Ethyl Acetate → HCID 57500715, compound

Participants

Reaction Steps

To a solution of 3-{[teri-butyl(diphenyl)silyl]oxy}-2,2-dimethyl-N-[(1R)-1-{4-[3-phenyl-5-(1H-pyrazol-4-yl)-1,6-naphthyridin-2-yl]phenyl}ethyl]propan-1-amine (2-5, 0.050 g, 0.070 mmol) in THF (1.0 mL) was added 1M tetrabutylammonium fluoride in THF (0.70 mL, 0.70 mmol) at room temperature and the reaction was stirred at room temperature for 15 hours. The reaction was poured into ethyl acetate, washed with water and brine. The organic layer was dried over sodium sulfate, filtered and concentrated under vacuum. Purification by reverse phase chromatography (5-95% acetonitrile/water/0.1% TFA; Water Sunfire C18) gave (2,2-dimethyl-3-{[(1R)-1-{4-[3-phenyl-5-(1H-pyrazol-4-yl)-1,6-naphthyridin-2-yl]phenyl}ethyl]amino}propan-1-ol (2-6) as a yellow solid. HRMS (M+H)+: calculated 478.2602; found 478.2626.

Provenance & Evidence