反应详情

To a solution of methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate (prepared as described in published International patent application WO2004/087714, from commercially available methyl indole-6-carboxylate) in dioxane (0.07 M) was added 0.2 eq of bis(triphenylphosphine)palladium(II) dichloride at RT under a nitrogen atmosphere. Then aqueous Na2CO3 (2 M solution, 2 eq.) and [2-(N-tert-butoxycarbonyl-amino-methyl)-4-fluorophenyl]-boronic acid (2 eq.) were added and the reaction flask immersed in a preheated oil bath at 100° C. for 2 h. The reaction mixture was allowed to cool and filtered. The filtrate was diluted with DCM and the organic phase washed with H2O, brine and dried over Na2SO4 before being filtered and concentrated in vacuo. The crude material was purified by flash chromatography (1:9 EtOAc/PE) to afford the title compound as a solid (87%); MS (ES+) m/z 481 (M+H)+.

1. temperatureto cool
2. filtrationfiltered
3. additionThe filtrate was diluted with DCM
4. washthe organic phase washed with H2O, brine
5. dry with materialdried over Na2SO4
6. filtrationbefore being filtered
7. concentrationconcentrated in vacuo
8. customThe crude material was purified by flash chromatography (1:9 EtOAc/PE)