Multi-step reaction with 9 steps
1.1: n-butyllithium / diethyl ether / -78 °C
1.2: 1 h / -78 °C
2.1: potassium carbonate / N,N-dimethyl-formamide / 0 - 20 °C
3.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C
4.1: potassium carbonate / N,N-dimethyl-formamide / 0 - 20 °C
5.1: sodium hydroxide; water / ethanol / 14 h / 45 °C
6.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane; tetrahydrofuran / 14 h / 20 °C
7.1: tetra-(n-butyl)ammonium iodide; boron trichloride / dichloromethane / -78 - 20 °C
8.1: triethylamine / dichloromethane / 0 - 20 °C
9.1: caesium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 14 h / 90 °C / Inert atmosphere
With
n-butyllithium; water; boron trichloride; tetra-(n-butyl)ammonium iodide; potassium carbonate; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide;