Hydrochloric Acid → 6-(6-methylpyrazin-2-yl)-1-(6-(piperazin-1-yl)pyridin-2-yl)-1H-pyrazolo[4,3-c]pyridine

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A solution of tert-butyl 4-[6-[6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]piperazine-1-carboxylate (60 mg, 0.1270 mmol) in 1,4-dioxane; 1.0 mL and hydrogen chloride (4 mol/L) in 1,4-dioxane (2.0 mL, 8.0 mmol) was stirred at RT 18 h. The reaction was concentrated and submitted for reverse phase HPLC to give 123 (26 mg) in 32% yield. MS (ESI) m/z: 373.2. 1H NMR (400 MHz, DMSO) δ 9.59 (s, 1H), 9.46 (s, 1H), 9.31 (s, 1H), 8.66 (s, 1H), 8.62 (s, 1H), 7.77 (t, J=8.1 Hz, 1H), 7.27 (d, J=7.7 Hz, 1H), 6.80 (d, J=8.4 Hz, 1H), 3.67-3.60 (m, 4H), 2.96-2.89 (m, 4H), 2.63 (s, 3H).

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