Hydrazine hydrate (1:1) → 1,1-Dimethylethyl 4-[(2-amino-4-chloro-5-methoxyphenyl)amino]-1-piperidinecarboxylate

1,1-Dimethylethyl 4-[(5-methoxy-4-chloro-2-nitrophenyl)amino]-piperidinecarboxylate (D47) (400 mg) was dissolved in ethanol (10 ml) and Raney nickel (50% aqueous suspension, 1.0 ml) was added at room temperature; the mixture was heated to 40° C. and hydrazine monohydrate (0.5 ml) was added over 30 min. After 30 min more, the reaction mixture was cooled to room temperature, filtered through Celite evaporated and chromatographed on silica gel eluting with ethyl acetate-hexane mixtures to yield the title compound, 300 mg.

1. temperaturethe reaction mixture was cooled to room temperature
2. filtrationfiltered through Celite
3. customevaporated
4. customchromatographed on silica gel eluting with ethyl acetate-hexane mixtures

ORD record

ord-757b8a5e1d1d488b936178e4f44e59fa

Source dataset

uspto-grants-2012_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08288412B2