Water → (S)-5-[3-(2-methyl-2H-tetrazol-5-yl)phenyl]-9-methylthio-1,2,3,3a,4,5-hexahydro-5,8,10,10b-tetraazabenzo[e]azulen-6-one

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Reaction Steps

(S)-9-Methylthio-5-[3-(2H-tetrazol-5-yl)phenyl]-1,2,3,3a,4,5-hexahydro-5,8,10,10b-tetraazabenzo[e]azulen-6-one (283 mg, 0.717 mmol) obtained in Step 1 was dissolved in DMF (7 mL), and the mixture was stirred at room temperature for 2 hours after adding potassium carbonate (149 mg, 1.08 mmol) and methyl iodide (0.0670 mL, 1.08 mmol). Thereafter, water was added to the mixture, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate. The residue obtained upon concentration under reduced pressure was then purified by silica gel column chromatography to give (S)-5-[3-(2-methyl-2H-tetrazol-5-yl)phenyl]-9-methylthio-1,2,3,3a,4,5-hexahydro-5,8,10,10b-tetraazabenzo[e]azulen-6-one (221 mg, 75%) and (S)-5-[3-(1-methyl-1H-tetrazol-5-yl)phenyl]-9-methylthio-1,2,3,3a,4,5-hexahydro-5,8,10,10b-tetraazabenzo[e]azulen-6-one (44.9 mg, 15%).

Provenance & Evidence