反应详情

A mixture of methyl 2,6-dichloro-4-methylnicotinate (0.250 g, 1.14 mmol), 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tosyl-1H-indole (Example 6) (0.514 g, 1.25 mmol), Pd(Ph3P)4 (0.131 g, 0.114 mmol), and CsF (0.345 g, 2.27 mmol), in DMF (5 mL) was heated at 110° C. for 6 h. At that time the vessel was removed from the oil bath and allowed to cool to rt. The mixture was diluted with brine (50 mL) and EtOAc (50 mL). The layers were mixed and then separated. The aqueous layer was further extracted with EtOAc (50 mL) and the combined organic layers were dried (Na2SO4), filtered, and concentrated. The residue was then purified via FCC (0-10% EtOAc/heptane) to give the title compound. MS ESI m/z 469.0 & 470.9 (M+H)+.

1. customAt that time the vessel was removed from the oil bath
2. additionThe mixture was diluted with brine (50 mL) and EtOAc (50 mL)
3. additionThe layers were mixed
4. customseparated
5. extractionThe aqueous layer was further extracted with EtOAc (50 mL)
6. dry with materialthe combined organic layers were dried (Na2SO4)
7. filtrationfiltered
8. concentrationconcentrated
9. customThe residue was then purified via FCC (0-10% EtOAc/heptane)