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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229672Generated: October 30, 2026

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

https://huagongshe.com/reaction/229672

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant2-FluorobenzonitrileHCID 67855—
Reactant3-(2-pyridyl)-5-phenyl-2(1H)-pyridoneHCID 22319253—
SolventWaterHCID 962—
Product1-(2-Cyanophenyl)-3-(2-pyridyl)-5-phenyl-1,2-dihydropyridin-2-oneHCID 22319080—

Reaction Conditions

Temperature100 °C

Reaction Steps

5 ml of a dimethylformamide solution containing 0.26 g of 3-(2-pyridyl)-5-phenyl-2 (1H)-pyridone was incorporated with 0.04 g of sodium hydride. After 15 minutes, the solution was further incorporated with 0.15 g of 2-fluorobenzonitrile and 0.10 g of cuprous iodide, and vigorously stirred at 100° C. for 2 hours. The solution was cooled to room temperature, diluted with water, and extracted with ethyl acetate. The organic layer was washed with water and then saturated saline water, and dried by magnesium sulfate anhydride. The solvent was distilled off under a vacuum. The residue was refined by silica gel chromatography (ethyl acetate/hexane=1:2), to obtain 0.03 g of the light yellow, powdery subject compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07563811B2
Source datasetuspto-grants-2009_07
ORD IDord-e74409e8db6c4811adf1f68727eea479
Source noteuspto-grants-2009_07