HCID 67410607, compound → HCID 67412826, compound

Participants

Reaction Steps

Manganese dioxide (0.16 g, 1.9 mmol) was added to a solution of 3-chloro-7-(2,2-difluoro-1-hydroxyethyl)-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-ol (60 mg, 0.19 mmol) in ethyl acetate (2 mL) and the mixture was stirred at room temperature for 8 hours. The slurry was then filtered through celite, eluting with ethyl acetate. The filtrate was concentrated in vacuo, and purified via flash chromatography (silica, 0-50% ethyl acetate/hexanes) to afford the title compound. 1H NMR (600 MHz, CD3OD) δ 8.75 (d, 1H), 8.39 (d, 1H), 8.25 (d, 1H), 7.81 (dd, 1H), 7.65 (d, 1H), 7.29 (d, 1H), 7.19 (d, 1H), 5.89 (dt, 1H), 4.93 (dt, 1H). Hydroxyl proton was not observed.

Provenance & Evidence