Trifluoroacetic acid → HCID 86645579, compound

Participants

Reaction Conditions

Reaction Steps

To (S)-2-(3-(4-methoxybenzyl)-8,9-dihydro-3H-pyrazolo[3,4-c][2,7]naphthyridin-7(6H)-yl)-2-oxo-1-phenylethanaminium 2,2,2-trifluoroacetate (0.109 g, 0.18 mmol) was added trifluoroacetic acid (2 mL). The reaction mixture was heated at 65° C. for 16 hours. On completion of the reaction, toluene (5 mL) was added followed by removal of the solvent under reduced pressure. The mixture was evaporated to dryness in the Genevac and a dark brown solid was obtained. The crude product was purified using reverse phase HPLC to give the pure desired product, (S)-2-(8,9-dihydro-3H-pyrazolo[3,4-c][2,7]naphthyridin-7(6H)-yl)-2-oxo-1-phenylethanaminium 2,2,2-trifluoroacetate as a pale yellow solid (0.082 g, 84%). M.p.>100° C.; 1H NMR (400 MHz, DMSO-d6) δ12.75 (brs, 1H), 8.62 (brs, 2H), 8.39/8.13 (s, 1H, rotamers), 8.08/8.06 (s, 1H, rotamers), 7.56-7.35 (m, 5H), 5.74 (m, 1H), 4.91 (m, 2H), 3.73 (m, 2H), 3.08 (m, 2H); LCMS [M+H]: 308.

Provenance & Evidence