1.1: hydrogenchloride; hydrogen; acetic acid / palladium 10 on activated carbon / water / 3 h / 20 °C / 760.05 Torr 2.1: sodium hydrogencarbonate / water; tetrahydrofuran 2.2: 20 °C 3.1: triethylamine; 2-hydroxy-pyridine / tert-butyl methyl ether / 18 h / 80 °C 4.1: hydrogen; acetic acid / palladium 10 on activated carbon / ethanol / 20 °C / 760.05 Torr 4.2: pH 10 View Scheme

1.1: hydrogenchloride; hydrogen; acetic acid / palladium 10 on activated carbon / water / 3 h / 20 °C / 760.05 Torr 2.1: sodium hydrogencarbonate / water; tetrahydrofuran 2.2: 20 °C 3.1: triethylamine; 2-hydroxy-pyridine / tert-butyl methyl ether / 18 h / 80 °C View Scheme

1: hydrogenchloride; hydrogen; acetic acid / palladium 10 on activated carbon / water / 3 h / 20 °C / 760.05 Torr 2: 4-(N,N-dimethlyamino)pyridine; triethylamine / tetrahydrofuran / 24 h / 20 °C 3: triethylamine; 2-hydroxy-pyridine / tert-butyl methyl ether / 18 h / 80 °C View Scheme

1: hydrogenchloride; hydrogen; acetic acid / palladium 10 on activated carbon / water / 3 h / 20 °C / 760.05 Torr 2: 4-(N,N-dimethlyamino)pyridine; triethylamine / tetrahydrofuran / 24 h / 20 °C View Scheme