Methanol → Trifluoroacetic acid

Participants

Reaction Conditions

Reaction Steps

1 M NaOH (0.230 mL, 0.230 mmol) and MeOH (0.400 mL) were added to a solution of ethyl 2,2-dimethyl-3-[5-(3-methyl-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)pyridin-2-yl]propanoate (20.7 mg, 0.045 mmol) in THF (0.50 mL) and the reaction mixture was heated to 50° C. for 2 hours. The reaction was cooled to room temperature, concentrated under reduced pressure and the residue was directly purified by reverse phase HPLC to afford 2,2-dimethyl-3-[5-(3-methyl-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)pyridin-2-yl]propanic acid as a TFA salt. C22H22F3N4O2 [M+H]+ 431. found 431. 1H NMR (500 MHz, DMSO-d6) δ 10.28 (s, 1H), 8.83 (d, J=4.9 Hz, 1H), 8.79 (s, 1H), 8.17-8.04 (m, 1H), 7.95 (s, 1H), 7.57 (s, 1H), 7.44 (d, 1H), 7.27 (d, J=4.9 Hz, 1H), 7.22 (s, 1H), 3.05 (s, 2H), 2.36 (s, 3H), 1.14 (s, 6H).

Provenance & Evidence