3-Bromo-4-fluorobenzaldehyde → HCID 9908610, compound

Participants

Reaction Steps

2H-Pyran-3,5(4H,6H)-dione (0.34 g, 3 mmol), 3-bromo-4-fluoro-benzaldehyde (0.61 g, 3 mmol), and 5-amino-1-methyl-1,2-dihydropyrazol-3-one (0.34 g, 3 mmol) in ethyl alcohol (6 mL) were heated at 80° C. for 2 days in a sealed tube. The reaction mixture was cooled and the resulting precipitate was filtered off to provide 0.55 g (46%) of the title compound as a tan solid. 1H NMR (300 MHz, DMSO-d6) δ 3.5 (s, 3H), 4.1 (s, 2H), 4.53 (q, 2H), 4.98 (s, 1H), 7.18 (m, 1H), 7.21 (t, 1H), 7.4 (dd, 1H), 9.65 (bs, 1H), 10.52 (s, 1H); MS (ESI−) m/z 394,392 (M−H)−; Anal. calcd for C16H13N3BrFO3: C, 49.11; H, 4.35; N, 9.54. Found: C, 49.08; H, 3.83; N, 9.35.

Provenance & Evidence