1: 85 percent / aq. AcOH / 2 h / 60 °C 2: SOCl2; pyridine / tetrahydrofuran / 2 h / 0 °C 3: 15 g / NaN3 / dimethylformamide / 16 h / 110 °C 4: 92 percent / H2O; Dowex-50-X8-100 (H(1+)) / acetonitrile / 3 h / Heating 5: H2 / Pd(OH)2/C / methanol / 12 h / 20 °C / 760.05 Torr 6: 1.28 g / H2; HCl / Pd(OH)2/C / methanol / 2 h / 20 °C / 760.05 Torr View Scheme

1: 85 percent / aq. AcOH / 2 h / 60 °C 2: SOCl2; pyridine / tetrahydrofuran / 2 h / 0 °C 3: 15 g / NaN3 / dimethylformamide / 16 h / 110 °C 4: 92 percent / H2O; Dowex-50-X8-100 (H(1+)) / acetonitrile / 3 h / Heating 5: H2 / Pd(OH)2/C / methanol / 12 h / 20 °C / 760.05 Torr 6: 1.28 g / H2; HCl / Pd(OH)2/C / methanol / 2 h / 20 °C / 760.05 Torr 7: 61 percent / dimethylformamide / 15 h / 20 °C View Scheme