p-Toluenesulfonic acid → HCID 178440663, compound

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Reaction Steps

To a solution of 1-(3-tert-butyl-1H-pyrazol-5-yl)-N-[3-(tetrahydro-2H-pyran-2-yloxy)propyl]-7-(trifluoromethyl)imidazo[1,2-a]quinoxalin-4-amine (11 mg, 0.021 mmol) in methanol (0.2 mL) cooled at 0° C. was added para-toluenesulfonic acid (9 mg, 0.047 mmol). The mixture was stirred at room temperature under argon for 5 h and then concentrated in vacuo. The residue is diluted in ethyl acetate and water. The aqueous layer is basified to pH 8 with a saturated aqueous solution of sodium hydrogenocarbonate and extracted twice with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered and evaporated. The crude product was purified by preparative TLC (silica gel, dichloromethane/methanol 20/1) to afford the title compound (7 mg, 78%) as a colourless gum.

Provenance & Evidence