Potassium Hydroxide → HCID 86712746, compound

Participants

Reaction Steps

Ammonium acetate (0.250 g, 3.23 mmol) was added to a solution of 2-(2-(2-(2-((6-acetylpyridin-3-yl)amino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)phenyl)acetamide (A143) (0.072 g, 0.162 mmol) in MeOH (4 mL) and THF (2 mL) and the mixture was stirred for 20 minutes under a nitrogen atmosphere. Sodium cyanoborohydride (7 mg, 0.1 mmol) was added and the mixture was stirred for 5 hours. Additional sodium cyanoborohydride (7 mg, 0.1 mmol) was added and the mixture was stirred for a total of 22 hours at 35° C. The aqueous phase was basified with solid potassium hydroxide (pH 10) and extracted with EtOAc (3×30 mL). The combined organic phases were washed with brine, dried (Na2SO4), and adsorbed on to silica. The product was purified by silica column chromatography (CombiFlash Rf, 12 g SiO2 Cartridge, 0-20% MeOH in DCM) to give the title compound (40) as a white solid (0.042 g, 58%). LCMS-B: 4.30 min; m/z 445 [M+H]+.

Provenance & Evidence