1: 95 percent / satd. NaHCO3 / dioxane; H2O / 13 h / Ambient temperature 2: 85 percent / H2 / Pd/C / methanol 3: 74 percent / Na2CO3 / diethyl ether / 16 h 4: NH2OH / dioxane / 20 h 5: 71 percent / 4N HCl / dioxane / 20 h View Scheme

1.1: 82 percent / Et3N / dioxane; H2O / 5 h 2.1: 77 percent / H2 / Pd/C / ethanol / 48 h 3.1: CaCO3 / CHCl3; H2O / 16 h 3.2: 89 percent / NH3 / methanol / 3 h / 0 °C View Scheme

1: 93.7 percent / CH2Cl2 / 1.) 0 deg C, 1 h, 2.) RT, 3 h 2: 96 percent / H2 / Pd/C 3: 83 percent 4: NH2OH / dioxane / 1 h / Heating 5: 28 percent / trifluoroacetic acid View Scheme