Multi-step reaction with 8 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 - 20 °C / Inert atmosphere
1.2: 2 h / 10 - 20 °C / Inert atmosphere
2.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.33 h / -78 °C / Inert atmosphere
2.2: 0.5 h / -80 - -70 °C / Inert atmosphere
3.1: hydrogenchloride / tetrahydrofuran; water / 1 h / 60 °C
4.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 50 °C
5.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere
6.1: water; sodium hydroxide / tetrahydrofuran / 1 h / 60 °C
7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; diisopropylamine / N,N-dimethyl-formamide / 20 °C
8.1: tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; caesium carbonate / 1,4-dioxane / 3 h / 120 °C / Inert atmosphere; Sealed tube
With
hydrogenchloride; tris-(dibenzylideneacetone)dipalladium(0); potassium tert-butylate; water; tert.-butyl lithium; sodium hydride; potassium carbonate; benzotriazol-1-ol; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diisopropylamine; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; pentane;