Trifluoroacetic acid → HCID 68157781, compound

Participants

Reaction Steps

[(S)-1-[1-Cyclohexyl-6-fluoro-1H-benzoimidazol-2-yl)ethyl]carbamic acid tert-butyl ester (0.55 g, 1.52 mmol) was dissolved in DCM (10 mL) and TFA (4 mL) added. The reaction mixture was stirred at RT for 30 minutes. The resultant mixture was concentrated in vacuo and the residue was dissolved in DCM (40 mL) and stirred vigorously with saturated aqueous NaHCO3 for 10 minutes. The layers were separated and the organic fraction was washed with brine (20 mL), dried (MgSO4), filtered and concentrated in vacuo to afford the title compound as a dark yellow gum which solidified on standing (0.41 g, 100%). 1H NMR (CDCl3, 400 MHz): δ 7.63 (1H, s), 7.22 (1H, s), 7.01-6.89 (1H, m), 4.43-4.21 (2H, m), 2.29-2.09 (2H, m), 2.06-1.66 (5H, m), 1.57 (3H, s), 1.51-1.23 (3H, m)

Provenance & Evidence