Toluene → 4-(5-Chloro-2,3-dihydrofuro[2,3-c]pyridin-2-yl)piperidine-1-carboxylic acid tert-butyl ester

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-[2-(5-bromo-2-chloro-pyridin-4-yl)-1-hydroxy-ethyl]-piperidine-1-carboxylic acid tert-butyl ester (11.60 g), palladium acetate (0.50 g), racemic 2-(di-tert-butylphosphino)-1,1′-binapthyl (1.00 g), cesium carbonate (14.00 g), and toluene (150 mL) is stirred at 110° C. under argon atmosphere for 5 h. After cooling to room temperature, ethyl acetate and water are added. The organic phase is separated, washed with brine, dried (MgSO4), and concentrated. The residue is chromatographed on silica gel (cyclohexane/ethyl acetate 70:30→50:50) to give the title compound. Mass spectrum (ESI+): m/z=339/341 (Cl) [M+H]+.

Provenance & Evidence