potassium hexamethylsilazane in ethanol T=130°C; 6 h; Sealed tube;

1.1: sulfuric acid; sulfur trioxide / 4 h / 140 °C 2.1: bromine / water / 1 h / Reflux 3.1: hydrogenchloride; sodium nitrite / water / 1.5 h / 0 - 25 °C / Cooling with ice 3.2: 3 h / 125 °C 4.1: triethylamine / dichloromethane / 1 h / 0 °C / Cooling with ice 5.1: ethanol / 18 h / Reflux 6.1: tetrakis(triphenylphosphine) palladium(0) / 18 h / 100 °C / 10343.2 Torr 7.1: sodium hydroxide / ethanol / 2 h / 20 - 25 °C 7.2: pH 5 8.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h 9.1: potassium hexamethylsilazane / ethanol / 6 h / 130 °C / Sealed tube View Scheme

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h 2: potassium hexamethylsilazane / ethanol / 6 h / 130 °C / Sealed tube View Scheme

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h 2: potassium hexamethylsilazane / ethanol / 6 h / 130 °C / Sealed tube View Scheme

1.1: ethanol / 18 h / Reflux 2.1: tetrakis(triphenylphosphine) palladium(0) / 18 h / 100 °C / 10343.2 Torr 3.1: sodium hydroxide / ethanol / 2 h / 20 - 25 °C 3.2: pH 5 4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h 5.1: potassium hexamethylsilazane / ethanol / 6 h / 130 °C / Sealed tube View Scheme

1.1: tetrakis(triphenylphosphine) palladium(0) / 18 h / 100 °C / 10343.2 Torr 2.1: sodium hydroxide / ethanol / 2 h / 20 - 25 °C 2.2: pH 5 3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h 4.1: potassium hexamethylsilazane / ethanol / 6 h / 130 °C / Sealed tube View Scheme

1.1: sodium hydroxide / ethanol / 2 h / 20 - 25 °C 1.2: pH 5 2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h 3.1: potassium hexamethylsilazane / ethanol / 6 h / 130 °C / Sealed tube View Scheme

1: palladium 10 on activated carbon; hydrogen / ethanol / 18 h / 20 - 25 °C / 2585.81 Torr 2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h 3: potassium hexamethylsilazane / ethanol / 6 h / 130 °C / Sealed tube View Scheme

1: caesium carbonate / N,N-dimethyl-formamide / 20 h / 20 - 25 °C 2: palladium 10 on activated carbon; hydrogen / ethanol / 18 h / 20 - 25 °C / 2585.81 Torr 3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h 4: potassium hexamethylsilazane / ethanol / 6 h / 130 °C / Sealed tube View Scheme

1.1: bromine / water / 1 h / Reflux 2.1: hydrogenchloride; sodium nitrite / water / 1.5 h / 0 - 25 °C / Cooling with ice 2.2: 3 h / 125 °C 3.1: triethylamine / dichloromethane / 1 h / 0 °C / Cooling with ice 4.1: ethanol / 18 h / Reflux 5.1: tetrakis(triphenylphosphine) palladium(0) / 18 h / 100 °C / 10343.2 Torr 6.1: sodium hydroxide / ethanol / 2 h / 20 - 25 °C 6.2: pH 5 7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h 8.1: potassium hexamethylsilazane / ethanol / 6 h / 130 °C / Sealed tube View Scheme