in tetrahydrofuran; ethyl acetate

1: 90 percent / NaN3, NH4Cl / dimethylformamide / 1.5 h / 90 °C 2: 98 percent / H2 / 10percent Pd/C / ethanol / 1 h / Ambient temperature 3: DMAP / CH2Cl2 / 0.33 h / -15 °C View Scheme

1: 98 percent / H2 / 10percent Pd/C / ethanol / 1 h / Ambient temperature 2: DMAP / CH2Cl2 / 0.33 h / -15 °C View Scheme

4-(N,N-dimethlyamino)pyridine in dichloromethane T=-15°C; 0.333333 h;