Potassium Carbonate → HCID 68699101, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-hydroxy-4-methylpyridine (1.5 g, 14 mmol), 3-bromothiophene (4.5 g, 28 mmol), copper (I) iodide (0.27 g, 1.4 mmol), and potassium carbonate (1.9 g, 14 mmol) in N,N-dimethylformamide (30 mL) is heated in a 150° C. oil bath for 6 hours. After cooling to room temperature, the reaction mixture is diluted with 20% aqueous ammonium hydroxide solution and extracted 3× with diethyl ether. The combined extracts were washed with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give a crude oil, which is purified by flash chromatography (ethyl acetate/hexanes) to give 4-methyl-1-(3-thienyl)pyridin-2(1H)-one (0.79 g, 29%).

Provenance & Evidence