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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 547736Generated: October 29, 2026

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

https://huagongshe.com/reaction/547736

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 numberUS07939549B2
Source datasetuspto-grants-2011_05
ORD IDord-f0094e7a5b9346ee805f737116b9bdcd
Source noteuspto-grants-2011_05