hydrogen; palladium on activated charcoal in ethanol T=20°C; P=750.06 Torr; 26 h;

1.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 0 - 5 °C / Inert atmosphere 2.1: potassium carbonate / acetonitrile / 12 h / 80 - 85 °C / Inert atmosphere 2.2: 50 - 60 °C / pH 0.1 - 0.5 / Inert atmosphere 3.1: sodium hydrogencarbonate / ethyl acetate; water / 1 h / 20 °C / Inert atmosphere 3.2: 1 h / 20 °C / Inert atmosphere 4.1: hydrogenchloride; hydrogen / 2-5percent w/w palladium on carbon / water; methanol / 20 - 30 °C / Inert atmosphere View Scheme

1.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 0 - 5 °C 2.1: potassium carbonate / acetonitrile / 12 h / 20 - 85 °C 2.2: 50 - 60 °C / pH 0.1 - 0.5 3.1: hydrogen / palladium 10 on activated carbon / methanol / 20 °C / 3677.86 Torr View Scheme