acetic acid in water 3 h; Ambient temperature;

ammonia 24 h;

1: 76 percent / dimethylformamide / 1 h 2: 73 percent / Bu3SnH, α,α'-azobisisobutyronitrile (AIBN) / toluene; acetonitrile / 1 h / Heating 3: 62 percent / LiN3, CF3CO2H / dimethylformamide / 15 h / 120 °C 4: 45 percent / methanolic ammonia / 24 h View Scheme

1: 65 percent / diphenyl carbonate, sodium bicarbonate / dimethylformamide / 0.75 h / 120 °C 2: 76 percent / dimethylformamide / 1 h 3: 73 percent / Bu3SnH, α,α'-azobisisobutyronitrile (AIBN) / toluene; acetonitrile / 1 h / Heating 4: 62 percent / LiN3, CF3CO2H / dimethylformamide / 15 h / 120 °C 5: 45 percent / methanolic ammonia / 24 h View Scheme

1: 1) pyridine / 1) 0 to 5 deg C, 1h, 2a) 0 to 5 deg C, 1h, 2b) RT, 2h 2: 84 percent / KOH, NaBH4 / methanol / 23 h / Ambient temperature 3: 92 percent / pyridine / 2.75 h / Ambient temperature 4: 89 percent / NaN3 / dimethylformamide / 3 h / 110 - 115 °C 5: 80 percent / HOAc / H2O / 3 h / Ambient temperature View Scheme

1: 73 percent / pyridine / 22 h / Ambient temperature 2: 1) pyridine / 1) 0 to 5 deg C, 1h, 2a) 0 to 5 deg C, 1h, 2b) RT, 2h 3: 84 percent / KOH, NaBH4 / methanol / 23 h / Ambient temperature 4: 92 percent / pyridine / 2.75 h / Ambient temperature 5: 89 percent / NaN3 / dimethylformamide / 3 h / 110 - 115 °C 6: 80 percent / HOAc / H2O / 3 h / Ambient temperature View Scheme