1,3-Cyclohexanedione → HCID 10293886, compound

Participants

Reaction Steps

3-Bromo-4-fluorobenzaldehyde (0.2 g, 1.0 mmol), 1,3-cyclohexanedione (0.11 g, 1.0 mmol), and 5-amino-1-methyl-1,2-dihydropyrazol-3-one (0.11 g, 1.0 mmol) were processed as described in Example I to provide 0.27 g of the title compound. 1H NMR (300 MHz, DMSO-d6) δ 1.9 (m, 2H), 2.2 (m, 2H), 2.6 (m, 2H), 3.45 (s, 3H), 4.88 (s, 1H), 7.12 (m, 1H), 7.18 (t, 1H), 7.38 (dd, 1H), 9.53 (s, 1H), 9.72 (s, 1H); MS (ESI−) m/z 390 (M−H)−; Anal. Calcd for C11H15N3BrFO2.C2H6O: C, 52.06; H, 4.61; N, 9.85. Found: C, 51.72; H, 4.56; N, 7.98.

Provenance & Evidence