Ammonium Chloride → Tert-butyl-4-(4-(((4-amino-2-chloro-5-methoxyphenethyl)(tert-butoxycarbonyl)amino)methyl)phenyl)piperazine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

To a solution of tert-butyl 4-(4-((tert-butoxycarbonyl (2-chloro-5-methoxy-4-nitrophenethyl)amino)methyl)phenyl)piperazine-1-carboxylate (0.480 g, 0.793 mmol) in methanol (15 mL), a saturated solution of NH4Cl (10 mL) and zinc powder (0.257 g, 3.96 mmol) were added at room temperature and the reaction stirred at 70-80° C. for 1 hour. The mixture was allowed to cool to room temperature and filtered through a celite pad. Water (40 mL) was added to the filtrate and the mixture extracted with EtOAc (2×30 mL). The combined organic extracts were washed with brine (10 mL), dried (Na2SO4) and concentrated under reduced pressure to give the title compound (0.440 g, 97%).

Provenance & Evidence