反応 #2028943

反応方程式

N-(4-bromo-3-chlorophenyl)methanesulfonamide

4-chloro-3-fluorophenylboronic acid

→

desired product

N-(2,4′-dichloro-3′-fluorobiphenyl-4-yl)methanesulfonamide

溶媒

DME

反応条件

後処理

1. 1
   温度The mixture was heated under reflux conditions for 1 hours
2. 2
   ろ過The mixture was filtered through Celite (3 g)
3. 3
   洗浄the Celite was washed with EtOAc (70 mL)
4. 4
   その他The solvent was removed under a reduced pressure
5. 5
   その他Obtained crude mixture
6. 6
   その他was purified by column chromatography (SiO2=80 g, EtOAc/hexane=1:3˜1:1, Rf=0.4)

実験手順

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).

出典