1: triethylamine / acetonitrile / |Reflux 2: hydrogen; palladium 10 on activated carbon / tetrahydrofuran / 2 h / 20 °C / 750.08 Torr 3: thionyl chloride / dichloromethane / 2 h / |Reflux 4: pyridine / dichloromethane / 18 h / 20 °C 5: methylhydrazine / dichloromethane / 2 h / -10 °C 6: 1,2-dichloro-ethane; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 24 h / 20 °C 7: hydrogen; palladium 10 on activated carbon / tetrahydrofuran / 4 h / 20 °C / 750.08 Torr View Scheme

1: 6-bromocaproic acid benzyl ester With boron trichloride in dichloromethane 2: methanol

4-(N,N-dimethlyamino)pyridine; dacarbazine in tetrahydrofuran T=0 - 20°C; 4.75 h;

sodium hydrogencarbonate; benzyl alcohol in water; toluene

2,6-dimethylpyridine; tetraethylammonium bromide; Xtalfluor-E® in dichloromethane T=21°C; Inert atmosphere;

triethylamine in dichloromethane T=0°C; 3 h;

potassium carbonate in N-methyl-acetamide

triethylamine in dichloromethane T=20°C;

1: difluoro[4-(trifluoromethyl)phenyl]-λ(3)-bromane / dichloromethane / 36 h / 0 °C / Inert atmosphere 2: triethylamine / dichloromethane / 20 °C View Scheme

4-(N,N-dimethlyamino)pyridine; triethylamine in dichloromethane Substitution; 1 h;