Cesium carbonate → HCID 67463142, compound

Participants

Reaction Conditions

Reaction Steps

To a stirring solution of 1-bromo-4-(difluoromethoxy)-3-methoxy-2-(4-(methylsulfonyl)benzyloxy)benzene (200 mg, 0.457 mmol) in dimethylformamide (10 mL) was purged with argon for 1 h. To this cesium carbonate (445 mg, 1.371 mmol), tetrakis(triphenylphosphine) palladium(0) (26 mg, 0.022 mmol) and 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one (142 mg, 0.548 mmol) were added and the resultant reaction mixture was heated to 80-90° C. for 3 h. The reaction mixture was cooled to RT, filtered and the filtrate was diluted with water and extracted with ethyl acetate (3×). The combined ethyl acetate layer was washed with brine and dried over anhydrous sodium sulphate and concentrated under reduced pressure. Purification of the residue by column chromatography (silica gel, 0-20% ethyl acetate in pet ether) afforded the title compound as a solid (50 mg, 22%).

Provenance & Evidence