Trifluoroacetic acid → HCID 68578141, compound

Participants

Reaction Steps

To a solution of [(2-{4-[5-(2-diethylamino-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-2-ethyl-6-methyl-phenoxy}-ethylcarbamoyl)-methyl]-carbamic acid tert-butyl ester (65 mg, 0.115 mmol) in DCM (30 mL), trifluoroacetic acid (262 mg, 2.29 mmol) is added. The mixture is stirred at rt for 16 h before it is diluted with EA and washed with sat. aq. NaHCO3-solution and brine. The org. extract is dried over Na2SO4, filtered and concentrated. The crude product is purified on prep. TLC plates using DCM containing 10% of 7 N NH3 in methanol to give the title compound (32 mg) as a yellow resin; LC-MS: tR=0.70 min; [M+1]+=467.19; 1H NMR (CDCl3): δ 1.24 (t, J=7.0 Hz, 6H), 1.32 (t, J=7.5 Hz, 3H), 2.01 (s br, 2H), 2.39 (s, 3H), 2.49 (s, 3H), 2.76 (q, J=7.5 Hz, 2H), 3.45 (s, 2H), 3.62 (q, J=7.0 Hz, 4H), 3.73-3.80 (m, 2H), 3.95 (t, J=5.0 Hz, 2H), 7.00 (s, 1H), 7.10 (s, 1H), 7.87 (s, 1H), 7.88 (s, 1H), 7.90 (s br, 1H).

Provenance & Evidence