Sodium Chloride → HCID 60123473, compound

Participants

Reaction Steps

To a solution of the crude (R)-3-(5-acetoxyhexyl)-1,5,7-trimethylpyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione in methanol (10 ml) and was added a solution of potassium hydroxide (200 mg) in water (1 ml) was added. After stirring at room temperature for 3 hours, saturated aqueous sodium chloride solution (5 ml) and water (5 ml) were added. The methanol was evaporated under reduced pressure and the aqueous mixture was extracted with ethyl acetate (20 ml). The organic layer was applied to a short column of silica gel. Elution with ethyl acetate afforded (R)-3-(5-hydroxyhexyl)-1,5,7-trimethylpyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione (227 mg, 84% yield) as an oil. 1H NMR (300 MHz, CDCl3) δ 1.19 (d, 3H), 1.33-1.79 (m, 6H), 2.53 (s, 3H), 2.77 (s, 3H), 3.68 (s, 3H), 3.80 (m, 1H), 4.04 (t, 2H), 6.82 (s, 1H).

Provenance & Evidence