Sodium Sulfite → HCID 68679511, compound

Participants

Reaction Steps

8-Benzyl-2-methylsulfanyl-5-oxo-5,6,7,8-tetrahydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (0.39 g, 1.1 mmol) and m-CPBA (0.61 g (77% w/w), 2.7 mmol) were combined in DCM (20 mL). After 2 hours, a 10% solution of Na2SO3 (5 mL) was added and the mixture was partitioned between sat. NaHCO3 and DCM. The organic layer was dried (MgSO4) and concentrated. Chromatography on silica (25-100% EtOAc/hexanes gradient) provided 0.21 g of 8-benzyl-2-methanesulfonyl-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester. 1H NMR (400 MHz, CDCl3) δ (ppm): 9.70 (s, 1H), 8.72 (s, 1H), 7.38-7.41 (m, 5H), 5.57 (s, 2H), 4.40 (q, 2H, J=7.1 Hz), 3.38 (s, 3H), 1.40 (t, 3H, J=7.1 Hz).

Provenance & Evidence