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: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere
6.2: 1 h / 0 °C
7.1: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,2-dimethoxyethane; water / 0.5 h / 100 °C / Inert atmosphere; Microwave irradiation
8.1: toluene-4-sulfonic acid / methanol / 2 h / 20 °C
9.1: triethylamine; methanesulfonyl chloride / dichloromethane / 1 h / 20 °C
9.2: 4 h / 80 °C
With
pyridine; N-Bromosuccinimide; sodium hydride; caesium carbonate; toluene-4-sulfonic acid; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine;
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;