Acetaminophen → HCID 69811313, compound

Participants

Reaction Conditions

Reaction Steps

9-Fluoro-5H-benzo[c][1,8]naphthyridin-6-one (40 mg, 0.19 mmol), N-(4-hydroxyphenyl)acetamide (85 mg, 0.56 mmol), and potassium carbonate (129 mg, 0.93 mmol) were suspended in DMF (1.5 mL), and stirred for 20 minutes at 180° C. in the microwave. The reaction mixture was quenched with H2O. The resulting precipitate was filtered, and washed with H2O. The precipitate was triturated with MeOH, filtered, washed with MeOH, and dried under vacuum to provide 81 (48 mg, 74% yield) as a tan solid. LC-MS (M+H=346, obsd.=346). 1H NMR (400 MHz, d6-DMSO): δ 11.92 (s, 1H), 10.04 (s, 1H), 8.69 (dd, 1H), 8.50 (dd, 1H), 8.30 (d, 1H), 8.05 (d, 1H), 7.68 (m, 2H), 7.29 (dd, 1H), 7.16 (m, 3H), 2.08 (s, 3H).

Provenance & Evidence