Sodium;3-oxidodioxaborirane;tetrahydrate → HCID 66779850, compound

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Reaction Steps

4-[(3-chloro-2-methylphenyl)methyl]-2-(4-morpholinyl)-5-[(phenylthio)methyl][1,3]thiazolo[4,5-d]pyrimidin-7(4H)-one (37 mg, 0.074 mmol) in Acetic Acid (371 Ml) was added to a stirred suspension of sodiumperborate tetrahydrate (45.6 mg, 0.297 mmol) and Acetic Acid (371 μl). The mixture was stirred at room temperature overnight, and then concentrated. The residue was taken up in dichloromethane/water and eluted through a hydromatrix cartridge. The eluate was concentrated and purified by reversed-phase HPLC to provide 4-[(3-chloro-2-methylphenyl)methyl]-2-(4-morpholinyl)-5-[(phenylsulfonyl)methyl][1,3]thiazolo[4,5-d]pyrimidin-7(4H)-one. (8 mg, 20%); LC/MS: MS (ES+) m/e 531 (MH+); 1H NMR (400 MHz, DMSO-d6) δ ppm 2.42 (s, 3H), 3.49-3.55 (m, 4H), 3.64-3.71 (m, 4H), 4.82 (s, 2H), 5.64 (s, 2H), 6.43 (d, J=7.6 Hz, 1H), 7.13 (m, 1H), 7.39 (d, J=7.83 Hz, 1H), 7.65 (t, J=7.8 Hz, 2H), 7.75-7.83 (m, 1H), 7.84-7.90 (m, 2H).

Provenance & Evidence