3-Aminopyridine → 1-(Pyridin-3-yl)piperazine

Participants

Reaction Conditions

Reaction Steps

A suspension of 3-aminopyridine (2.0 g) and bis(2-chloroethyl)amine hydrochloride (3.8 g) in o-xylene (40 ml) was stirred at 140° C. for 20 hr. The reaction mixture was extracted with water and the aqueous layer was made alkaline with a 2N aqueous sodium hydroxide solution and extracted with chloroform. The extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated and the obtained residue was purified by silica gel column chromatography (developing solvent; chloroform:methanol:aqueous amnmonia=9:1:0.5) to give the title compound (0.55 g) as a black brown oil.

Provenance & Evidence