p-Toluenesulfonic acid → HCID 59333289, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-{[1-ethynyl-7-(trifluoromethyl)imidazo[1,2-a]quinoxalin-4-yl]amino}propan-1-ol as prepared in example 30 (334 mg, 1.0 mmol) in anhydrous dichloromethane (10 mL) cooled at 0° C., were added 3,4-dihydro-2H-pyran (109 μL, 1.2 mmol) and para-toluenesulfonic acid (19 mg, 0.1 mmol). The mixture was stirred at room temperature overnight and then poured onto a saturated aqueous solution of sodium hydrogenocarbonate and extracted twice with dichloromethane. The combined organic layers were washed with water and brine, dried over sodium sulfate, filtered and evaporated. The crude product was purified by flash chromatography (silica gel, dichloromethane/methanol 20/1) to afford the title compound (302 mg, 72%) as a white solid.

Provenance & Evidence