1: 2-fluoro-4-methyl-pyridine With sodium hexamethyldisilazane in tetrahydrofuran T=0°C; 0.75 h; 2: 4-fluorobenzoic acid ethyl ester in tetrahydrofuran T=0 - 20°C; 1.5 h;

1: 2-fluoro-4-methyl-pyridine With lithium diisopropyl amide in tetrahydrofuran; hexane T=-85°C; 2: 4-fluoro-N-methoxy-N-methyl-benzamide in tetrahydrofuran; hexane T=-85 - 0°C;

1: 86 percent / aq. NaNO2; AcOH / 10 - 20 °C 2: H2; HCl / Pd/C / propan-2-ol / 20 °C / atmospheric pressure 3: 91 percent / dimethylformamide / Heating 4: 30 percent / ethanol; tetrahydrofuran / 40 h / Heating 5: 41 percent / 7 h / 160 °C View Scheme