Benzylamine → tert-Butyl cis(+/-)-4-(benzylamino)-3-(2-fluoroethoxy)piperidine-1-carboxylate

Participants

Reaction Steps

The same operation as in Example (90c) was performed using tert-butyl 3-(2-fluoroethoxy)-4-oxopiperidine-1-carboxylate obtained in Example (123b) (5.4 g, 20.6 mmol), benzylamine (2.68 g, 25 mmol), sodium (triacetoxy)borohydride (7.41 g, 35 mmol) and 1,2-dichloroethane (50 mL). The resulting residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=4/1, 1/1, 1/3, 0/1) to obtain 5.6 g of the title compound as a colorless solid (77%).

Provenance & Evidence