Nitric Acid → HCID 49820934, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of compound 24 (100 mg, 0.28 mmol) in glacial acetic acid (1.5 mL) at room temperature was added nitric acid (0.2 mL, d 1.35) dropwise with vigorous stirring. The mixture was heated at 45° C. for 30 min, allowed to cool to room temperature, and poured into cold water. The resulting precipitate was filtered and recrystallized to afford compound SKC-NF-02 (45 mg, 43%) as an orange solid. TLC Rf=0.4 (CHCl3-MeOH, 9:1); 1H NMR (CDCl3) δ 8.13 (d, J=7.0 Hz, 1H), 7.81 (m, 2H), 7.74 (app t, 1H), 7.61 (app s, 1H), 7.55 (app t, 1H), 7.43 (dd, J=8.4 Hz, 2.1 Hz, 1H), 6.85 (d, J=8.3 Hz, 1H), 3.96 (s, 6H); MS (ES) m/z 363 (M+H)+.

Provenance & Evidence