Trifluoroacetic acid → HCID 86635697, compound

Participants

Reaction Steps

To a 250 mL round-bottomed flask containing 1,1-dimethylethyl((2S)-2-((((1,1-dimethylethyl)oxy)carbonyl)-amino)-3-(4-(trifluoromethyl)phenyl)propyl)(2-(6-isoquinolinyl)-1,3-thiazol-5-yl)carbamate (8.9 mg, 0.014 mmol) was added TFA (1 mL). The mixture was stirred at room temperature 1 hour and evaporated. The crude product was purified by reverse-phase preparative HPLC using a Phenomenex Gemini column, 10 micron, C18, 110 Å, 150×30 mm, 0.1% TFA in CH3CN/H2O, gradient 5% to 100% over 15 minutes, to provide the product (4.9 mg, 64% yield) as a brown oil. 1H NMR (400 MHz, CD3OD) δ ppm 3.11-3.20 (m, 2H), 3.43-3.51 (m, 2H), 3.77-3.84 (m, 1H), 7.12 (s, 1H), 7.55 (d, J=8.02 Hz, 2H), 7.71 (d, J=8.22 Hz, 2H), 8.37 (d, J=6.65 Hz, 1H), 8.43 (s, 3H), 8.49 (d, J=6.65 Hz, 1H), 9.59 (s, 1H). HRMS Theoretical (M+H) 429.13553, found 429.13603.

Provenance & Evidence