Selenium Dioxide → HCID 14267829, compound

Participants

Reaction Steps

A mixture of 6-acetoxymethyl-5-methylpyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione (3.14 g, 12.5 mmol) and selenium dioxide (2.09 g, 18.9 mmol) in glacial acetic acid (100 mL) is heated at reflux for 20 hours, and then the mixture is filtered through a Celite pad while hot. The filtrate is concentrated in vacuo, and the residue is crystallized from methanol to give 6-acetoxymethyl-5-formylpyrido[2,3-d]-pyrimidine-2,4(1H, 3H)-dione (2.94 g, 86.6%), mp 263°-264° C. (decomposition). 1H NMR (Me2SO-d6) d 2.02 (3H, s, Ac), 5.03 (2H, s, CH2), 8.75 (1H, s, H-7, 10.49 (1H, s, CHO).

Provenance & Evidence