tert-Butyl 3-(6-Nitropyridin-3-yloxy)azetidine-1-carboxylate → Tert-butyl 3-((6-aminopyridin-3-yl)oxy)azetidine-1-carboxylate

Participants

Reaction Steps

A 100-mL Parr hydrogenation bottle was purged with nitrogen and charged with 206b (1.07 g, 3.6 mmol), 10% palladium on carbon (50% wet, 0.30 g), and methanol (60 mL). The bottle was evacuated, charged with hydrogen gas to a pressure of 25 psi, and shaken for 2 h on a Parr hydrogenation apparatus. The hydrogen was then evacuated and nitrogen charged to the bottle. The catalyst was removed by filtration through a pad of CELITE® and the filtrate was concentrated under reduced pressure to afford 206c (0.95 g, 99%). MS-ESI: [M+H]+ 266.

Provenance & Evidence