Multi-step reaction with 9 steps
1.1: tetrahydrofuran / 0.5 h / 0 °C
2.1: triethylamine; oxalyl dichloride / dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C
3.1: potassium carbonate; water / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 110 °C / Inert atmosphere; Resealable vial
4.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 1 h / 0 °C
5.1: triethylamine / dichloromethane / 0.5 h / 0 °C
6.1: sodium azide / N,N-dimethyl-formamide / 2 h / 20 °C
7.1: trimethylphosphane / toluene / 2 h / 20 °C / Resealable vial; Inert atmosphere
8.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.75 h / 0 °C
8.2: 1 h / 0 °C
9.1: water / trimethylphosphane / toluene; tetrahydrofuran / 2 h / 20 °C / Inert atmosphere
With
sodium azide; oxalyl dichloride; lithium hydroxide monohydrate; water; sodium hydride; potassium carbonate; triethylamine; trimethylphosphane;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; dimethyl sulfoxide; trimethylphosphane;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil;