Trifluoroacetic acid → HCID 131734336, compound

Participants

Reaction Steps

To a solution of 6-{[5-({(1R,2S)-2-[(tert-butoxycarbonyl)amino]cyclohexyl}amino)-2-carbamoylpyridin-3-yl]amino}-2-methylpyridine-3-carboxylic acid (49 mg, 0.10 mmol) in dichloromethane (1 mL) was added TFA (0.12 mL, 1.5 mmol), and the reaction mixture was stirred for 1 hour at room temperature. The reaction mixture was concentrated under reduced pressure. The residue was purified by reverse phase HPLC (acetonitrile/water with 0.1% TFA, linear gradient) to afford 6-[(5-{[(1R,2S)-2-aminocyclohexyl]amino}-2-carbamoylpyridin-3-yl)amino]-2-methylpyridine-3-carboxylic acid TFA salt. MS ESI calc'd. for C19H25N6O3 [M+H]+ 385. found 385. 1H NMR (500 MHz, DMSO-d6) δ 12.73 (s, 1H), 12.22 (s, 1H), 8.67 (s, 1H), 8.05 (d, J=8.6 Hz, 1H), 8.01 (s, 1H), 7.85 (s, 3H), 7.76 (s, 1H), 7.48 (s, 1H), 6.73 (d, J=8.6 Hz, 1H), 6.45 (d, J=7.8 Hz, 1H), 3.93-3.77 (m, 1H), 3.64-3.49 (m, 1H), 2.72 (s, 3H), 1.94-1.79 (m, 2H), 1.79-1.70 (m, 1H), 1.71-1.50 (m, 3H), 1.51-1.36 (m, 2H).

Provenance & Evidence