N-ethyl-N,N-diisopropylamine in dimethyl sulfoxide T=70°C; 8 h;

1: pyridine / dichloromethane / 4 h / 20 °C 2: 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; caesium carbonate / toluene / 16 h / 90 °C / |Inert atmosphere 3: hydrogenchloride / ethanol / |Reflux 4: 4-(N,N-dimethlyamino)pyridine; pyridine / dichloromethane / 1.33 h / -10 °C 5: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 8 h / 70 °C View Scheme

1: 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; caesium carbonate / toluene / 16 h / 90 °C / |Inert atmosphere 2: hydrogenchloride / ethanol / |Reflux 3: 4-(N,N-dimethlyamino)pyridine; pyridine / dichloromethane / 1.33 h / -10 °C 4: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 8 h / 70 °C View Scheme

1: hydrogenchloride / ethanol / |Reflux 2: 4-(N,N-dimethlyamino)pyridine; pyridine / dichloromethane / 1.33 h / -10 °C 3: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 8 h / 70 °C View Scheme

1: hydrogenchloride / ethanol / |Reflux 2: 4-(N,N-dimethlyamino)pyridine; pyridine / dichloromethane / 1.33 h / -10 °C 3: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 8 h / 70 °C View Scheme

1: 4-(N,N-dimethlyamino)pyridine; pyridine / dichloromethane / 1.33 h / -10 °C 2: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 8 h / 70 °C View Scheme

1.1: potassium tert-butylate / N,N-dimethyl acetamide / 0.5 h / 20 °C / |Inert atmosphere 1.2: 100 °C / |Inert atmosphere 2.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 8 h / 70 °C View Scheme

1.1: potassium tert-butylate / N,N-dimethyl acetamide / 0.5 h / 20 °C / |Inert atmosphere 1.2: 100 °C / |Inert atmosphere 2.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 8 h / 70 °C View Scheme

1.1: ethanol; tetrahydrofuran / 4 h / 0 - 3 °C 2.1: potassium tert-butylate / N,N-dimethyl acetamide / 0.5 h / 20 °C / |Inert atmosphere 2.2: 100 °C / |Inert atmosphere 3.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 8 h / 70 °C View Scheme