Trifluoroacetic acid → HCID 178434451, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of N-(3-fluoro-4-(1-(4-methoxybenzyl)-3-methyl-1H-pyrazolo[3,4-b]pyridin-4-yloxy)phenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide (0.045 g, 0.0758 mmol) and TFA (0.58 mL, 7.58 mmol) was placed in a vial and heated at 50° C. for 4 hours. The reaction mixture was concentrated under reduced pressure using toluene to azeotrope. The crude was treated with THF and Et3N and purified by silica gel flash column chromatography (2% MeOH in CH2Cl2) to afford 26.5 mg (74%) of the desired product. LRMS (ESI pos) m/e 474.2 (M+1). 1H-NMR (400 MHz, CD3OD/CDCl3) δ 8.72 (dd, 1H), 8.24 (d, 1H), 7.99 (dd, 1H), 7.92 (dd, 1H), 7.51 (m, 2H), 7.42 (m, 1H), 7.32 (t, 3H), 6.75 (t, 1H), 6.26 (d, 1H), 2.73 (s, 3H); 19F NMR (376 MHz, CD3OD/CDCl3) δ −113.2, −128.8.

Provenance & Evidence