Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 178503399 | HCID 178503399 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67352088 | HCID 67352088 | 59% |
Reaction Steps
(S)-5-[3-(5-Mercapto-1,3,4-oxadiazol-2-yl)phenyl]-9-methylthio-1,2,3,3a,4,5-hexahydro-5,8,10,10b-tetraazabenzo[e]azulen-6-one (37 mg, 0.09 mmol) obtained in Step 1 was dissolved in DMF (1.0 mL), and the mixture was stirred at room temperature for 1 hour after adding potassium carbonate (36 mg, 0.26 mmol) and methyl iodide (0.012 mL, 0.19 mmol). Thereafter, water was added to the mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The resulting residue was then purified by silica gel column chromatography to give (S)-9-methylthio-5-[3-(5-methylthio-1,3,4-oxadiazol-2-yl)phenyl]-1,2,3,3a,4,5-hexahydro-5,8,10,10b-tetraazabenzo[e]azulen-6-one (23 mg, 59%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07998954B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-3a5be3ae4e9041d9b4714b9000c8b076 |
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| Source note | uspto-grants-2011_08 |
|---|