2-(2-Fluorophenyl)-5,6-dihydroxyquinolin-4-one → 2-(2-Fluorophenyl)-7-hydroxy-6-methoxyquinolin-4-one

Participants

Reaction Steps

Compound 22 (0.3 g, 0.80 mmol) was allowed to react in the same manner as described in the preparation of compound 40 to give 43. White solid; yield: 61.3%; mp 277-279° C.; MS (EI, 70 eV): m/z 285 (M+); IR (KBr): 1622.13 (C═O) cm−1; 1H-NMR (DMSO-d6 200 MHz): δ 3.82 (s, 3H), 6.04 (s, 1H), 7.01 (s, 1H), 7.32-7.50 (m, 3H), 7.50-7.67 (m, 2H), 10.22 (s, 1H), 11.68 (s, 1H); 13C-NMR (DMSO-d6, 50 MHz): δ 55.52, 102.72, 105.37, 108.20, 116.28 (d, J=22.5 Hz), 118.07, 122.94, 124.92, 130.75, 131.99 (d, J=7.95 Hz), 136.45, 143.61, 146.58, 151.59, 158.98 (d, J=246.9 Hz), 175.30; Anal. calcd for C16H12FNO3: C, 67.36; H, 4.24; N, 4.91. Found: C, 67.37; H, 4.26; N, 4.90.

Provenance & Evidence