Multi-step reaction with 8 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C
1.2: 0.5 h / 0 °C
2.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 0.67 h
3.1: 2,6-dimethylpyridine / dichloromethane / 0.5 h / 0 °C
3.2: 0.08 h / 0 °C
4.1: pyridine / dichloromethane / 0.33 h / 20 °C
5.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 8.5 h / 76 - 84 °C
6.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; N,N-dimethyl-formamide / 5.5 h / 76 - 84 °C
7.1: trifluoroacetic acid / dichloromethane / 1.25 h / 20 °C
8.1: sodium hydroxide; water / methanol / 4.5 h / 20 °C
With
pyridine; 2,6-dimethylpyridine; sodium hydroxide; n-butyllithium; water; hydrogen; potassium acetate; sodium carbonate; trifluoroacetic acid;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;