反応 #2028944

反応方程式

sodium bicarbonate

methane sulfonamide

H2O

4-trifluoromethyl phenylboronic acid

DMF

→

methyl 4-[(methylsulfonyl)amino]-4′-(trifluoromethyl)biphenyl-3-carboxylate

反応条件

後処理

1. 1
   温度The reaction mixture was cooled
2. 2
   ろ過filtered through celite
3. 3
   洗浄washed with EtoAc (50 mL)
4. 4
   洗浄The combined organics were washed with water, brine
5. 5
   乾燥dried over Na2SO4
6. 6
   濃縮concentrated
7. 7
   その他The product (180 mg, 49%) was purified by preparative TLC
8. 8
   洗浄by eluting with CH2Cl2

実験手順

To a solution of methane sulfonamide (308 mg, 1 mmol) in DMF:H2O (10 mL; 9:1), 4-trifluoromethyl phenylboronic acid (227 mg, 1.2 mmol) was added followed by sodium bicarbonate (252 mg, 3 mmol) and stirred under nitrogen for 5 min. To the reaction mixture Pd(PPh3)4 (55 mg, 0.05 mmol) was added and heated at 90° C. for 90 min. The reaction mixture was cooled, filtered through celite, washed with EtoAc (50 mL). The combined organics were washed with water, brine, dried over Na2SO4 and concentrated. The product (180 mg, 49%) was purified by preparative TLC by eluting with CH2Cl2.to give methyl 4-[(methylsulfonyl)amino]-4′-(trifluoromethyl)biphenyl-3-carboxylate, PT-121.

出典