Dimethyl Sulfoxide → HCID 54692314, compound

Participants

Reaction Steps

To a solution of 2-(4-fluorobenzyl)-9-hydroxy-7-tetrahydro-2H-thiopyran-4-yl-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,6,8(7H)-trione (30 mg, 0.074 mmol, Example 36). in dichloromethane (2 mL) was added 3-Chloroperoxybenzoic acid (38 mg, 0.165 mmol). The reaction was stirred at room temperature and after one hour DMSO was added (0.2 mL). After stirring for one hour, the dichloromethane was evaporated under a stream of nitrogen and the reaction was diluted with water and aq. NaHCO3. The precipitated product was collected by filtration and rinsed with water and diethyl ether. Drying under high vacuum provided the title compound. 1H NMR (400 MHz, CDCl3) δ 11.8 (s, 1H), 7.3 (m, 2H), 7.07 (t, J=8.6 Hz, 2H), 5.07 (tt, J=12.0, 3.2 Hz, 1H), 4.69 (s, 2H), 4.00 (t, J=5.6 Hz, 2H), 3.53 (t, J=5.6 Hz, 2H), 3.35 (m, 2H), 3.16 (m, 4H), 1.95 (m, 2H).

Provenance & Evidence