4-(N,N-dimethlyamino)pyridine in dichloromethane T=25°C; 31 h;

1: 1) NaNH2, t-BuOH / 1a) THF, 40-45 deg C, 2h, b) RT, 2h, 2) 1h 2: 74 percent / DMAP / CH2Cl2 / 31 h / 25 °C View Scheme

1: 1) NaNH2, t-BuOH / 1a) THF, 40-45 deg C, 2h, b) RT, 2h, 2) 1h 2: 74 percent / DMAP / CH2Cl2 / 31 h / 25 °C View Scheme

1: 63 percent / HCl / methanol / Ambient temperature 2: 1) NaNH2, t-BuOH / 1a) THF, 40-45 deg C, 2h, b) RT, 2h, 2) 1h 3: 74 percent / DMAP / CH2Cl2 / 31 h / 25 °C View Scheme