HCID 58981098, compound → HCID 58980924, compound

Participants

Reaction Steps

A solution of 4 (6.40 g, 25.98 mmol) in dry THF (750 mL) under nitrogen was charged with MnO2 (65.0 g, 0.64 mol) and was allowed to stir at room temperature for 1 h. The mixture was filtered through celite; the filtrate was concentrated. Purification by flash chromatography on silica gel using 10-25% EtOAc/hexanes gradient as eluent afforded 1 (5.67 g, 89%) as a white solid. Mp 97-98° C. 1H NMR (300 MHz, CDCl3): δ 9.95(d, 0.8 Hz, 1H), 7.33 (bs, 1H), 7.18 (d, 1.9 Hz, 1H), 4.69 (bs, 1H), 3.97 (s, 3H), 1.27 (s, 9H). MS m/z: 243 (M−1). Analysis calcd. for C10H16N2O3S; C, 49.16; H, 6.60, N, 11.47; found, C, 48.99; H, 6.70; N, 11.45.

Provenance & Evidence