Potassium Carbonate → 3-(1-phenyl-1H-pyrazol-5-yl)-1-[3-(trifluoromethyl)phenyl]pyridin-4(1H)-one

Participants

Reaction Steps

3-Chloro-1-[3-(trifluoromethyl)phenyl]pyridin-4(1H)-one (0.0247 g), 1-phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (0.0365 g), potassium carbonate (0.0249 g) and bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (0.0032 g) were suspended in toluene (1 mL) and water (0.1 mL), and the suspension was heated under reflux for 22 hr under an argon atmosphere. To the reaction mixture were added 1-phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (0.0365 g) and potassium carbonate (0.0249 g) at room temperature, and the mixture was heated under reflux for 1 day under an argon atmosphere. The reaction mixture was cooled to room temperature, diluted with aqueous sodium hydrogen carbonate solution, extracted with ethyl acetate, dried over anhydrous sodium sulfate, filtered, concentrated, and purified by NH silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.2 mg).

Provenance & Evidence