m-Chloroperbenzoic acid → HCID 67350501, compound

Participants

Reaction Steps

(S)-5-[3-(7-Methylamino-9-methylthio-6-oxo-2,3,3a,4-tetrahydro-1H,6H-5,8,10,10b-tetraazabenzo[e]azulen-5-yl)phenyl]-3-methyl-1,3,4-oxadiazol-2(3H)-one (17.6 mg, 0.0388 mmol) obtained in Step 9 was dissolved in dichloromethane (2.5 mL), and the mixture was stirred at room temperature for 30 minutes after adding 3-chloroperbenzoic acid (20.5 mg, 0.0582 mmol). A saturated aqueous sodium bicarbonate solution and chloroform were added to the mixture to separate the organic layer. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The resulting residue was dissolved in THF (2.0 mL), and the mixture was stirred at 90° C. for 30 minutes under microwave (CEM; Discover; 250 watts) irradiation after adding a 2.0 mol/L methylamine/THF solution (1.0 mL, 2.00 mmol). The mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography to give the title compound (Compound 156) (8.0 mg, 47%).

Provenance & Evidence