Piperidine → HCID 66990853, compound

Participants

Reaction Steps

Piperidine (0.012 mL), cesium carbonate (0.054 g), tris(dibenzylideneacetone)dipalladium(0) (2.3 mg), 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (5.9 mg), and palladium(II) acetate (1.1 mg) were added to a toluene (2.0 mL) solution of methyl 2-(2-(benzyloxy)-5-bromobenzamido)-5-methoxy-4-phenylbenzoate (0.045 g), followed by heating to reflux under a nitrogen atmosphere for 2 hours and 20 minutes. The reaction mixture was cooled to room temperature, and ethyl acetate and water were added thereto. The organic layer was separated, washed with a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 95-85% hexane/ethyl acetate] to obtain 0.034 g of methyl 2-(2-(benzyloxy)-5-(piperidin-1-yl)benzamido)-5-methoxy-4-phenylbenzoate as a yellow solid.

Provenance & Evidence