1: sodium carbonate / chloroform; acetonitrile / 72 h / 75 °C 2: 10 palladium on activated charcoal; hydrogen; acetic acid / methanol / 24 h / 20 °C 3: hydrazine hydrate / ethanol; toluene / 10 h / 70 °C View Scheme

1: 100 percent / diisopropylethylamine / dimethylformamide / 1.) 0 deg C, 30 min, 2.) room temperature, 3 h 2: 89.4 percent / H2 / Pd/C / methanol / 4 h / 3102.9 Torr / Ambient temperature 3: 79.4 percent / aq. Et3N / acetonitrile / 4 h / Ambient temperature View Scheme