Multi-step reaction with 9 steps
1: pyridine / dichloromethane / 2 h / 20 °C
2: sulfuric acid / 2 h / 0 - 20 °C
3: N-Bromosuccinimide / dichloromethane; N,N-dimethyl-formamide / 22 h / 20 °C
4: trichlorophosphate / 1 h / 100 °C
5: triethylamine / butan-1-ol / 29 h / 135 °C / Sealed tube
6: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / tetrahydrofuran; water / 60 °C / Inert atmosphere
7: trifluoroacetic acid / 6 h / 65 °C
8: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane / 2 h / 100 °C
9: 2-(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate(V); triethylamine / N,N-dimethyl-formamide / 1.5 h / 20 °C
With
pyridine; N-Bromosuccinimide; 2-(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate(V); sulfuric acid; potassium acetate; sodium carbonate; triethylamine; trifluoroacetic acid; trichlorophosphate;
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; butan-1-ol;
6: Suzuki Coupling / 8: Suzuki Coupling;