Ammonia → 4-[(4-chlorobenzyl)oxy]-1-(4-fluoro-2,3-dimethyl-2H-indazol-5-yl)pyridin-2(1H)-one

Participants

Reaction Steps

To a suspension of 5-bromo-4-fluoro-2,3-dimethyl-2H-indazole (142 mg), 4-[(4-chlorobenzyl)oxy]pyridin-2(1H)-one (138 mg) and potassium carbonate (242 mg) in DMSO (3 ml) were added copper(I) iodide (111 mg) and N,N′-dimethylethylenediamine (103 mg) at room temperature, and the mixture was reacted at 150° C. for 1 hr under microwave irradiation. The reaction mixture was added to 28% aqueous ammonia, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/methanol) and recrystallized from ethyl acetate to give the title compound (6.8 mg).

Provenance & Evidence