2-Aminopyridine → HCID 178515422, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 0.94 g (10.0 mmole) of 2-aminopyridine, 1.56 g (10.0 mmole) of ethyl tetrazol-5-ylacetate, 1.65 g (11.1 mmole) of triethyl orthoformate and 0.3 g (2.2 mmole) of aluminum chloride in 50 ml of 1,1,2,2-tetrachloroethane was heated at 120° C. under a nitrogen atmosphere for 3 days. The mixture was cooled, diluted to 200 ml with diethyl ether and filtered. The solid obtained was suspended in 100 ml of 1:1 methanol-water. The solid was then separated by filtration and washed with methanol to provide 1.39 g (65%) of off-white-colored solid 3-(1H-tetrazol-5-yl)-4H-pyrido[1,2-a]pyrimidine-4-one. The infrared spectrum of the product confirmed the structural assignment.

Provenance & Evidence