3-methyl-2-amino-pyridine; cyclohexylamine; benzoic acid; Wilkinson's catalyst in toluene T=130°C; 1 h;

1: 60 percent / NaAc / ethanol / 1 h / Heating 2: 45 percent / sat. aq. SeO2 / dioxane / 12 h / 35 - 40 °C 3: 52 percent / 170 °C / 20 Torr / Zincke destillation-app. View Scheme

copper(I) bromide 1.) THF, 0.5 h, 2.) THF, 2 h; Yield given. Multistep reaction;