4-Chloro-3-fluorophenylboronic Acid → N-(2,4'-dichloro-3'-fluorobiphenyl-4-yl)methanesulfonamide

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Reaction Steps

N-(4-bromo-3-chlorophenyl)methanesulfonamide (B, 100.0 mg, 0.351 mmol), 4-chloro-3-fluorophenylboronic acid (73.4 mg, 0.421 mmol, L2 equiv.) and Pd(PPh3)4 (20.3 mg, 0.0176 mmol, 0.05 equiv.) was placed in a 50 mL round bottomed flask under a nitrogen atmosphere. To the flask were added 2M-Na1CO3 (1.0 mL, 2.0 mmol, 5.7 equiv.) and DME (4 mL) subsequently at ambient temperature. The mixture was heated under reflux conditions for 1 hours. The mixture was filtered through Celite (3 g) and the Celite was washed with EtOAc (70 mL). The solvent was removed under a reduced pressure. Obtained crude mixture was purified by column chromatography (SiO2=80 g, EtOAc/hexane=1:3˜1:1, Rf=0.4) to give the desired product as colorless crystals (compound 5 (designated PT-017).

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