1: 4-(N,N-dimethlyamino)pyridine / acetonitrile / 5 h 2: Grubb's 2nd generation catalyst / toluene / 15 h / 80 °C / Inert atmosphere 3: sodium tetrahydroborate; NiII chloride hexahydrate / methanol / 1.25 h / 15 °C 4: trifluoroacetic acid / dichloromethane / 0.75 h / 0 °C View Scheme

1.1: 4-(N,N-dimethlyamino)pyridine / acetonitrile / 5 h 2.1: Grubb's 2nd generation catalyst / toluene / 15 h / 80 °C / Inert atmosphere 3.1: sodium tetrahydroborate; NiII chloride hexahydrate / methanol / 1.25 h / 15 °C 4.1: trifluoroacetic acid / dichloromethane / 0.75 h / 0 °C 5.1: hydrogenchloride / water / 24 h / Reflux 5.2: pH 4 - 5 View Scheme

1.1: 4-(N,N-dimethlyamino)pyridine / acetonitrile / 5 h 2.1: Grubb's 2nd generation catalyst / toluene / 15 h / 80 °C / Inert atmosphere 3.1: sodium tetrahydroborate; NiII chloride hexahydrate / methanol / 1.25 h / 15 °C 4.1: trifluoroacetic acid / dichloromethane / 0.75 h / 0 °C 5.1: hydrogenchloride / water / 24 h / Reflux 5.2: pH 4 - 5 View Scheme

1.1: 4-(N,N-dimethlyamino)pyridine / acetonitrile / 5 h 2.1: Grubb's 2nd generation catalyst / toluene / 15 h / 80 °C / Inert atmosphere 3.1: sodium tetrahydroborate; NiII chloride hexahydrate / methanol / 1.25 h / 15 °C 4.1: trifluoroacetic acid / dichloromethane / 0.75 h / 0 °C 5.1: hydrogenchloride / water / 24 h / Reflux 5.2: pH 4 - 5 View Scheme