Sodium Carbonate → 4-[5-(4-Methanesulfonylphenyl)furo[2,3-c]pyridin-2-yl]piperidine-1-carboxylic acid tert-butyl ester

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-(5-chloro-furo[2,3-c]pyridin-2-yl)-piperidine-1-carboxylic acid tert-butyl ester (390 mg), 4-(methanesulfonyl)phenyl boronic acid (350 mg), aqueous Na2CO3 solution (2 M; 1.50 mL), and dioxane (10 mL) is sparged with argon for 10 min and Pd(PPh3)4 (100 mg) is added. The resulting mixture is heated to 170° C. in a microwave oven until the conversion is complete. The reaction mixture is concentrated in vacuo, diluted with water and extracted with ethyl acetate. The organic phase is washed with brine, dried over MgSO4, and the solvent is evaporated. The residue is chromatographed on silica gel (cyclohexane/ethyl acetate 60:40→40:60) to give the title compound. LC (method 5): tR=1.32 min; Mass spectrum (ESI+): m/z=457 [M+H]+.

Provenance & Evidence