1-(3-Aminopropyl)-2-pipecoline → 3-(1,6-dihydro-6-oxo-9H-purin-9-yl)-N-[3-(2-methylpiperidin-1-yl)propyl]propanamide

Participants

Reaction Conditions

Reaction Steps

0.565 g (3.62 mmol) of 1-(3-aminopropyl)-2-pipecoline was placed into a 10 ml round bottom flask with a magnetic stirring bar. The flask was heated to 120° C. and 250 mg (1.06 mmol) of 3-(1,6-dihydro-6-oxo-9H-purin-9-yl)propionic acid, ethyl ester (AIT-0027) was added. The mixture was heated for two hours at 120° C. and was allowed to cool. The resultant light orange viscous oil was treated with 8 ml acetonitrile and was stirred for about 25 min. The solution was filtered and the solid was washed with acetonitrile and then with ether. This yielded 254 mg of 3-(1,6-dihydro-6-oxo-9H-purin-9-yl)-N-[3-(2-methylpipiridin-1-yl)propyl]propanamide (AIT-0044) as an off-white solid.

Provenance & Evidence