Trifluoroacetic acid → (1R)-1-(4-Methyl-1-phenyl-1H-benzimidazol-2-yl)ethan-1-amine

Participants

Reaction Steps

To a solution of [(R)-1-(4-methyl-1-phenyl-1H-benzoimidazol-2-yl)ethyl]carbamic acid tertbutyl ester (404 mg, 1.15 mmol) in DCM (5 mL) was added TFA (1 mL) and the mixture was stirred at RT for 3 h. Additional TFA (0.5 mL) was added and stirring was continued for 30 min. Volatiles were then removed under reduced pressure and the residue was dissolved in a small amount of DCM and loaded onto an SCX-2 cartridge. The cartridge was initially washed with 10% MeOH in DCM and the product was eluted with 2M NH3/MeOH affording (R)-1-(4-Methyl-1-phenyl-1H-benzoimidazol-2-yl)ethylamine as a brown solid (273 mg, 94%). LCMS: RT 2.14 [M-NH2]+ 235.1

Provenance & Evidence