Dimethyl Sulfoxide → 3-(1,6-dihydro-6-oxo-9H-purin-9-yl)-N-[2-(1H-indol-3-yl)ethyl]propanamide

Participants

Reaction Steps

0.700 g (4.37 mmol) of tryptamine were placed into a 50 ml round bottom flask equipped with a magnetic stirring bar. Then 5.0 ml of dimethylsulfoxide were added to dissolve the tryptamine. After all the tryptamine had gone into solution, 1.0 g (3.04 mmol) of 3-(1,6-dihydro-6-oxo-9H-purin-9-yl)propanoic acid, 4-nitrophenyl ester (AIT-0081) was added and the flask was sealed with a ground glass stopper. The mixture was stirred at room temperature for five hours. The reaction mixture was poured into 60 ml of acetone. The product was filtered, washed twice with 10 ml of acetone and air dried. The yield of 3-(1,6-dihydro-6-oxo-9H-purin-9-yl)-N-[2-(1H-indol-3-yl)ethyl]-propanamide (AIT-0072) was 0.813 g. Yield: 48% (Purity 99.3%). mp: 204°-206° C.

Provenance & Evidence