Multi-step reaction with 9 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 120 °C
2.1: hydrogen / 5%-palladium/activated carbon / methanol / 20 °C / Inert atmosphere
3.1: sulfuric acid / 1,2-dimethoxyethane; water
3.2: 0.83 h / 0 - 5 °C
3.3: 0.5 h / 0 °C
4.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane / 0.17 h / 20 °C / Inert atmosphere
4.2: 18 h / 90 °C / Inert atmosphere
5.1: tetrabutyl ammonium fluoride / palladium bis[bis(diphenylphosphino)ferrocene] dichloride / tetrahydrofuran / 20 h / 60 °C / Inert atmosphere
6.1: potassium tert-butylate / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere
6.2: 0.25 h / 0 °C
7.1: water; sodium tetrahydroborate / methanol / 0 °C
8.1: triethylamine / dichloromethane / 0.5 h / 0 °C
9.1: potassium carbonate / acetonitrile / 14 h / 40 °C
With
sodium tetrahydroborate; sulfuric acid; potassium tert-butylate; tetrabutyl ammonium fluoride; water; hydrogen; potassium carbonate; triethylamine;
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; 5%-palladium/activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;