N-ethyl-N,N-diisopropylamine in V methoxymethyl ester; toluene T=40 - 123°C; Large scale reaction;

in 2-methoxy-ethanol 10 h; Heating;

triphenylphosphine; diethylazodicarboxylate in dichloromethane T=20°C; Mitsunobu reaction; 1 h;

1: 3,5-difluoroanthranilic acid With 1-methyl-pyrrolidin-2-one in tert-butyl methyl ether Large scale reaction; 2: With potassium carbonate in tert-butyl methyl ether T=3°C; 1 h; Large scale reaction; 3: dimethyl sulfate in tert-butyl methyl ether T=2°C; 2.58333 h; Large scale reaction;

1: 80 percent / NaOH; H2O2 / H2O / 0.5 h / 60 - 70 °C 2: 87 percent / PPh3; DEAD / CH2Cl2 / 1 h / 20 °C View Scheme

1.1: sodium sulfate / water / 1.33 h / 45 - 50 °C / Large scale reaction 1.2: 0.33 h / 50 - 55 °C / Large scale reaction 1.3: 8 h / 55 °C / Large scale reaction 2.1: sulfuric acid / water / 6.5 h / 58 - 62 °C / Large scale reaction 3.1: sodium hydroxide / water / 0.67 h / 25 °C / Large scale reaction 3.2: 2.5 h / 20 - 25 °C / Large scale reaction 4.1: 1-methyl-pyrrolidin-2-one / tert-butyl methyl ether / Large scale reaction 4.2: 1 h / 3 °C / Large scale reaction 4.3: 2.58 h / 2 °C / Large scale reaction View Scheme

1.1: N-ethyl-N,N-diisopropylamine / V methoxymethyl ester; toluene / 40 - 123 °C / Large scale reaction 2.1: sodium hydride / N,N-dimethyl acetamide / 1 h / 17 - 22 °C / Large scale reaction 2.2: 17 h / 11 - 90 °C / Large scale reaction View Scheme