Trifluoroacetic acid → HCID 178513585, compound

Participants

Reaction Steps

To an ice-cold solution of 2-{2-[4-(5-carbamoyl-1H-benzoimidazol-2-yl)-phenoxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester (0.65 g, 1.4 mmol) in CH2Cl2 (15 mL) was slowly added TFA (3.8 mL). The solution was stirred and gradually warmed to rt over 2 h. All solvent was removed via toluene azeotrope to provide the 0.68 g (100%) of the product as a yellow solid. HPLC (Method C): Rt=3.87. MS (ESI+): mass calcd. for C21H24N4O2, 364.19; m/z found, 365.1 [M+H]+. 1H NMR (400 MHz, CD3OD): 6.20 (s, 1H), 8.05 (d, J=8.7 Hz, 2H), 7.79 (d, J=10.7 Hz, 1H), 7.73 (d, J=10.7 Hz, 1H), 7.20 (d, J=8.7 Hz, 2H), 4.23-4.19 (m, 2H), 3.31-3.28 (m, 2H), 3:03-2.89 (m, 1H), 2.17-2.11 (m, 1H), 2.10-1.98 (m, 2H), 1.83-1.76 (m, 2H), 1.64-1.44 (m, 3H).

Provenance & Evidence