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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 401507Generated: October 25, 2026

Potassium Carbonate → 1-(4-Pyridinyl)-5-methyl-2-pyridone

https://huagongshe.com/reaction/401507

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Hydroxy-5-methylpyridineHCID 70482—
Reactant4-Bromopyridinium chlorideHCID 88100—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventAmmoniaHCID 222—
SolventDimethylformamideHCID 6228—
Product1-(4-Pyridinyl)-5-methyl-2-pyridoneHCID 9794088—

Reaction Steps

Compound 22 was synthesized by condensation of 5-methyl-2(1H)-pyridone (327.4 mg, 3 mmol) with 4-bromopyridine hydrochloride (778 mg, 4 mmol) in the presence of CuI (60 mg, 0.3 mmol) and K2CO3 (1.36 g, 10 mmol) in DMF (3 ml) at 135° C. overnight. The reaction mixture was diluted with 10% ammonia (15 ml) and extracted with ethyl acetate. Organic extract was washed with saturated sodium chloride, dried over magnesium sulfate and evaporated. Column chromatography (5% MeOH-DCM) afforded 197 mg (35%) of the target compound as a yellowish solid. The 1H NMR spectra was consistent with the structure of Compound 22.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08741936B2
Source datasetuspto-grants-2014_06
ORD IDord-20a96b4fa2614b0ba30644ffbd2d5958
Source noteuspto-grants-2014_06