1: pyridine / 0 °C 2: 1.04 g / SOCl2; pyridine / 20 °C 3: 78 percent / NaN3 / dimethylformamide / 3 h / 80 °C 4: 91 percent / H2 / Pd/C / ethanol / 6 h / 1292.87 Torr 5: 52 percent / pyridine / 1-methyl-pyrrolidin-2-one / 5 h / 140 °C 6: 90 percent / conc. HCl / 5 h / 20 °C 7: 82 percent / NH4F / methanol / Heating View Scheme

1: pyridine / 0 °C 2: 1.04 g / SOCl2; pyridine / 20 °C 3: 78 percent / NaN3 / dimethylformamide / 3 h / 80 °C 4: 91 percent / H2 / Pd/C / ethanol / 6 h / 1292.87 Torr 5: 52 percent / pyridine / 1-methyl-pyrrolidin-2-one / 5 h / 140 °C 6: 90 percent / conc. HCl / 5 h / 20 °C 7: 82 percent / NH4F / methanol / Heating 8: NH3 / methanol View Scheme