Multi-step reaction with 8 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 2.5 h / -78 °C / Inert atmosphere
1.2: -78 - 20 °C
2.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 1 h / 80 °C / Inert atmosphere
3.1: hydrogen / 5%-palladium/activated carbon / methanol / 2 h / 25 °C / 3750.38 Torr
4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 80 °C
5.1: hydrogen / 5%-palladium/activated carbon / methanol / 120 h / 50 °C / 3750.38 Torr
6.1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere
7.1: triethylamine / dichloromethane / 0 - 25 °C / Inert atmosphere
8.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 - 110 °C / Inert atmosphere
With
hydrogen; sodium carbonate; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 5%-palladium/activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;