Tetrabutylammonium Fluoride → HCID 57722778, compound

Participants

Reaction Steps

7-(1-{[tert-butyl(dimethyl)silyl]oxy}ethyl)-3-chloro-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one (20 mg, 0.05 mmol) was taken up in 1 mL of tetrahydrofuran. Tetrabutylammonium fluoride (0.06 mL of 1.0M in THF, 0.06 mmol) was added and the mixture was stirred at room temperature for 45 min. The reaction was concentrated in vacuo and directly purified via flash chromatography (silica, 0-35% ethyl acetate/hexanes) to afford the title compound. 1H NMR (600 MHz, CDCl3) δ 8.80 (d, 1H); 8.50 (d, 1H); 8.23 (d, 1H); 7.76 (dd, 1H); 7.60 (d, 1H); 7.31 (d, 1H); 7.26 (d, 1H); 5.06 (q, 1H); 1.55 (d, 3H). Hydroxyl proton was not observed. LRMS (APCI) calc'd for (C16H13ClNO2) [M+H]+, 286.1; found 286.1.

Provenance & Evidence