Potassium Hydroxide → HCID 60123481, compound

Participants

Reaction Steps

To crude (R)-3-(5-acetoxyhexyl)-1,7-dimethyl-5-(N,N-dimethylamino)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione was added a solution of potassium hydroxide (100 mg) in 10% water-methanol (2.2 ml). After stirring at room temperature for 2 hours, the mixture was concentrated under reduced pressure. The residue was treated with saturated aqueous sodium chloride solution (10 ml) and ethyl acetate (10 ml). The organic layer was dried over sodium sulfate and concentrated under reduced pressure to afford (R)-1,7-dimethyl-5-(N,N-dimethylamino)-3-(5-hydroxyhexyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione (55 mg, 79% yield for 2 steps) as an oil. 1H NMR (300 MHz, benzene d6) δ 1.13 (d, 3H), 1.20-1.50 (m, 4H), 1.56-1.72 (m, 2H), 2.11 (s, 3H), 3.40 (s, 3H), 3.55 (m, 1H), 3.90 (t, 2H), 6.21 (s, 1H), 7.15 (s, 1H).

Provenance & Evidence