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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229695Generated: 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/229695

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 numberUS07563811B2
Source datasetuspto-grants-2009_07
ORD IDord-78af533e22df4d6688ad337dd880ebfb
Source noteuspto-grants-2009_07