating under reflux for 72 hours. After cooling to room temperature, water was added thereto, followed by extracting with ethyl acetate. The organic layer was washed with brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel chromatography (chloroform/methanol system), to give 5 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07759367B2
Source datasetuspto-grants-2010_07
ORD IDord-69af5e37a7324f11951b233711e38983
Source noteuspto-grants-2010_07