Nitric Acid → HCID 49820935, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of compound 25 (250 mg, 0.66 mmol) in glacial acetic acid (1.5 mL) at room temperature was added nitric acid (0.4 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 furnish compound SKC-NF-03 (100 mg, 38%) as a yellow solid. TLC Rf=0.6 (CHCl3-MeOH, 9.5:0.5); 1H NMR (CDCl3) δ 8.15 (d, J=7.6 Hz, 1H), 7.84-7.80 (m, 2H), 7.73 (app t, 1H), 7.55 (app t, 1H), 7.18 (s, 2H), 3.95 (s, 3H), 3.87 (s, 6H); MS (ES) m/z 393 (M+H)+.

Provenance & Evidence