potassium phosphate in acetonitrile T=75 - 80°C; 1.5 h;

sodium hydride in 1,4-dioxane T=45°C; 1.5 h;

triethylamine in 1,4-dioxane; dioxane, 2,6-dichloro-5-fluoronicotinoyl chloride

1.1: Ac2O / 1 h / 140 °C 1.2: 90 percent / ethanol / 20 °C 2.1: K2CO3 / dioxane View Scheme

1: ethanol / Ambient temperature 2: NaH / dioxane / 0.25 h / 60 °C / or K2CO3 in acetonitrile, reflux, 6 h; or tetrabutylammonium fluoride in THF, 1 h View Scheme

1: 1.) LDA / 1.) THF, hexane, -73 deg C, 3 h, 2.) THF, hexane, from -66 deg C, 1 h 2: 19.7 g / oxalyl dichloride, DMF / CH2Cl2 / 5 h / 25 °C 3: 1.) BuLi / 1.) THF, hexane, -25 deg C, 30 min, 2.) THF, hexane, -70 deg C, 1.5 h 4: 30.6 g / acetic anhydride / 120 °C 5: ethanol / 2 h / Ambient temperature 6: 20 percent / NaH / dioxane / 1.5 h / 45 °C View Scheme

1: 2.) p-TsOH*H2O / 1.) ether, RT, 2 h, 2.) H2O, reflux, 2.5 h 2: Ac2O / 15 h / 130 °C 3: ethanol / 1 h / Ambient temperature 4: K2CO3 / acetonitrile / 1 h / Ambient temperature View Scheme

1: 19.7 g / oxalyl dichloride, DMF / CH2Cl2 / 5 h / 25 °C 2: 1.) BuLi / 1.) THF, hexane, -25 deg C, 30 min, 2.) THF, hexane, -70 deg C, 1.5 h 3: 30.6 g / acetic anhydride / 120 °C 4: ethanol / 2 h / Ambient temperature 5: 20 percent / NaH / dioxane / 1.5 h / 45 °C View Scheme

1: 30.6 g / acetic anhydride / 120 °C 2: ethanol / 2 h / Ambient temperature 3: 20 percent / NaH / dioxane / 1.5 h / 45 °C View Scheme

oxalyl dichloride; dimethylammonium 2,4-dichlorophenoxyacetate 1.) CH2Cl2, 90 min 2.) a.) 4h b.) storing overnight in the cold c.) 3h r. t.; Yield given. Multistep reaction;