反应详情

温度

85 °C

1-Benzyl-5-[3,5-bis(trifluoromethyl)phenyl]-1H-indole was prepared by coupling 1-benzyl-5-bromo-1H-indole (1.44 g, 5.03 mmol), and 3,5-bis-(trifluoromethyl)phenylboronic acid (1.63 g, 6.32 mmol), using [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II) complex with dichloromethane (1:1) (0.211 g, 0.258 mmol), and potassium carbonate (1.38 g, 9.98 mmol) in dioxane (54 mL) and water (5.4 mL) following the procedure described in Step 1 of Example 11. The reaction mixture was heated to 85° C. for 3 hours. Purification by HPLC using 10% methylene chloride in hexane as the mobile phase furnished the title compound as a light yellow solid (1.08 g, 51%), mp: 90-95° C. 1HNMR (200 MHz, DMSO-d6): δ 8.3 (s, 2H), 8.1 (s, 1H), 8.0 (s, 1H), 7.6 (s, 3H), 7.15-7.4 (m, 5H), 6.6 (d, 1H, J=2.6 Hz), and 5.5 ppm (s, 2H).

1. custom1-Benzyl-5-[3,5-bis(trifluoromethyl)phenyl]-1H-indole was prepared
2. customPurification by HPLC