tert-Butyl (2S)-2-[(3-nitroquinolin-4-yl)amino]propylcarbamate → tert-butyl (2S)-2-[(3-aminoquinolin-4-yl)amino]propylcarbamate

Participants

Reaction Steps

tert-Butyl (2S)-2-[(3-nitroquinolin-4-yl)amino]propylcarbamate (5.04 g, 14.5 mmol) was dissolved in acetonitrile (300 mL) and the solution was placed in a pressure bottle. Platinum on carbon (5%, 1.03 g) was then added and the reaction mixture was shaken under H2 at 30 PSI (2.1×105 Pa). After 20 hours, the reaction mixture was filtered through a pad of CELITE filter agent. The pad was rinsed with acetonitrile and the combined filtrates were concentrated under reduced pressure to give tert-butyl (2S)-2-[(3-aminoquinolin-4-yl)amino]propylcarbamate (4.60 g) as an orange foam.

Provenance & Evidence