Multi-step reaction with 9 steps
1.1: pyridine / dichloromethane / 2 h / 20 °C / Inert atmosphere
2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2.17 h / 0 - 20 °C
3.1: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane; water / 4 h / 100 °C / Inert atmosphere
4.1: toluene-4-sulfonic acid / methanol / 1 h / 20 °C
5.1: N-Bromosuccinimide / dichloromethane / 1.5 h / 20 °C
6.1: triethylamine; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / bis(acetonitrile)palladium(II) dichloride / toluene / 90 °C / Inert atmosphere; Sealed; Microwave irradiation
7.1: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,2-dimethoxyethane; water / 0.5 h / 100 °C / Microwave irradiation; Inert atmosphere
8.1: hydrogenchloride / 1,4-dioxane; water / 20 °C
9.1: hydrogenchloride / 1,4-dioxane / 30 h / 80 °C / Sealed
9.2: 0.08 h / 70 °C
9.3: 0.67 h / 60 °C
With
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; pyridine; hydrogenchloride; N-Bromosuccinimide; caesium carbonate; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine;
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; bis(acetonitrile)palladium(II) dichloride;
In
1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; water; toluene;