1: 2,6-dichloro-4-iodo-pyridine With chloro-trimethyl-silane; ethylene dibromide; lithium chloride; zinc in tetrahydrofuran T=18°C; Inert atmosphere; 2: trichloromethylcarbonyl isocyanate in tetrahydrofuran T=-20 - 25°C; Inert atmosphere; 3: With methanol; potassium carbonate in tetrahydrofuran T=25°C; 12 h; Inert atmosphere;

1: 2,6-dichloro-4-iodo-pyridine With tert.-butyl lithium in diethyl ether; pentane T=-75°C; 0.25 h; 2: carbon dioxide T=-78°C;

1: With n-butyllithium in diethyl ether; hexane T=-75°C; 0.5 h; 2: With 2,3-dimethylbutane-2,3-diol; boric acid trimethyl ester; acetic acid in diethyl ether; hexane T=-75 - 20°C;

1: With chloro-(2-methylpropyl)magnesium in tetrahydrofuran T=0°C; 0.75 h; 2: With N-chloro-succinimide in tetrahydrofuran 0.75 h;

1.1: isobutylmagnesium chloride / tetrahydrofuran / 0.75 h / 0 °C 1.2: 94 percent / N-chlorosuccinimide / tetrahydrofuran / 0.75 h 2.1: 66 percent / H2O / 6 h / 25 °C View Scheme

1.1: isobutylmagnesium chloride / tetrahydrofuran / 0.75 h / 0 °C 1.2: 94 percent / N-chlorosuccinimide / tetrahydrofuran / 0.75 h 2.1: BuLi / tetrahydrofuran; hexane / 0.75 h / -75 °C 2.2: 92 percent / tetrahydrofuran; hexane 3.1: H2NNH2*H2O / tetrahydrofuran / 20 h / 50 °C 4.1: 6.41 g / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 2 h / 25 °C 5.1: 67 percent / CuSO4*5H2O / H2O / 0.75 h / Heating View Scheme

1.1: isobutylmagnesium chloride / tetrahydrofuran / 0.75 h / 0 °C 1.2: 94 percent / N-chlorosuccinimide / tetrahydrofuran / 0.75 h 2.1: BuLi / tetrahydrofuran; hexane / 0.75 h / -75 °C 2.2: 92 percent / tetrahydrofuran; hexane View Scheme

1.1: isobutylmagnesium chloride / tetrahydrofuran / 0.75 h / 0 °C 1.2: 94 percent / N-chlorosuccinimide / tetrahydrofuran / 0.75 h 2.1: BuLi / tetrahydrofuran; hexane / 0.75 h / -75 °C 2.2: 92 percent / tetrahydrofuran; hexane 3.1: H2NNH2*H2O / tetrahydrofuran / 20 h / 50 °C 4.1: 6.41 g / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 2 h / 25 °C 5.1: 67 percent / CuSO4*5H2O / H2O / 0.75 h / Heating 6.1: 88 percent / H2O / 20 h / 50 °C View Scheme