Ammonium Chloride → HCID 117778576, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of tert-butyl 2-methyl-1-(1-oxopropan-2-yl)-1H-pyrrolo[2,3-b]pyridine-3-carboxylate (100 mg, 0.35 mmol) in dry THF (2 ml) was added a solution of TMS-CF3 (0.02 ml, 1M in THF) and the reaction mixture was cooled to 0° C. under Ar, Added TBAF (73.97 mg, 0.52 mmol), via drop-wise addition and stirred for 30 min at 0° C. A solution of saturated NH4Cl was added and most of the solvent was stripped on the ratary evaporator. The reminder was taken up EtOAc and H2O and transferred to a separatory funnel. The mixture was shaken and the organic layer was separated, dried over Na2SO4, and evaporated under reduced pressure to give tert-butyl 2-methyl-1-(4,4,4-trifluoro-3-hydroxybutan-2-yl)-1H-pyrrolo[2,3-b]pyridine-3-carboxylate as a white crystal (40 mg, yield 32%).

Provenance & Evidence