Sodium Carbonate → [6-Chloro-5-(4-chloro-phenyl)-pyridin-3-yl]-((R)-4-isobutyl-2,2-dimethyl-oxazolidin-3-yl)-methanone

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Reaction Conditions

Reaction Steps

(5-Bromo-6-chloro-pyridin-3-yl)-((R)-4-isobutyl-2,2-dimethyl-oxazolidin-3-yl)-methanone (2.0 g, 5.5 mmol) was dissolved in toluene (10 mL). To this solution was added [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloro-methane complex (226 mg), 4-chlorophenyl-boronic acid (1.34 g, 8.3 mmol), and 2 N sodium carbonate solution (8.3 mL). The whole mixture was heated with stirring at 90° C. for 18 h, cooled to room temperature (RT) and eluted with ethyl acetate over 10 g ChemElut (Varian). The solvent was evaporated and the residue was purified by column chromatography on silica (cyclohexane/ethyl acetate gradient) to yield 0.81 g of the title compound as off-white solid.

Provenance & Evidence