HCID 71253722, compound → HCID 71254180, compound

Participants

Reaction Steps

A mixture of 35 mg (0.10 mmol) of 3-cyclopentenyl-5-(pyridin-3-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-c]pyridine in 4 ml of trifluoroacetic acid was stirred for 6 hours. The mixture was concentrated in vacuum, the residue partitioned between saturated aqueous solution of NaHCO3 and ethyl acetate. The organic extracts were washed with water, brine, dried over MgSO4 and concentrated. The residue was purified via reverse phase HPLC using a gradient of MeOH in water with 0.1% NH4OH to afford 10 mg (38%) of 225. ESI MS m/z 263.0 (M+1). 1H NMR (400 MHz, DMSO): 13.59 (s, 1H), 9.39 (s, 1H), 9.14 (s, 1H), 8.53-8.600 (m, 3H), 7.50 (dd, J=7.9, 4.8 Hz, 1H), 6.88 (s, 1H), 2.91 (t, J=6.6 Hz, 2H), 2.64 (s, 2H), 2.04-1.94 (m, 2H)

Provenance & Evidence