Trifluoroacetic acid → HCID 178462544, compound

Participants

Reaction Conditions

Reaction Steps

N-(4-(1-(4-methoxybenzyl)-3-((1-ethylpiperidin-4-yl)methyl)-1H-pyrazolo[3,4-b]pyridin-4-yloxy)-3-fluorophenyl)-4-(4-fluorophenyl)-3-oxo-3,4-dihydropyrazine-2-carboxamide (18 mg, 0.025 mmol) was added to a small round bottom flask and dissolved in excess TFA (d 1.48) (0.2 ml, 2.550 mmol). The mixture was stirred at 70° C. overnight. The solvent was evaporated, and the crude was chromatographed on Si (preparative TLC) 0.5 mm thickness, eluting with 10% MeOH/DCM w/1% NH4OH. Product isolated and determined to by mono-TFA salt by 19F-NMR. Yield 1.4 mg, 8%. 1H NMR (400 MHz, MeOD) δ 8.29 (d, 1H), 8.08 (d, 1H), 7.93 (d, 1H), 7.79 (d, 2H), 7.60 (m, 2H), 7.54 (br d, 1H), 7.41 (t, 1H), 7.35 (t, 2H), 6.33 (d, 1H), 3.10 (d, 2H), 2.75 (br s, 2H), 2.43 (br s, 2H), 2.11 (br m, 1H), 1.88 (d, 2H), 1.55 (m, 2H), 1.19 (t, 3H). LRMS (APCI pos) m/e 586.3 (M+H).

Provenance & Evidence