Tetrabutylammonium Fluoride → HCID 59437290, compound

Participants

Reaction Steps

To a chilled (0° C.) solution of 1-[2-(tert-butyldimethylsilanyloxymethyl)thiazol-4-yl]-2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]ethanol (300 mg, 0.558 mmol) in 15 mL of THF was added tetra-n-butylammonium fluoride (0.670 mL, 1 M solution in THF, 0.67 mmol). The mixture was warmed to room temperature. After 30 minutes, the mixture was quenched with 50 mL of saturated aqueous sodium bicarbonate and extracted with three 50 mL portions of diethyl ether. The combined organic layers were washed with 20 mL of brine, dried over magnesium sulfate, filtered, and concentrated in vacuo. The residue was chromatographed on SiO2 (0-50% ethyl acetate in hexanes) to afford 230 mg (97%) of the title compound. MS m/z 424.71 (MH+).

Provenance & Evidence