1,4-Dioxane → 5-[1-(6-Piperazin-1-yl-2-pyridyl)pyrazolo[4,3-c]pyridin-6-yl]thiazole

Participants

Reaction Steps

A mixture of tert-butyl 4-[6-(6-thiazol-5-ylpyrazolo[4,3-c]pyridin-1-yl)-2-pyridyl]piperazine-1-carboxylate in hydrogen chloride (4 mol/l) in dioxane (1.5 mL, 6.0 mmol) and dioxane 1.0 mL was stirred at RT 14 h. The reaction was concentrated. The crude product was submitted for reverse phase HPLC to give 109 (44 mg) in 72% yield. MS (ESI) m/z: 364.1. 1H NMR (400 MHz, DMSO) δ 9.20 (d, J=8.2 Hz, 2H), 8.94 (s, 1H), 8.64-8.59 (m, 1H), 8.43 (s, 1H), 7.77 (t, J=8.1 Hz, 1H), 7.23 (d, J=7.7 Hz, 1H), 6.81 (d, J=8.4 Hz, 1H), 3.65-3.57 (m, 4H), 2.96-2.88 (m, 4H)

Provenance & Evidence