Tetrabutylammonium Fluoride → HCID 86676331, compound

Participants

Reaction Steps

To a solution of 3-(2,6-difluorophenyl)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[2-[1-[2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]-4-piperidinyl]-4-thiazolyl]-1-propanone 1-oxime (i.e. the product of Example 6, Step B) (0.25 g, 0.37 mmol) in tetrahydrofuran (5 mL) was added a 1 M solution of tetra-n-butylammonium fluoride in tetrahydrofuran (0.55 mL). The resulting solution was stirred at room temperature for 2 h, concentrated under reduced pressure and treated with minimal dichloromethane and water. The resulting mixture was eluted on a Celite® extraction tube (ChemElute® diatomaceous earth-based liquid-liquid exchange cartridge) with dichloromethane and concentrated to provide 0.225 g of the title compound.

Provenance & Evidence