1: triethylamine / CH2Cl2 / 1 h / 0 °C 2: 0.33 g / sodium hydride / dimethylformamide; various solvent(s) / 0.5 h / 0 °C 3: 92 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating 4: triethylamine / CH2Cl2 / 0.5 h / 0 °C 5: 0.37 g / sodium azide / dimethylformamide / 6 h / 80 °C 6: 98 percent / hydrogen / Pd/C / methanol / 2 h / 760.05 Torr 7: 95 percent / triethylamine / CH2Cl2 / 1 h / 0 °C 8: 92 percent / LiAlH4 / tetrahydrofuran / 4 h / Heating 9: 72 percent / anhydrous potassium carbonate / acetonitrile / 12 h / 25 °C View Scheme

1: triethylamine / CH2Cl2 / 1 h / 0 °C 2: 0.33 g / sodium hydride / dimethylformamide; various solvent(s) / 0.5 h / 0 °C 3: 92 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating 4: triethylamine / CH2Cl2 / 0.5 h / 0 °C 5: 0.37 g / sodium azide / dimethylformamide / 6 h / 80 °C 6: 98 percent / hydrogen / Pd/C / methanol / 2 h / 760.05 Torr 7: 95 percent / triethylamine / CH2Cl2 / 1 h / 0 °C 8: 92 percent / LiAlH4 / tetrahydrofuran / 4 h / Heating View Scheme

1: triethylamine / CH2Cl2 / 1 h / 0 °C 2: 0.33 g / sodium hydride / dimethylformamide; various solvent(s) / 0.5 h / 0 °C 3: 92 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating View Scheme

1: triethylamine / CH2Cl2 / 1 h / 0 °C 2: 0.33 g / sodium hydride / dimethylformamide; various solvent(s) / 0.5 h / 0 °C 3: 92 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating 4: triethylamine / CH2Cl2 / 0.5 h / 0 °C 5: 0.37 g / sodium azide / dimethylformamide / 6 h / 80 °C 6: 98 percent / hydrogen / Pd/C / methanol / 2 h / 760.05 Torr 7: 95 percent / triethylamine / CH2Cl2 / 1 h / 0 °C 8: 92 percent / LiAlH4 / tetrahydrofuran / 4 h / Heating 9: 72 percent / anhydrous potassium carbonate / acetonitrile / 12 h / 25 °C View Scheme