Trifluoroacetic acid → HCID 22614947, compound

Participants

Reaction Steps

To a solution of 10% trifluoroacetic acid in dichloromethane [3-(3-methyl-2-styryl-benzofuran-4-yloxy)-propyl]-pyridin-3-ylmethyl-carbamic acid tert-butyl ester (15 mg) in dichloromethane (1 ml) was added with ice-cooling. After 3 hours, the mixture was quenched with saturated sodium hydrogen carbonate solution and extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (dichloromethane-MeOH) to give a colorless solid (7 mg, 58%). ESI-MS: m/z 399 (MH+); 1H-NMR (CDCl3): δ 2.12 (2H, s), 2.37 (3H, s), 2.94 (2H, t, J=6.9 Hz), 3.91 (2H, s), 4.14 (2H, t, J=5.9 Hz), 6.57 (1H, d, J=7.6 Hz), 7.02-7.28 (5H, m), 7.37 (2H, t, J=7.6 Hz), 7.53 (2H, d, J=7.6 Hz), 7.73 (2H, d, J=7.9 Hz), 8.52 (1H, d, J=4.6 Hz), 8.61 (1H, s).

Provenance & Evidence