Methanol → Trifluoroacetic acid

Participants

Reaction Steps

Sodium hydroxide (1 M, 0.55 mL, 0.550 mmol) and methanol (1.5 mL) was added to a solution of methyl {4-[5-(3-methyl-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)pyridin-2-yl]-1H-1,2,3-triazol-1-yl}acetate (55.0 mg, 0.094 mmol) in THF (1.5 mL). The mixture was stirred at room temperature for 3 hours and then directly purified by reverse phase HPLC to afford {4-[5-(3-methyl-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)pyridin-2-yl]-1H-1,2,3-triazol-1-yl}acetic acid as a TFA salt. MS APCI C21H17F3N7O2 [M+H]456. found 456. 1H NMR (500 MHz, DMSO-d6) δ 10.28 (s, 1H), 8.85 (d, J=17.2 Hz, 2H), 8.63 (s, 1H), 8.12 (s, 2H), 8.02 (s, 1H), 7.57 (s, 1H), 7.27 (d, J=13.2 Hz, 2H), 5.36 (s, 2H), 2.37 (s, 3H).

Provenance & Evidence