1: 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDCI) / dimethylformamide / 12 h / Ambient temperature 2: HCl(g) / 2 h / 0 - 20 °C 3: ammonia / ethanol / 8 h / Ambient temperature 4: H2 / 10percent Pd/C / methanol / 4 h / 2280 Torr / Ambient temperature 5: formic acid / 12 h / Ambient temperature View Scheme

hydrogen; palladium on activated charcoal in methanol P=760 Torr; Ambient temperature;

1: SOCl2 / tetrahydrofuran / 0.08 h / Heating 2: 7.22 g / Huenig's base / tetrahydrofuran / -20 - 20 °C 3: H2 / Pd/C / methanol View Scheme

1: 92 percent / tetrahydrofuran / 2 h / 20 °C 2: H2 / Pd/C / dimethylformamide; methanol View Scheme

1: 41 percent / HNO3; Ac2O / -25 - 20 °C 2: SOCl2 / tetrahydrofuran / 0.08 h / Heating 3: 7.22 g / Huenig's base / tetrahydrofuran / -20 - 20 °C 4: H2 / Pd/C / methanol View Scheme

1: 7.22 g / Huenig's base / tetrahydrofuran / -20 - 20 °C 2: H2 / Pd/C / methanol View Scheme

1: 92 percent / aq. NaOH / Heating 2: SOCl2 / tetrahydrofuran / 0.08 h / Heating 3: Hunig's base / tetrahydrofuran / -20 - 20 °C 4: H2 / 10percent Pd/C / methanol View Scheme

1: 100 percent / CH2Cl2 / 3 h 2: 69 percent / HNO3 / acetic anhydride / 2 h / Ambient temperature 3: 98 percent / tetrahydrofuran / 1 h / Ambient temperature 4: H2 / 10percent Pd-C / methanol / 2 h / Ambient temperature View Scheme

1: 69 percent / HNO3 / acetic anhydride / 2 h / Ambient temperature 2: 98 percent / tetrahydrofuran / 1 h / Ambient temperature 3: H2 / 10percent Pd-C / methanol / 2 h / Ambient temperature View Scheme