Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | HCID 178516630 | HCID 178516630 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 86689313 | HCID 86689313 | 38% |
| Product | HCID 86689314 | HCID 86689314 | 11% |
Reaction Steps
5-[3-(1H-Tetrazol-5-yl)phenyl]-5,8,9,10-tetrahydroindeno[5,4-b][1,4]diazepine-2,4(1H,3H)-dione sodium salt (46 mg, 0.12 mmol) was dissolved in dry dimethylsulfoxide (2 mL). To the solution was added methyl iodide (37 μL, 0.60 mmol). The mixture was stirred at room temperature for 72 hours. To the mixture was added water. The mixture was extracted with ethyl acetate, washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was removed by evaporation under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=2/1-3/1) to give 5-[3-(2-methyl-2H-tetrazol-5-yl)phenyl]-5,8,9,10-tetrahydroindeno[5,4-b][1,4]diazepine-2,4(1H,3H)-dione (17 mg, yield 38%) and 5-[3-(1-methyl-1H-tetrazol-5-yl)phenyl]-5,8,9,10-tetrahydroindeno[5,4-b][1,4]diazepine-2,4(1H,3H)-dione (5 mg, yield 11%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08962613B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-6311dc8a5a6c40749e96b50301a8b33e |
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| Source note | uspto-grants-2015_02 |
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