1: 87 percent / acetic acid / H2O / 2 h / 45 °C 2: 93 percent / NaH / dimethylformamide / 0.25 h / 20 °C 3: 98 percent / PPh3; imidazole; I2 / toluene / 16 h / 80 °C 4: 91 percent / HMPA; NaN3 / 12 h / 80 °C 5: 98 percent / trifluoroacetic acid / H2O / 0.5 h / 20 °C 6: 95 percent / HCl; hydrogen / Pd/C / methanol; H2O / 24 h / 3000.24 Torr View Scheme

1: 87 percent / acetic acid / H2O / 2 h / 45 °C 2: 93 percent / NaH / dimethylformamide / 0.25 h / 20 °C 3: pyridine / CH2Cl2 / -25 - 20 °C 4: 378 mg / NaN3 / dimethylformamide / 3 h / 20 °C 5: 95 percent / trifluoroacetic acid / H2O / 0.5 h / 20 °C 6: 96 percent / HCl; hydrogen / Pd/C / methanol; H2O / 3000.24 Torr View Scheme