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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 497868Generated: October 30, 2026

Dimethylformamide → 3-(2-Cyanophenyl)-5-(2-pyridinecarbonyl)-1-phenyl-1,2-dihydropyridin-2-one

https://huagongshe.com/reaction/497868

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
Reactant5-(2-Pyridinecarbonyl)-1-phenyl-3-bromo-1,2-dihydropyridin-2-oneHCID 22318928—
Reactant2-(2-Cyanophenyl)-1,3,2-dioxaborinateHCID 86590373—
SolventEthyl AcetateHCID 8857—
Product3-(2-Cyanophenyl)-5-(2-pyridinecarbonyl)-1-phenyl-1,2-dihydropyridin-2-oneHCID 2231909221.2%

Reaction Conditions

Temperature130 °C

Reaction Steps

To a mixed liquid of 200 mg of 5-(2-pyridinecarbonyl)-1-phenyl-3-bromo-1,2-dihydropyridin-2-one, 130 mg of 2-(2-cyanophenyl)-1,3,2-dioxaborinate, 400 mg of cesium carbonate and 6 ml of dimethylformamide was added 60 mg of tetrakistriphenylphosphine palladium, followed by stirring at 130° C. for 5 hours in nitrogen atmosphere. After cooling to room temperature, ethyl acetate was added thereto. The extract was washed with water and brine, and dried over magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel chromatography (ethyl acetate/hexane), to give 45 mg of the title compound as a pale yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949571B2
Source datasetuspto-grants-2005_09
ORD IDord-109d5b5a2acb49d2a98ad4b4427f7921
Source noteuspto-grants-2005_09