tert-butyl N'-(3-nitroquinolin-4-yl)hydrazinecarboxylate → tert-butyl N'-(3-aminoquinolin-4-yl)hydrazinecarboxylate

Participants

Reaction Steps

A mixture of tert-butyl N′-(3-nitroquinolin-4-yl)hydrazinecarboxylate (5.00 g, 16.4 mmol) and 5% platinum on carbon (0.50 g) in acetonitrile (90 mL) and methanol (30 mL) was shaken under hydrogen pressure on a Parr apparatus. When the reaction was complete, the mixture was filtered through a layer of CELITE filter agent. The filter cake was rinsed with 3:1 acetonitrile:methanol. The filtrate was concentrated under reduced pressure to yield 4.50 g of crude tert-butyl N′-(3-aminoquinolin-4-yl)hydrazinecarboxylate as a yellow solid.

Provenance & Evidence