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

Participants

Reaction Conditions

Reaction Steps

1,1-Dimethylethyl 4-{[5-methyl-2-nitro-4-(trifluoromethyl)phenyl]amino}-1-piperidine-carboxylate (D57) (3.17 mmol, 1.29 g) was dissolved in ethanol (20 ml) and an aqueous suspension of Raney-Nickel (3 ml) was added at room temperature; the mixture was heated to 40-50° C. and hydrazine monohydrate (15 eq., 48 mmol, 1.5 ml) was added over 20-30 min. The reaction mixture was then cooled to room temperature, filtered through celite and the solvent was evaporated to yield the title compound, 1.1 g, 92%, M+-Boc+H=274.

Provenance & Evidence