反应详情

To a solution of methyl 2-bromo-3-cyclohexyl-1-(3-methoxy-3-oxopropyl)-1H-indole-6-carboxylate in dioxane (0.15 M) were added Na2CO3 (6 eq, 2 M aqueous solution), 1.6 eq of (2-formylphenyl)boronic acid and 0.2 eq of bis(triphenylphosphine)-palladium(II) dichloride. The mixture was heated at reflux for 1 h. The reaction mixture was filtered and the filtrate diluted with EtOAc. The organic phase was washed with brine and dried (Na2SO4) before being filtered and concentrated in vacuo. The crude was purified by flash chromatography (Biotage cartridge Si25M, 1:9 EtOAc/PE) to afford the title compound (40%); MS (ES+) m/z 448 (M+H)+.

1. temperatureThe mixture was heated
2. temperatureat reflux for 1 h
3. filtrationThe reaction mixture was filtered
4. additionthe filtrate diluted with EtOAc
5. washThe organic phase was washed with brine
6. dry with materialdried (Na2SO4)
7. filtrationbefore being filtered
8. concentrationconcentrated in vacuo
9. customThe crude was purified by flash chromatography (Biotage cartridge Si25M, 1:9 EtOAc/PE)