Acetic Acid → HCID 117914081, compound

Participants

Reaction Steps

Acetic acid (0.1 mL) and a 1.0 M solution of tetrabutylammonium fluoride in THF (1 mL) were added to a solution of tert-butyl 4-(2-{4-[7-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)-2-cyano-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-2-(trifluoromethyl)phenoxy}ethyl)piperidine-1-carboxylate (390 mg) in THF (5 mL) at room temperature, and the mixture was stirred at the same temperature for 7 hours. After a saturated aqueous NaHCO3 solution was added to the reaction mixture, extraction thereof was performed using EtOAc, and the extract was washed with water and saturated brine. The organic layer was dried over MgSO4 and filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (Hex:EtOAc=70:30 to 40:60), whereby tert-butyl 4-(2-{4-[2-cyano-7-(2-hydroxyethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-2-(trifluoromethyl)phenoxy}ethyl)piperidine-1-carboxylate (323 mg) was obtained as a colorless oil.

Provenance & Evidence