(Bis(2-methoxyethyl)amino)sulfur trifluoride → 5-(2-Fluoro-4-methanesulfonyl-phenyl)-2-[1-(2-fluoro-2-methyl-propyl)-piperidin-4-yl]-furo[2,3-c]pyridine

Participants

Reaction Steps

Bis(2-methoxyethyl)aminosulfur trifluoride (50% in toluene; 0.27 mL) is added to a solution of 5-(2-fluoro-4-methanesulfonyl-phenyl)-2-[1-(2-hydroxy-2-methyl-propyl)-piperidin-4-yl]-furo[2,3-c]pyridine (0.19 g) in dichloromethane (3 mL) chilled in an ice bath. The solution is stirred at room temperature overnight. The solution is diluted with dichloromethane and little methanol and washed with aqueous NaHCO3 solution. The solution is dried (Na2SO4) and concentrated. The residue is chromatographed on silica gel (cyclohexane/ethyl acetate 1:1→1:2) to give the title compound. LC (method 4): tR=1.09 min; Mass spectrum (ESI+): m/z=449 [M+H]+.

Provenance & Evidence