Hydrochloric Acid → HCID 66709746, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 2-(4-hydroxy-2,6-dimethylphenyl)hexahydro-4,7-ethanoindene-1,3-dione (0.40 g, 0.0013 mol), 5-chloro-2,3-difluoropyridine (0.20 g, 0.0013 mol) and potassium carbonate (0.40 g, 0.0029 mol) is added N,N-dimethylaminopyridine (10 ml), and the reaction mixture is then heated at 140° C. for 40 minutes under microwave irradiation. After cooling to room temperature 2M aqueous hydrochloric acid is added, and the crude product is extracted with ethyl acetate. The organic phase is separated, washed with distilled water, then dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue is then purified by preparative reverse phase HPLC to afford 2-[4-(5-chloro-3-fluoropyridin-2-yloxy)-2,6-dimethylphenyl]hexahydro-4,7-ethanoindene-1,3-dione as a cream solid.

Provenance & Evidence