polymethylhydrosiloxane; sodium t-butanolate; bis(acetylacetonate)nickel(II) in ethylene glycol dimethyl ether; toluene T=130°C; 18 h;

potassium tert-butylate; N,N'-bis(2,6-diisopropylphenyl)imidazol-2-ylidene-acetylacetonate palladium chloride in ethylene glycol dimethyl ether T=50°C; Buchwald-Hartwig amination; 3.5 h;

1: 3-bromo-pyridine With isopropylmagnesium chloride lithium chloride complex in tetrahydrofuran T=25°C; 4 h; 2: 1-chloro-piperidine With N,N,N',N,-tetramethylethylenediamine in tetrahydrofuran T=-40°C; 4 h; chemoselective reaction;

1: 3-bromo-pyridine With n-butyllithium in tetrahydrofuran T=-78°C; 0.5 h; Inert atmosphere; 2: With 3-butyl-1,1-diethyl-1,3-dihydrobenzo[c][1,2]oxasilole in tetrahydrofuran T=20°C; 2 h; Inert atmosphere; 3: O-benzoyl-N-hydroxypiperidine With copper(l) iodide; dpca in tetrahydrofuran T=20°C; 2 h; Inert atmosphere;

sodium amide; sodium t-butanolate 1) THF, 40 deg C, 2 h 2) 40 deg C, 4h; Yield given. Multistep reaction. Yields of byproduct given;