Toluene → HCID 68964078, compound

Participants

Reaction Steps

To toluene 3.0 mL solution of tert-butyl 2-(4-fluoroanilino)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate 0.15 g were added ethanol 0.90 mL, water 0.45 mL, 4-bromobenzenesulfonamide 85 mg, sodium hydrogen carbonate 0.10 g and tetrakis(triphenylphosphine)palladium(0) 21 mg at room temperature, and it was heated and refluxed under nitrogen atmosphere for 2 hours. After the reaction mixture was cooled to room temperature, and ethyl acetate and water were added to it. The organic layer was separated and collected,dried over anhydrous magnesium sulfate after sequential washing with 10% citric acid aqueous solution and saturated sodium chloride aqueous solution, and the solvent was removed under reduced pressure. The obtained residue was refined by silica gel column chromatography [Trikonex company, Flash Tube 2008, eluent; hexane:ethyl acetate=2:1] to give tert-butyl 4-(4-(aminosulfonyl)phenyl)-2-(4-fluoroanilino)benzoate.

Provenance & Evidence