tert-Butyl 4-oxopiperidine-1-carboxylate → HCID 11998644, compound

Participants

Reaction Steps

To a solution of (2R,3R)-3-(5-amino-1H-indazol-1-yl)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol (0.419 g, 1.09 mmol) and tert-butyl 4-oxo-1-piperidine carboxylate (0.22 g, 1.09 mmol) in absolute ethanol (2 ml) was added titanium (IV) isopropoxide (0.358 ml, 1.20 mmol), and the solution was stirred at room temperature for 2 hours. The addition of sodium cyanotrihydridoborate (0.137 g, 2.18 mmol) to the solution was followed by stirring at room temperature for 18 hours. The reaction was terminated by adding 10% sodium hydroxide solution (2 ml) before extraction with dichloromethane (20 ml). The organic layer was dried over anhydrous magnesium sulfate and evaporated in a vacuum to concentrate it. The crude product was purified by chromatography on silica gel to give the title compound (Yield 52%).

Provenance & Evidence