HCID 68770101, compound → HCID 59577472, compound

Participants

Reaction Conditions

Reaction Steps

To a solution [5-(benzothiazol-2-yloxy)-1-ethyl-1H-indol-2-yl]-methanol (0.5 g, 1.6 mmol) in CHCl3 (16 mL) was added MnO2 (1.4 g, 16 mmol) and heated (80° C., 3 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 recrystallized using EtOAc:hexane (1:3) to provide the title compound as beige solid (0.3 g, 59%). MS (ESI): mass calcd. for C18H14N2O2S, 322.1; m/z found, 323.1 [M+H]+. 1H NMR (500 MHz, CDCl3): 9.91 (s, 1H), 7.78-7.68 (m, 2H), 7.66 (dd, J=8.0, 0.7, 1H), 7.49 (d, J=9.1, 1H), 7.43-7.34 (m, 2H), 7.30-7.23 (m, 2H), 4.63 (q, J=7.1, 2H), 1.42 (t, J=7.1, 3H).

Provenance & Evidence