Sodium Bicarbonate → HCID 73057757, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of 3-(4-bromo-phenyl)-2H-[2,6]naphthyridin-1-one (55.0 mg, 0.18 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (57 mg, 0.27 mmol) and sodium hydrogen carbonate (18.4 mg, 0.22 mmol) in DMF (0.5 ml) and water (0.25 ml) is flushed with nitrogen and heated to 40° C. Then bis(triphenylphosphine)-palladium(II)-chloride (2.6 mg, 0.004 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 washed with water and 2-propanol and dried under vacuum to afford 3-[4-(1-methyl-1H-pyrazol-4-yl)-phenyl]-2H-[2,6]naphthyridin-1-one as grey solid; HPLC/MS 1.47 min (A), [M+H] 303;

Provenance & Evidence