Methanol → Trifluoroacetic acid

Participants

Reaction Steps

Sodium hydroxide (1 M, 0.65 mL) and methanol (0.800 mL) were added to a solution of 5-(3-methyl-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)pyridine-2-carbaldehyde (60.0 mg, 0.130 mmol) in THF (1.00 mL) and the mixture was stirred at room temperature for 2 hours. The mixture was directly purified on reverse phase HPLC to afford 3-hydroxy-2,2-dimethyl-3-[5-(3-methyl-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)pyridin-2-yl]propanoic acid as a TFA salt. MS APCI C22H22F3N4O3 [M+H]447. found 447. 1H NMR (500 MHz, DMSO-d6) δ 10.29 (s, 1H), 8.83 (d, J=5.2 Hz, 1H), 8.75 (d, J=2.6 Hz, 1H), 8.21 (d, J=7.5 Hz, 1H), 7.97 (s, 1H), 7.69 (d, J=8.0 Hz, 1H), 7.58 (s, 1H), 7.27 (d, J=5.1 Hz, 1H), 7.24 (s, 1H), 5.01 (s, 1H), 2.36 (s, 3H), 1.05 (s, 3H), 0.99 (s, 3H).

Provenance & Evidence