Dicyclohexylcarbodiimide → HCID 136020866, compound

Participants

Reaction Steps

0.300 g (1.441 mmol) of 3-(1,6-dihydro-6-oxo-9H-purin-9-yl)propanoic acid (AIT-0080) and 0.305 g (1.478 mmol) of dicyclohexylcarbodiimide were placed into a 10 ml round bottom flask equipped with magnetic stirring bar and thermometer. 4 ml of N,N-dimethylacetamide and 0.168 g (1.628 mmol) of 1-dimethyamino-2-propanol were added and the solution was heated to 75° (closed flask) for two hours. The solution was allowed to come to room temperature and a large amount of precipitate formed. The contents were transferred to a larger flask with 20 ml of acetone. 20 ml of ether was added and the solution was allowed to cool down in the refrigerator. Crystals formed within a short period of time. A solid was obtained by filtration and washed with ether. 408 mg of 3-(1,6-dihydro-6-oxo-9H-purin-9-yl)propanoic acid, 1-(dimethylamino)-2-propyl ester (AIT-0106) as a white crystalline solid was obtained. Yield: 97%. m.p.: 280° -284°.

Provenance & Evidence