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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 547726Generated: October 26, 2026

1-Phenyl-1,4-pentanedione → 3-(2-Methyl-5-phenylpyrrol-1-yl)-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one

https://huagongshe.com/reaction/547726

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Phenyl-1,4-pentanedioneHCID 136371—
ReactantSodium BicarbonateHCID 516892—
Reactant3-Amino-1-phenyl-5-(2-pyridyl)-1,2-dihydropyridin-2-oneHCID 22319119—
Catalystp-Toluenesulfonic acidHCID 6101—
SolventTolueneHCID 1140—
Product3-(2-Methyl-5-phenylpyrrol-1-yl)-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-oneHCID 2231923531.3%

Reaction Steps

25 mg of 3-amino-1-phenyl-5-(2-pyridyl)-1,2-dihydropyridin-2-one was dissolved in 10 ml of toluene. To the mixture were added 20 mg of 1-phenyl-1,4-pentandione and 0.2 mg of p-toluenesulfonate (hydrate), followed by heating under reflux for 1 hour. After cooling to room temperature, the reaction mixture was poured into a saturated aqueous solution of sodium hydrogen carbonate, followed by extracting with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel chromatography (hexane/ethyl acetate system), to give 12 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07939549B2
Source datasetuspto-grants-2011_05
ORD IDord-783f50cec41745ea97a69fd5a54bdf6e
Source noteuspto-grants-2011_05