Cesium carbonate → Methyl 4'-[2-[benzyl(tert-butoxycarbonyl)amino]ethyl]-3-nitro-4-biphenylcarboxylate

Participants

Reaction Conditions

Reaction Steps

To a solution of methyl 4-chloro-2-nitrobenzoate (3.81 g) and [4-[2-[benzyl(tert-butoxycarbonyl)amino]ethyl]-phenyl]boronic acid (6.91 g) in 1,4-dioxane (76 ml) were added cesium carbonate (8.64 g), potassium fluoride (3.08 g), tri-tert-butylphosphine (1.1 ml) and tris(dibenzylideneacetone)dipalladium(0) (1.62 g) under nitrogen at room temperature and then stirred at 80° C. for 3 hours. The mixture was diluted with ethyl acetate, filtrated through silica gel pad and evaporated. The residue was purified by column chromatography on silica gel (hexane/ethyl acetate=3/1) to give methyl 4′-[2-[benzyl(tert-butoxycarbonyl)amino]ethyl]-3-nitro-4-biphenylcarboxylate (3.41 g).

Provenance & Evidence