tert-butyl N-[(3S)-1-[3-fluoro-6-[6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]-3-piperidyl]carbamate → (S)-1-(3-fluoro-6-(6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)piperidin-3-amine

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Reaction Steps

A mixture of tert-butyl N-[(3S)-1-[3-fluoro-6-[6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]-3-piperidyl]carbamate (0.1345 mmol; 113.1 mg) in TFA (1 mL) and dichloromethane (4 mL) was stirred at room temperature overnight. The mixture was concentrated and the residue was purified by reverse phase HPLC to afford 215 as an off-white solid (42.7 mg, 77%). 1H NMR (400 MHz, DMSO) δ 9.58-9.55 (s, 1H), 9.47-9.43 (s, 1H), 9.33-9.30 (s, 1H), 8.69-8.65 (s, 1H), 8.64-8.62 (s, 1H), 8.35-8.30 (s, 1H), 7.79-7.72 (dd, J=12.7, 8.5 Hz, 1H), 7.42-7.38 (dd, J=8.4, 2.0 Hz, 1H), 4.05-3.97 (d, J=8.5 Hz, 2H), 3.29-3.26 (d, J=10.8 Hz, 1H), 3.02-2.95 (m, 2H), 2.66-2.60 (s, 3H), 2.00-1.87 (t, J=14.1 Hz, 2H), 1.80-1.67 (m, 1H), 1.47-1.37 (d, J=10.5 Hz, 1H); MS (ESI) m/z: 405.1 [M+H]+

Provenance & Evidence