Cesium carbonate → HCID 68052780, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-(4-bromophenyl)-4-(4-methoxybenzyloxy)-1-methyl-1H-pyrazole-5-carboxylate T-12 (0.5 g, 1.2 mmol) in anhydrous 1,4-dioxane (10 mL) under nitrogen were added 2-piperidone (0.17 g, 1.7 mmol), cesium carbonate (0.755 g, 2.3 mmol), Xantphos (0.15 g, 0.26 mmol) and Pd2dba3 (0.05 g, 0.055 mmol). The reaction mixture was heated in a microwave reactor at 120° C. for 1 hour. The reaction mixture was filtered and washed with dichloromethane and ethyl acetate. The filtrate was evaporated under reduced pressure. The residue was diluted with ethyl acetate. The organic layer was washed with water and saturated brine. The organic layer was dried over sodium sulfate. Solvent was evaporated under reduced pressure. The crude product was purified by flash chromatography to afford the desired methyl 4-(4-methoxybenzyloxy)-1-methyl-3-(4-(2-oxopiperidin-1-yl)phenyl)-1H-pyrazole-5-carboxylate T-21 (0.44 g, 1.0 mmol).

Provenance & Evidence