n-butyllithium in tetrahydrofuran; hexane T=-75°C; 0.25 h;

1: 2-chloro-5-(trifluoromethyl)-pyridine With n-butyllithium; diisopropylamine; sodium bromide in tetrahydrofuran; hexane T=-75°C; 2 h; 2: carbon dioxide in tetrahydrofuran; hexane 3: With sodium hydroxide in tetrahydrofuran; hexane

1.1: lithium N,N-diisopropylcarbamate; diisopropylamine; lithium bromide / tetrahydrofuran; hexane / 2 h / -75 °C 1.2: 67 percent / iodine / tetrahydrofuran; hexane / 0.75 h / -75 °C 2.1: 46 percent / piperidine; butyllithium / tetrahydrofuran; hexane / 20 h / -75 °C 3.1: 65 percent / butyllithium / hexane; tetrahydrofuran / 0.25 h / -75 °C View Scheme

1: 46 percent / piperidine; butyllithium / tetrahydrofuran; hexane / 20 h / -75 °C 2: 65 percent / butyllithium / hexane; tetrahydrofuran / 0.25 h / -75 °C View Scheme

ammonium formate; 10 palladium on active carbon in methanol T=25°C; 0.25 h;

methanol in diethyl ether T=-20 - 20°C; 1 h;