tert-butyl 3-{[3-(3-chloro-5-cyanophenoxy)-2-oxo-4-(trifluoromethyl)pyridin-1(2H)-yl]methyl}-1H-pyrazolo[3,4-b]pyridine-1-carboxylate → HCID 178509917, compound

Participants

Reaction Steps

To a round bottom flask charged with tert-butyl 3-{[3-(3-chloro-5-cyanophenoxy)-2-oxo-4-(trifluoromethyl)pyridin-1(2H)-yl]methyl}-1H-pyrazolo[3,4-b]pyridine-1-carboxylate (0.940 g, 1.72 mmol) was added TFA (50 mL). After 30 minutes, the reaction mixture was concentrated under reduced pressure. The residue was dissolved in hot acetonitrile (500 mL), hot filtered and allowed to cool to room temperature. After 1 day, the crystallized solids were filtered to yield the title compound as a white solid. 1H NMR (DMSO-d6) δ 13.65 (s, 1H), 8.52 (d, J=4.5 Hz, 1H), 8.15 (d, J=8.1 Hz, 1H), 8.05 (d, J=7.2 Hz, 1H), 7.76-7.73 (m, 1H), 7.58-7.54 (m, 1H), 7.51-7.48 (m, 1H), 7.18 (dd, J=8.1 Hz, J=4.5 Hz, 1H), 6.63 (d, J=7.3 Hz, 1H), 5.53 (s, 2H). HRMS (M+1)=446.0626.

Provenance & Evidence