palladium on carbon; hydrogen in ethanol 4 h;

hydrogen; palladium on activated charcoal in ethanol 10.5 h;

1: 100 percent / SOCl2 / 3 h / Heating 2: 60 percent / pyridine / CH2Cl2 / 8 h / Ambient temperature 3: 99 percent / H2 / 10percent Pd/C / aq. ethanol / 10.5 h View Scheme

1: 98 percent / pyridine / tetrahydrofuran / 2.5 h / Ambient temperature 2: 100 percent / SOCl2 / 3 h / Heating 3: 60 percent / pyridine / CH2Cl2 / 8 h / Ambient temperature 4: 99 percent / H2 / 10percent Pd/C / aq. ethanol / 10.5 h View Scheme

1: 60 percent / pyridine / CH2Cl2 / 8 h / Ambient temperature 2: 99 percent / H2 / 10percent Pd/C / aq. ethanol / 10.5 h View Scheme

1: triethylamine / dichloromethane / 1 h / 20 °C 2: palladium 10 on activated carbon; hydrogen / ethanol / 4 h / 20 °C View Scheme