Trifluoroacetic acid → Benzyl 4-(2-chloro-pyridin-3-yl-amino)-piperidine-1-carboxylate

Participants

Reaction Steps

560 mL (7.25 mol) TFA were added dropwise at about 15° C. to 930 g (3.99 mol) of N-benzyloxycarbonyl-4-piperidone and 466 g (3.63 mol) of 2-chloro-3-aminopyridine in 9.5 L of isopropyl acetate. 922 g (4.35 mol) of sodium triacetoxyborohydride were added batchwise. The mixture was stirred until the reaction was complete. At RT the reaction mixture was combined with 860 mL sodium hydroxide solution (2 mol/L). The organic phase was separated off, washed with 5 L water and concentrated by evaporation.

Provenance & Evidence