HCID 67526105, compound → HCID 86612739, compound

Participants

Reaction Steps

3-(4-Cyano-3-fluorophenoxy)-2-hydroxy-N-(3-hydroxymethyl-4-nitrophenyl)-2-methylpropionamide (0.2 g, 0.51 mmol) was dissolved in dichloromethane (10 ml) and manganese(IV) oxide (0.4 g, 4.6 mmol) was added. The mixture was stirred at room temperature for 48 hours. The solid oxidant was removed by filtration and the solvent was evaporated. The crude product was purified by flash chromatography (dichloromethane-3% methanol). 1H NMR (400 MHz, DMSO-d6): 1.45 (3H, s), 4.13 (1H, d, J=10.0 Hz), 4.38 (1H, d, J=10.0 Hz), 6.32 (1H, s), 6.94-6.97 (1H, m), 7.16-7.20 (1H, m), 7.77-7.82 (1H, m), 8.18-8.24 (2H, m), 8.36 (1H, d, J=2.1 Hz), 10.28 (1H, s), 10.55 (1H, s).

Provenance & Evidence