Hydrazine hydrate (1:1) → 1,1-Dimethylethyl 4-({2-amino-4-chloro-5-[(1-methylethyl)oxy]phenyl}amino)-1-piperidinecarboxylate

Participants

Reaction Conditions

Reaction Steps

A solution of 1,1-dimethylethyl 4-({4-chloro-5-[(1-methylethyl)oxy]-2-nitrophenyl}amino)-1-piperidinecarboxylate (D84, 260 mg, 0.63 mmol) in ethanol (40 ml) was treated with Raney Nickel followed by dropwise addition over 10 minutes of a solution of hydrazine hydrate (0.315 ml, 6.3 mmol) in ethanol. The mixture was heated at 45° C. for 1 hr, then the Raney Nickel was filtered off washing with ethanol and the filtrate concentrated under vacuum to afford the title compound as a purple coloured oil (200 mg, 83%).

Provenance & Evidence