Potassium Carbonate → HCID 58168104, compound

Participants

Reaction Conditions

Reaction Steps

8-Chloro-5H-benzo[c][1,8]naphthyridin-6-one (50 mg, 0.22 mmol), 4-fluorophenylboronic acid (61 mg, 0.43 mmol), palladium(II) acetate (2 mg, 0.01 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (7 mg, 0.02 mmol), and potassium carbonate (90 mg, 0.65 mmol) were dissolved in dioxane/H2O (2.2 mL, 10/1, v/v), and stirred overnight at 100° C. The reaction mixture was diluted with MeOH, filtered through a membrane plug, and purified via prep-LC-MS to provide 15 (10 mg, 16% yield) as a white solid. LC-MS (M+H=291, obsd.=291). 1H NMR (400 MHz, d6-DMSO): δ 12.15 (s, 1H), 8.88 (dd, 1H), 8.64 (d, 1H), 8.54 (dd, 1H), 8.52 (dd, 1H), 8.22 (dd, 1H), 7.90 (m, 2H), 7.37 (m, 3H).

Provenance & Evidence