Tetrabutylammonium Fluoride → HCID 71239417, compound

Participants

Reaction Steps

To a solution of 4-((3S,3aR,4S)-4-(tert-butyldimethylsilyloxy)-3-methoxy-3a,4,5,6-tetrahydro-3H-pyrrolo[1,2-b]pyrazol-2-yl)-2-chloro-3-methylbenzonitrile (400 mg, 0.954 mmol) in THF (10 mL) at 0° C. was added tetra butyl ammonium fluoride (1.9 mL, 1.909 mmol, 1M solution in THF) and the reaction mixture was stirred at room temperature for 3 h. Once the starting material had disappeared (monitored by TLC), reaction mixture was diluted with ethyl acetate and the organic layer was washed with water, brine, dried over Na2SO4 and concentrated to get the crude product. The product was purified by column chromatography over silica gel using 2% MeOH in DCM as solvent to provide the title compound. The absolute stereochemistry was confirmed by X-ray crystallography.

Provenance & Evidence