Hydrochloric Acid → HCID 60123475, compound

Participants

Reaction Steps

A mixture of (R)-3-(5-acetoxyhexyl)-1,5-dimethylpyrido[2,3-d]pyrimidine-2,4,7(1H,3H,8H)-trione (175 mg, 0.50 mmol), methanol (5 ml) and 12 M aqueous hydrochloric acid (1 ml) was stirred at room temperature for 18 hours and then treated with saturated aqueous sodium bicarbonate solution (10 ml). After concentrating under reduced pressure to remove the methanol, the aqueous mixture was extracted with ethyl acetate (20 ml). The extract was applied to a short column of silica gel and eluted with ethyl acetate to afford (R)-1,5-dimethyl-3-(5-hydroxyhexyl)pyrido[2,3-d]pyrimidine-2,4,7(1H,3H,8H)-trione (50 mg, 32% yield) as a white powder. 1H NMR (300 MHz, CDCl3) δ 1.17 (d, 3H), 1.30-1.71 (m, 6H), 2.67 (s, 3H), 3.57 (s, 3H), 3.72-3.88 (m, 1H), 3.98 (t, 2H), 6.23 (s, 1H).

Provenance & Evidence