2H-pyran-3,5(4H,6H)-dione → HCID 10114240, compound

Participants

Reaction Steps

The product from Example 45A (0.086 g, 0.75 mmol), the product from Example 12C (0.19 g, 0.75 mmol) and 2H-pyran-3,5(4H,6H)-dione (0.085 g, 0.75 mmol) in ethyl alcohol (2 mL) were heated at 80° C. for 2 days in a sealed tube. The reaction mixture was allowed to cool to ambient temperature and was evaporated under reduced pressure. The residue was chromatographed eluting with 5% methanol/methylene chloride to provide the title compound (0.03 g). 1H NMR (300 MHz, DMSO-d6) δ 3.23 (s, 3H), 4.06 (s, 2H), 4.58 (q, 2H), 4.72 (s, 1H), 7.18 (t, 1H), 7.25 (m, 1H), 7.63 (dd, 1H), 10.9 (s, 1H); MS (ESI) m/z 441 (M−H)−; Anal. Calcd for C16H12N2FIO4: C, 43.46; H, 2.74; N, 6.34. Found: C, 42.96; H, 2.93; N, 5.98.

Provenance & Evidence