potassium carbonate in N,N-dimethyl-formamide T=100°C; 8 h;

1: pyridine / 24.5 h / 0 - 5 °C 2: potassium carbonate / N,N-dimethyl-formamide / 8 h / 100 °C View Scheme

1: N2H4 / Pd-C 2: Py View Scheme

1: 90 percent / sodium borohydride / 10percent Pd/C / methanol / 1 h / Heating 2: 94 percent / pyridine / dioxane; benzene / 6 h / 75 °C 3: 86 percent / B2H6 / tetrahydrofuran 4: 59 percent / HBr, phenol / acetic acid / 6 h / Heating View Scheme