Sodium Bicarbonate → HCID 73057756, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of 3-(4-bromo-phenyl)-7-fluoro-2H-isoquinolin-1-one (159 mg, 0.50 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (114 mg, 0.55 mmol) and sodium hydrogen carbonate (50.4 mg, 0.60 mmol) in DMF (1 ml) and water (0.5 ml) is flushed with nitrogen and heated to 40° C. Then bis(triphenylphosphine)-palladium(II)-chloride (7.0 mg, 0.01 mmol) is added. The reaction mixture is heated to 80° C. and stirred at this temperature for 20 hours. The mixture is allowed to cool to room temperature and excess water is added. The resulting precipitate is filtered off and washed with water. The residue is chromatographed on a silica gel column with methanol/dichloromethane to afford 7-fluoro-3-[4-(1-methyl-1H-pyrazol-4-yl)-phenyl]-2H-isoquinolin-1-one as ochre solid; HPLC/MS 2.43 min (B), [M+H] 320;

Provenance & Evidence