Multi-step reaction with 8 steps
1: iodine; potassium hydroxide / N,N-dimethyl-formamide / 0 - 20 °C
2: toluene-4-sulfonic acid / tetrahydrofuran / 6 h / Reflux
3: sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / toluene; ethanol / 6 h / 120 °C / Inert atmosphere
4: hydrogenchloride; methanol / 14 h / Reflux
5: caesium carbonate / N,N-dimethyl-formamide / 3 h / 10 °C
6: potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; 1,4-dioxane / 16 h / 100 °C
7: palladium on activated charcoal; hydrogen / ethyl acetate / 3 h / 10 °C
8: boron tribromide / dichloromethane / -30 - 10 °C
With
hydrogenchloride; methanol; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; palladium on activated charcoal; hydrogen; iodine; boron tribromide; sodium carbonate; caesium carbonate; toluene-4-sulfonic acid; potassium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;
3: |Suzuki Coupling;