1: 86 percent / LiN3 / dimethylformamide / 2 h / 85 °C 2: 70 percent / 80percent acetic acid / 0.33 h / Heating 3: 86 percent / H2 / 10percent Pd/C / ethanol / 2 h / 2585.7 Torr View Scheme

1: 86 percent / LiN3 / dimethylformamide / 2 h / 85 °C 2: 70 percent / 80percent acetic acid / 0.33 h / Heating 3: pyridine / 24 h / 4 °C 4: thionyl chloride / CHCl3; dimethylformamide / 6 h / Heating 5: 31 percent / NH3 / methanol / 144 h / Ambient temperature 6: 65 percent / H2 / 10percent Pd/C / methanol / 2 h / 2585.7 Torr View Scheme

triethylamine in pyridine; (2S)-N-methyl-1-phenylpropan-2-amine hydrate

pyridine 24 h; Ambient temperature;

1: 93 percent / pyridine / 24 h / 4 °C 2: 88 percent / 1N NaOH / ethanol; H2O / 4 h / Heating 3: 91 percent / pyridine / 24 h / Ambient temperature View Scheme

1: 88 percent / 1N NaOH / ethanol; H2O / 4 h / Heating 2: 91 percent / pyridine / 24 h / Ambient temperature View Scheme

lithium azide in N,N-dimethyl-formamide T=85°C; 2 h;

1: 86 percent / LiN3 / dimethylformamide / 2 h / 85 °C 2: 70 percent / 80percent acetic acid / 0.33 h / Heating 3: pyridine / 24 h / 4 °C View Scheme

1: 86 percent / LiN3 / dimethylformamide / 2 h / 85 °C 2: 70 percent / 80percent acetic acid / 0.33 h / Heating 3: pyridine / 24 h / 4 °C 4: thionyl chloride / CHCl3; dimethylformamide / 6 h / Heating 5: 31 percent / NH3 / methanol / 144 h / Ambient temperature View Scheme

1: 86 percent / LiN3 / dimethylformamide / 2 h / 85 °C 2: 70 percent / 80percent acetic acid / 0.33 h / Heating View Scheme