5-amino-1-methyl-2,3-dihydro-1H-pyrazol-3-one → HCID 10181781, compound

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Reaction Steps

2H-Pyran-3,5(4H,6H)-dione (0.085 g, 0.75 mmol), 3-iodo-4-fluoro-benzaldehyde (0.182 g, 0.75 mmol) and 5-amino-1-methyl-1,2-dihydropyrazol-3-one (0.084 g, 0.75 mmol) were processed as described in Example 26C to provide 0.23 g of the title compound. 1H NMR (300 MHz, DMSO-d6) δ 3.5 (s, 3H), 4.0 (s, 2H), 4.52 (q, 2H), 4.92 (s, 1H), 7.1 (t, 1H), 7.18 (m, 1H), 7.55 (dd, 1H), 9.62 (bs, 1H), 10.1 (s, 1H); MS (ESI−) m/z 440 (M−H)−; Anal. calcd for C16H13N3FIO3.C2H5OH: C, 44.37; H, 3.93; N, 8.62. Found: C, 44.38; H, 3.89; N, 8.74.

Provenance & Evidence