1: 45 percent / pyridine / 48 h / Ambient temperature 2: 1) t-BuOK / 1) DMF, 20 deg C 2) DMF, 5 h, 20 deg C 3: 87 percent / Et3N / methanol / Heating View Scheme

hydrazine in ethanol; water hydrazinolysis; 2 h; Heating;

1.1: NaH / dimethylformamide 1.2: 91 percent / NaI / dimethylformamide / 22 h / 70 °C 2.1: 3.8 percent / hidrazine / ethanol; H2O / 2 h / Heating View Scheme