1,4-Dioxane → (5S)-5-amino-1-[3-methyl-6-[6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]piperidin-2-one

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Reaction Steps

A solution of tert-butyl N-[(3S)-1-[3-methyl-6-[6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]-6-oxo-3-piperidyl]carbamate (63 mg, 0.12 mmol) in hydrogen chloride (4 mol/l) in 1,4-dioxane (2.0 ml, 8.0 mmol) and 1,4-dioxane 2.0 mL was stirred at RT 18 h. The reaction was concentrated in vacuum. The crude product was submitted for reverse phase HPLC to give 221 15 mg 29% yield. MS (ESI) m/z: 415.1. 1H NMR (400 MHz, DMSO) δ 9.61 (s, 1H), 9.48 (s, 1H), 9.35 (s, 1H), 8.73 (s, 1H), 8.64 (s, 1H), 7.98 (d, J=8.2 Hz, 1H), 7.93 (d, J=8.3 Hz, 1H), 4.27 (s, 1H), 3.86 (s, 1H), 3.59 (d, J=33.7 Hz, 1H), 3.40 (s, 1H), 2.68 (t, J=18.2 Hz, 3H), 2.20 (d, J=13.0 Hz, 3H), 2.10 (s, 1H), 1.85 (s, 2H).

Provenance & Evidence