Multi-step reaction with 7 steps
1: N,N-diethylaniline; trichlorophosphate / 5 h / 150 °C
2: sodium tetrahydroborate / ethanol; tetrahydrofuran / 1 h / 20 °C
3: chloranil / benzene / 3 h / Reflux
4: sodium carbonate; tert-butyl XPhos / bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 6 h / 90 °C / Inert atmosphere
5: triethylamine / tetrahydrofuran / 2 h
6: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / palladium diacetate / 1,4-dioxane / 6 h / 120 °C
7: hydrogenchloride / 1,4-dioxane; tetrahydrofuran / 0.5 h / 20 °C
With
hydrogenchloride; sodium tetrahydroborate; chloranil; sodium carbonate; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; N,N-diethylaniline; tert-butyl XPhos; trichlorophosphate;
bis-triphenylphosphine-palladium(II) chloride; palladium diacetate;
In
tetrahydrofuran; 1,4-dioxane; ethanol; benzene;
4: Suzuki Coupling / 6: Buchwald amination;