Trifluoroacetic acid → HCID 86644910, compound

Participants

Reaction Steps

To a solution of 1,1-dimethylethyl (2S)-2-{[(2-{[({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)amino]carbonyl}-1H-indol-5-yl)amino]carbonyl}-1-piperidinecarboxylate (0.025 g, 0.036 mmol) in dichloromethane (1 mL) was added trifluoroacetic acid (0.5 mL, 6.49 mmol). The mixture was stirred at room temperature for 1 hr. The solvent was evaporated and the residue was purified by reverse phase HPLC (acetonitrile:water with 0.1% TFA) to give the title compound (0.012 g, 47%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.63 (br. s., 1H), 10.29 (s, 1H), 8.94-9.03 (m, 1H), 8.82-8.94 (m, 1H), 8.62-8.79 (m, 1H), 7.90 (s, 1H), 7.78 (s, 1H), 7.41-7.52 (m, 2H), 7.30-7.41 (m, 1H), 7.24 (d, 1H), 7.11 (s, 1H), 4.53 (d, 2H), 3.74-3.88 (m, 1H), 3.16-3.31 (m, 1H), 2.85-3.02 (m, 1H), 2.10-2.24 (m, 1H), 1.74-1.88 (m, 1H), 1.41-1.75 (m, 4H). ES MS: m/z 580 (M+1).

Provenance & Evidence