(3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidine → HCID 86673373, compound

Participants

Reaction Steps

To a solution of (trans)-2-(6-(benzyloxy)-4′-(trifluoromethyl)biphenyl-3-yl)-N-(2-chloroethyl)cyclopropanamine (500 mg, 1.12 mmol) in dry DMF (5 mL), (R)-tert-butyl pyrrolidin-3-ylcarbamate (438 mg, 2.3 mmol) was added and stirred at RT for 48 h. After completion, the reaction mixture was poured into ice water (20 mL), extracted with EtOAc (2×20 mL). The combined extracts were washed with water (25 mL), brine, dried over anhydrous Na2SO4, filtered and evaporated. The crude residue was purified by column chromatography (SiO2) using MeOH: CHCl3 (4:96) to get tert-butyl(R)-1-(2-((trans)-2-(6-(benzyloxy)-4′-(trifluoromethyl)biphenyl-3-yl)cyclopropylamino)ethyl)pyrrolidin-3-ylcarbamate (400 mg, 60.6%) as a white solid.

Provenance & Evidence