1: 4-chloro-6-ethyl-5-fluoropyrimidine With n-butyllithium; diisopropylamine in tetrahydrofuran; hexane; n-heptane T=-73 - 18°C; 2.25 h; 2: 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-one in tetrahydrofuran; hexane; n-heptane T=-74 - 55°C; 5 h;

lithium diisopropyl amide in tetrahydrofuran; n-heptane T=-70 - -65°C; pH=5 - 8; 3 - 4 h;

diisopropylamine in tetrahydrofuran; water; acetic acid

1.1: triethylamine / dichloromethane / 5 - 10 °C 1.2: 8 h / 10 - 55 °C / Reflux 1.3: 0.5 h / 15 - 20 °C 2.1: diisopropylamine; n-butyllithium / n-heptane; hexane; tetrahydrofuran / 0.25 h / -80 - -70 °C / Inert atmosphere 2.2: 2 h / -80 - -55 °C 2.3: -70 - -10 °C View Scheme

1.1: sodium acetate / ethyl acetate; water / 0.5 h / 25 - 30 °C 1.2: 25 - 30 °C / 3677.86 Torr 1.3: 0.5 h / 20 - 25 °C 2.1: acetone; methanol / 15 h / -20 - 25 °C 3.1: sodium hydroxide / dichloromethane; water / 0.25 h / pH 11 - 14 View Scheme

hydrogen; sodium acetate; Raney nickel in methanol T=54 - 56°C; P=2206.72 - 3677.86 Torr; 5 h;