HCID 53853654, compound → HCID 22615093, compound

Participants

Reaction Steps

{3-[2-(2-Methoxy-phenyl)-3-methyl-benzofuran-4-yloxy]-propyl}-pyridin-3-ylmethyl-carbamic acid tert-butyl ester (24 mg) was treated in 10% trifluoroacetic acid in dichloromethane at room temperature for 18 hours. The mixture was washed with saturated sodium bicarbonate solution and the organic layer was washed with brine and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure, the residue was purified by silica gel TLC (dichloromethane-methanol=10:1) to give a pale yellow oil (17 mg, 88%). FAB-MS: m/z 402 (MH+); 1H-NMR (CDCl3) δ: 2.07 (2H, tt, J=6.6 Hz, 5.9 Hz), 2.28 (3H, s), 2.90 (2H, t, 6.6 Hz), 3.84 (3H, s), 3.85 (2H, s), 4.17 (2H, t, J=5.9 Hz), 6.61 (1H, d, J=7.6 Hz), 6.95-7.23 (5H, m), 7.40 (1H, dt, J=7.6 Hz, 1.7 Hz), 7.46 (1H, dd, J=7.6, 1.7 Hz), 7.67 (1H, d, J=7.4 Hz), 8.48 (1H, d, J=3.0 Hz), 8.56 (1H, s).

Provenance & Evidence