Methanol → HCID 86716146, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (4-chloro-3-phenyl-2-(trifluoromethyl)quinolin-6-yl)(1-methyl-1H-imidazol-5-yl)(6-(trifluoromethyl)pyridin-3-yl)methanol•TFA (78 mg, 0.099 mmol, Example 172) and 0.5 M NaOMe in MeOH (0.46 mL, 0.23 mmol) in a sealed tube was heated at 70° C. for 7 hours. More 0.5 M NaOMe in MeOH (0.33 mL, 0.17 mmol) was added and the mixture was heated at the same temperature for another hour. The solvent was evaporated, and DMSO was added. After filtering through a syringe filter, the filtrate was purified by reverse phase HPLC (water/acetonitrile/0.1% TFA) to give the title compound as a white solid. 1H NMR (400 MHz, MeOD-d4) δ 9.07 (s, 1H), 8.86 (d, J=2.02 Hz, 1H), 8.34 (d, J=2.53 Hz, 1H), 8.27 (d, J=8.59 Hz, 1H), 8.13 (dd, J=2.02, 8.08 Hz, 1H), 7.84-7.95 (m, 2H), 7.46-7.56 (m, 3H), 7.35-7.45 (m, 2H), 7.15 (s, 1H), 3.72 (s, 3H), 3.55 (s, 3H); MS m/e 559.2 [M+H]+.

Provenance & Evidence