HCID 66786963, compound → HCID 59577683, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of [6-(benzothiazol-2-yloxy)-1H-indol-2-yl]-methanol (97 mg, 0.32 mmol) in CHCl3 (5 mL) was added MnO2 (280 mg, 3.2 mmol) and heated (80° C., 2 h). The reaction mixture was cooled (rt), filtered (Celite®) and washed with EtOAc (100 mL). The organic layer was washed with brine (50 mL), dried, filtered and concentrated in vacuo. The resulting residue was purified by silica gel flash chromatography using EtOAc:hexane (0-50%) to provide the title compound as beige solid (47 mg, 49%). MS (ESI): mass calcd. for C16H10N2O2S, 294.1; m/z found, 295.0 [M+H]+. 1H NMR (400 MHz, CDCl3): 9.80 (s, 1H), 9.80 (s, 1H), 7.79 (d, J=8.8, 1H), 7.73 (d, J=8.1, 1H), 7.68 (d, J=8.0, 1H), 7.49 (s, 1H), 7.40 (dd, J=11.3, 4.1, 1H), 7.31-7.24 (m, 2H), 7.15 (dd, J=8.8, 2.1, 1H).

Provenance & Evidence