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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 547704Generated: October 26, 2026

Dimethylformamide → 1-Phenyl-3-(1-phenylacetylen-2-yl)-5-(2-pyridyl)-1,2-dihydropyridin-2-one

https://huagongshe.com/reaction/547704

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
ReactantPhenylacetyleneHCID 10821—
Reactant3-Bromo-1-phenyl-5-(pyridin-2-yl)-1,2-dihydropyridin-2-oneHCID 22319065—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product1-Phenyl-3-(1-phenylacetylen-2-yl)-5-(2-pyridyl)-1,2-dihydropyridin-2-oneHCID 223189436.6%

Reaction Conditions

Temperature50 °C

Reaction Steps

100 mg of 3-bromo-1-phenyl-5-(pyridin-2-yl)-1,2-dihydropyridin-2-one, 55 mg of phenylacetylene, 1 mg of copper (I) iodide and 4 mg of dichlorobis(triphenylphosphine) palladium were added to a mixed solvent of 1.5 ml of triethylamine and 1 ml of dimethylformamide, and stirred at 50° C. in a nitrogen atmosphere for a night. The reaction mixture was distributed into the ethyl acetate and water layers. The organic layer was washed with water, dried and concentrated, and the residue was refined by silica gel chromatography (ethyl acetate/hexane-based solvent), to obtain 7 mg of the subject compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07939549B2
Source datasetuspto-grants-2011_05
ORD IDord-31550238836942f985ead0e1c585c315
Source noteuspto-grants-2011_05