m-Chloroperbenzoic acid → HCID 66780844, compound

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To a solution of 4-[(3-chloro-2-methylphenyl)methyl]-5-(methylthio)-2-(4-morpholinyl)[1,3]thiazolo[4,5-d]pyrimidin-7(4H)-one (25 mg, 0.059 mmol) in Dichloromethane (DCM) (500 μl) was added m-CPBA (13.25 mg, 0.059 mmol) in Dichloromethane (DCM) (300 μl) at 0° C. After stirring at room temperature for 3 h, the solution was washed with 5% aqueous sodium hydrogen sulfite followed by saturated aqueous sodium bicarbonate. The organic layer was dried (sodium sulfate), filtered, and concentrated. The crude was purified by reversed-phase HPLC to provide 4-[(3-chloro-2-methylphenyl)methyl]-2-(4-morpholinyl)[1,3]thiazolo[4,5-d]pyrimidine-5,7(4H,6H)-dione. (11 mg, 47%); LC/MS: MS (ES+) m/e 393 (MH+); 1H NMR (400 MHz, DMSO-d6) δ ppm 2.42 (s, 3H), 3.47-3.54 (m, 4H), 3.63-3.71 (m, 4H), 5.18 (s, 2H), 6.90 (d, J=7.3 Hz, 1H), 7.15 (m, 1H), 7.34 (d, J=7.3 Hz, 1H), 11.37 (s, 1H).

Provenance & Evidence