8-{[(3-Nitroquinolin-4-yl)amino]methyl}-1,4-dioxaspiro[4.5]decan-8-ol → 8-{[(3-Aminoquinolin-4-yl)amino]methyl}-1,4-dioxaspiro[4,5]decan-8-ol

Participants

Reaction Steps

A mixture of 8-{[(3-nitroquinolin-4-yl)amino]methyl}-1,4-dioxaspiro[4.5]decan-8-ol (12.0 g, 33.4 mmol) and 5% platinum on carbon (1.2 g) in acetonitrile (120 mL) was hydrogenated at 50 psi (3.5×105 Pa) for 4 hours (h) on a Parr apparatus. The reaction mixture was filtered through CELITE filter agent with dichloromethane and ethanol. The filtrate was concentrated to give 8-{[(3-aminoquinolin-4-yl)amino]methyl}-1,4-dioxaspiro[4.5]decan-8-ol as a orange solid (10.9 g, 99%).

Provenance & Evidence