2-Bromopyridine → HCID 20186610, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of sodium hydride (0.92 g) and 2-(3aminopropylamino)pyridine (5 g) in toluene (100 ml) was heated under nitrogen to 90° C. until initial reaction ceased, and then under reflux for 2 hr. After cooling, 2-bromopyridine (5.53 g) was added and the mixture heated under reflux for 10 hr. The mixture was poured on to ice/water (100 ml), extracted at pH 14 with chloroform, and these extracts washed with 2N HCl. The acidic aqueous solution was adjusted to pH 9 and extracted with ether and the extracts were discarded. The aqueous phase was adjusted to pH 14 and extracted with ether and the latter ethereal extracts were washed with water, dried (K2CO3) and concentrated to give 3-(N,N-dipyrid-2-ylamino)propylamine (2.93 g, 39%) as an oil which was used without further purification.

Provenance & Evidence