2-Aminopyridine → HCID 14934442, compound

Participants

Reaction Steps

A mixture of pyridin-2-amine, 9, (0.5 g; 2.5 mmol), 2-bromo-5-nitropyridine, 10, (0.28 g; 2.9 mmol), 1,3-Bis(diphenylphosphino)propane (0.04 g; 0.08 mmol) in toluene was added to a mixture of sodium tert butoxide (0.33 g; 3.5 mmol) and Pd(dba)3 (0.05 g; 0.05 mmol) in toluene and allowed to stir at ambient temperature for 18 hours. The mixture was filtered through a bed of celite and the solvent removed under reduced pressure. The crude mixture was purified on a flash silica gel column (hexane/ethyl acetate) to afford 5-nitro-N-(pyridin-2-yl)pyridin-2-amine, 11, (0.25 g; 47%).

Provenance & Evidence