Piperidine → 2-Nitro-5-(piperidin-1-yl)pyridine

Participants

Reaction Conditions

Reaction Steps

5-Bromo-2-nitropyridine (3.0 g), tetrabutylammonium iodide (0.273 g), potassium carbonate (2.24 g) and piperidine (1.6 mL) were dissolved in DMSO (25 mL) and heated at 80° C. for 12 hours. The mixture was diluted with ethyl acetate, filtered and the filtrate was concentrated in vacuo. To the residue was added water (75 mL) and the precipitate was isolated by filtration. The solid was evaporated three times from toluene to remove residual water and the product was further dried in vacuo to give 6′-nitro-3,4,5,6-tetrahydro-2H-[1,3′]bipyridinyl (2.87 g) as a yellow powder. MS (EI): 207.2 (M+).

Provenance & Evidence