sodium hydroxide in tetrahydrofuran T=20°C; 3 h;

1: 1-(tert-butoxy-carbonyl)piperidine With N,N,N',N,-tetramethylethylenediamine; sec.-butyllithium in diethyl ether T=-78°C; 3 h; 2: With zinc(II) chloride in tetrahydrofuran; diethyl ether T=-78 - 20°C; 3: 3-bromo-pyridine With P-(tert-Bu)3-HBF4; palladium diacetate in tetrahydrofuran; diethyl ether T=40°C; Negishi-type coupling reaction;

1: palladium diacetate; tris(p-fluoro phenyl)phosphine; caesium hydroxide monohydrate / toluene / 2 h / 100 °C / |Sealed tube; |Inert atmosphere 2: ammonium formate; palladium 10 on activated carbon / ethanol / 6 h / 85 °C View Scheme

2: 56 percent / s-BuLi, TMEDA / tetrahydrofuran View Scheme

trifluoroacetic acid in dichloromethane T=20°C; 10 h; Inert atmosphere;

trifluoroacetic acid in dichloromethane T=20°C; 12 h;