sodium hydroxide 0.5 h; Heating;

tetraethylammonium chloride; N,N-dimethyl-aniline; trichlorophosphate in acetonitrile T=70°C; 1 h;

1: aq. NaOH / 0.5 h / Heating 2: 83 percent / 1-methyl-pyrrolidin-2-one / 5 h / 150 °C 3: 99 percent / Et3N; DMAP / CH2Cl2 / 2.5 h / 20 °C 4: 60 percent / H2; Et3N / Pd/C / ethanol / 8 h / 80 - 85 °C / 2250.18 Torr 5: 99 percent / aq. MeNH2 / 0.25 h / 20 °C View Scheme

1: aq. NaOH / 0.5 h / Heating 2: 83 percent / 1-methyl-pyrrolidin-2-one / 5 h / 150 °C 3: 99 percent / Et3N; DMAP / CH2Cl2 / 2.5 h / 20 °C 4: 60 percent / H2; Et3N / Pd/C / ethanol / 8 h / 80 - 85 °C / 2250.18 Torr 5: 99 percent / aq. MeNH2 / 0.25 h / 20 °C 6: 97 percent / pyridine; DMAP / tetrahydrofuran / 3 h / 20 °C View Scheme