potassium carbonate in ethylene glycol dimethyl ether T=80°C; 2 h;

1: NH3, HCl 2: 1.) cc. HCl, NaNO2; 2.) NaN3 / 1.) H2O, 0 deg C, 10 min; 2.) H2O, 0 deg C, 40 min 3: 1.) NaH / 1.) DMF, 25 deg C, 1 h; 2.) DMF, 25 deg C, 1 h 4: 90 percent / K2CO3 / 1,2-dimethoxy-ethane / 2 h / 80 °C View Scheme

1: 1.) NaH / 1.) DMF, 25 deg C, 1 h; 2.) DMF, 25 deg C, 1 h 2: 90 percent / K2CO3 / 1,2-dimethoxy-ethane / 2 h / 80 °C View Scheme

1: 1.) cc. HCl, NaNO2; 2.) NaN3 / 1.) H2O, 0 deg C, 10 min; 2.) H2O, 0 deg C, 40 min 2: 1.) NaH / 1.) DMF, 25 deg C, 1 h; 2.) DMF, 25 deg C, 1 h 3: 90 percent / K2CO3 / 1,2-dimethoxy-ethane / 2 h / 80 °C View Scheme