Thionyl Chloride → HCID 13195262, compound

Participants

Reaction Steps

6.2 g of 2-[4-(imidazo[1,2-a]pyridin-2-yl)phenyl]propionyl chloride, which is produced by treating 2-[4-(imidazo[1,2-a]pyridin-2-yl)phenyl]-propionic acid hydrochloride with thionyl chloride in chloroform, is added to a solution of 2.6 g of N,N-dimethylethylenediamine in 50 ml of pyridine. The mixture is allowed to stand at room temperature for 3 hours, and concentrated under reduced pressure. The residue is neutralized with aqueous sodium bicarbonate solution. The crystalline precipitate is washed with water and recrystallized from toluene to give 2.3 g of N-(2-dimethylamino-ethyl)-2-[4-(imidazo[1,2-a]pyridin-2-yl)phenyl]propionamide melting at 149°-150°C.

Provenance & Evidence