Example 284
A mixture of compound 5-(4-(trifluoromethyl)phenyl)quinoline-2-carbonitrile (30.0 mg, 0.10 mmol, 1.0 eq) in cone. HCl (1 mL, 12M) was stirred at 70° C. for 16 hours. LC-MS showed starting material was consumed completely and one main peak with desired MS was detected. The reaction mixture was cooled to 25° C., and then the suspension was filtered to give a residue as a white solid. The residue was purified by prep-HPLC to give the title compound (11.43 mg, 31.8% yield) as a yellow solid. LCMS (ESI): RT=0.887 min, mass calcd. for C17H10F3NO2 417.26, m/z found 418.0 [M+H]+; 1H NMR (400 MHz, DMSO-d6) δ 8.35 (d, J=8.8 Hz, 1H), 8.26 (d, J=8.5 Hz, 1H), 8.12 (d, J=8.8 Hz, 1H), 8.03-7.90 (m, 3H), 7.85-7.72 (m, 3H).