Multi-step reaction with 7 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
1.2: 8.5 h / -78 - 20 °C
2.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 1,1'-bis-(diphenylphosphino)ferrocene / 1,4-dioxane / 80 °C / Inert atmosphere
3.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate / water; 1,4-dioxane / 2 h / 100 °C / Inert atmosphere
4.1: sodium tetrahydroborate / methanol / 1 h / Reflux
5.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 2 h / 25 °C
6.1: hydrazine hydrate / methanol / 3 h / 40 °C
7.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 25 °C / Inert atmosphere
With
1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; di-isopropyl azodicarboxylate; potassium acetate; potassium carbonate; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; lithium hexamethyldisilazane;
In
tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;
3.1: |Suzuki Coupling;