Potassium Carbonate → HCID 67134953, compound

Participants

Reaction Steps

Into a round bottom flask, {3-[(5-cyano-1H-pyrrolo[2,3-b]pyridin-3-yl)-hydroxy-methyl]-2,4-difluoro-phenyl}-carbamic acid benzyl ester (26, 3.79 g, 8.72 mmol), 20.00 mL of anhydrous tetrahydrofuran and Dess-Martin periodinane (4.44 g, 10.47 mmol) were added. The reaction mixture was stirred at room temperature for 1 hour, then poured into a mixture of 100 mL of 1 M potassium carbonate and 100 mL of 1 M sodium thiosulfate and extracted with 3×150 mL of ethyl acetate. The organic layers were combined and dried over magnesium sulfate, filtered and the filtrate concentrated under vacuum. The residue was slurried in ether, filtered and the solids collected and dried to give the desired compound (27, 2.97 g, 79%).

Provenance & Evidence