Pyrrolidine → 1-(4-Pyrrolidin-1-yl-phenyl)-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-(4-bromo-phenyl)-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester (Intermediate I, 200 mg, 0.592 mmol) in anhydrous toluene (15 mL) were added Pd2(dba)3 (1.35 mg, 0.002 mmol), BINAP (2.76 mg, 0.004 mmol), sodium tert-butoxide (68.20 mg, 0.710 mmol) and pyrrolidine (0.05 mL, 0.651 mmol) at r.t. and reaction mixture was stirred for 8 h at 80° C. Reaction mixture was then concentrated and the crude product was purified by column chromatography (silica gel, 0.4:9.6 EtOAc:Pet. ether) to afford the title compound as viscous liquid (140 mg, 72%).

Provenance & Evidence