Benzylamine → Methyl 4-(benzylamino)-2-(4-fluoroanilino)benzoate

Participants

Reaction Conditions

Reaction Steps

To toluene 3.0 mL solution of methyl 2-(4-fluoroanilino)-4-iodobenzoate 0.30 g were added benzylamine 0.13 mL, rac-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl 0.050 g, tris(dibenzylideneacetone)dipalladium(0) 0.022 g and sodium tert-butoxide 0.093 g at room temperature, and it was stirred under nitrogen atmosphere at 80° C. for 1 hour. After the reaction mixture was cooled to room temperature, acetic acid 1.0 mL was added to it, and the solvent was removed under reduced pressure. The obtained residue was refined by silica gel column chromatography [eluent; hexane:ethyl acetate=5:1] to give methyl 4-(benzylamino)-2-(4-fluoroanilino)benzoate 0.24 g of brown oil.

Provenance & Evidence