3-Bromo-4-fluorobenzaldehyde → 4-(3-Bromo-4-fluorophenyl)-1-methyl-1,2,4,7,8,9-hexahydropyrano[4,3-b]pyrazolo[4,3-e]pyridine-3,5-dione

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Reaction Steps

Dihydro-2H-pyran-2,4(3H)-dione(0.11 g, 1 mmol), 3-bromo-4-fluoro-benzaldehyde (0.2 g, 1 mmol) and 5-amino-1-methyl-1,2-dihydropyrazol-3-one (0.12 g, 1 mmol) were processed as described in Example 26C to provide 0.27 g of the title compound. 1H NMR (300 MHz, DMSO-d6) δ 2.55 (m, 1H), 2.8 (m, 1H), 3.5 (s, 3H), 4.22 (m, 2H), 4.86 (s, 1H), 7.2 (m, 2H), 7.41 (dd, 1H), 9.49 (s, 1H), 9.92 (s, 1H); MS (ESI−) m/z 392 (M−H)−; Anal. Calcd for C16H13N3BrFO3.C2H6O: C, 49.11; H, 4.35; N, 9.54. Found: C, 48.87; H, 4.24; N, 9.40.

Provenance & Evidence