p-Toluenesulfonic acid monohydrate → HCID 44199442, compound

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A mixture of 6-((5-(1-(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)-1H-pyrazol-4-yl)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)methyl)quinoline (237 mg, 0.520 mmol) and TsOH.H2O (119 mg, 0.624 mmol) in MeOH (15 mL) was stirred for 3 h at room temperature. The solvent was removed under reduced pressure. The crude product was purified by reverse phase HPLC (CH3CN, H2O gradient plus 0.1% AcOH) to afford the title compound, after lyophilization, as a white powder (116 mg, 60%). 1H NMR (300 MHz, DMSO-d6) δ 3.72 (dd, 2H, J=10.8, 5.4 Hz), 4.18 (t, 2H, J=5.4 Hz), 4.90 (t, 1H, J=5.3 Hz), 6.06 (s, 2H), 7.47 (m, 1H), 7.76 (m, 1H), 7.93-7.97 (m, 2H), 8.12 (m, 1H), 8.31 (m, 1H), 8.45 (s, 1H), 8.90 (m, 1H), 9.64 (s, 1H); LCMS (APCI) m/z 373.2 (M+H+).

Provenance & Evidence