Multi-step reaction with 10 steps
1.1: lithium hydroxide monohydrate; water / 1,4-dioxane / 2 h / Reflux
2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 2 h / 20 °C
2.2: 2 h
3.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
3.2: 1 h / -78 °C
4.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate tribasic trihydrate / N,N-dimethyl-formamide / 3 h / 15 °C / Inert atmosphere
5.1: pyridine / dichloromethane / 0 - 20 °C
5.2: 1 h / 20 °C
6.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 80 °C
7.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / water; 1,4-dioxane / 3 h / 130 °C
8.1: palladium diacetate; tricyclohexylphosphine; potassium phosphate tribasic trihydrate / isopropyl alcohol / 8 h / 90 °C / Inert atmosphere
9.1: acetic acid / 70 °C / Inert atmosphere
10.1: triethylamine / N,N-dimethyl-formamide / 2 h / 60 °C / Inert atmosphere
With
pyridine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; lithium hydroxide monohydrate; potassium phosphate tribasic trihydrate; water; potassium acetate; palladium diacetate; potassium carbonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium diisopropyl amide; tricyclohexylphosphine;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;
4.1: |Suzuki Coupling / 8.1: |Suzuki Coupling;