Tert-butyl 4-(2-(4-amino-3-nitrophenoxy)ethyl)piperazine-1-carboxylate → Tert-butyl 4-(2-(3,4-diaminophenoxy)ethyl)piperazine-1-carboxylate

Participants

Reaction Steps

A hydrogenation vessel was charged with tert-butyl 4-(2-(4-amino-3-nitrophenoxy)ethyl)piperazine-1-carboxylate (1.74 g, 4.76 mmol), ethanol (100 mL) and 10% palladium on charcoal (w/w 50% water) (1 g). The reaction vessel was shaken on a Parr Hydrogenation under an atmosphere of hydrogen gas (40 psi). The reaction was completed in 2 hours as determined by LCMS. The reaction mixture was filtered through a plug of Celite and washed with methanol. The filtered was evaporated under pressure to give 1.53 g of tert-butyl 4-(2-(3,4-diaminophenoxy)ethyl)piperazine-1-carboxylate (95% yield) and was used in the next step without any further purification. MS (EI): 337 (MH+).

Provenance & Evidence