1: 90 percent / NaN3 / dimethylformamide / 5 h / 80 °C 2: 57 percent / NaH / dimethylformamide / 4.5 h / 0 - 20 °C 3: TfOH, NIS / diethyl ether; CH2Cl2 / 0.5 h / -15 °C 4: NaOMe / tetrahydrofuran; methanol / 19 h / Ambient temperature 5: NH2NH2 / 20 percent Pd(OH)2/C / methanol / 19 h / Heating 6: H2 / 20 percent Pd(OH)2/C / acetic acid; H2O / 22 h / 760 Torr / Ambient temperature View Scheme