Thymidine → HCID 68806946, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of thymidine (0.48 g, 2 mmol), triethylamine (20 ml) and dry pyridine (20 ml) was added freshly distilled acrylonitrile (1 ml, 15 mmol). After heating at 50° C. for 24 hours, the reaction mixture was cooled, concentrated, and purified by flash chromatography using dichloromethane:ethylacetate:methanol (85:15:5) as the mobile phase. Appropriate fractions were collected and concentrated to give the desired adduct as a colorless solid in 47% yield having a m.pt. of 114-116° C. The product exhibited the expected spectroscopic profile in 1H NMR and 13C NMR.

Provenance & Evidence