Trifluoroacetic acid → 2-(4-(3-(6-fluoropyridin-2-yl)-1H-pyrazolo[3,4-c]pyridin-5-yl)-1H-pyrazol-1-yl)acetamide

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Reaction Steps

A mixture of 60 mg (0.142 mmol) of 2-(4-(3-(6-fluoropyridin-2-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-c]pyridin-5-yl)-1H-pyrazol-1-yl)acetamide and 2 ml of trifluoroacetic acid was stirred for 18 hours. The mixture was concentrated in vacuum, the residue stirred with 5 ml of saturated aqueous sodium bicarbonate for 30 min. The precipitate was collected by filtration, washed with water and recrystallized from methanol affording 35 mg (26%) of 178 over 4 steps. ESI MS m/z 338.0 (M+1). 1H NMR (400 MHz, DMSO): 14.02 (s, 1H), 9.10 (s, 1H), 8.46 (s, 1H), 8.28 (s, 1H), 8.17-8.09 (m, 2H), 7.99 (s, 1H), 7.51 (s, 1H), 7.28 (s, 1H), 7.20 (dt, J=5.4, 2.7 Hz, 1H), 4.84 (s, 2H)

Provenance & Evidence