Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium bis(trimethylsilyl)amide | HCID 3251421 | — |
| Reactant | HCID 68717761 | HCID 68717761 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86635441 | HCID 86635441 | — |
Reaction Steps
To a solution of tert-butyl 2-(trifluoromethyl)-4,6-dihydropyrrolo[3,4-d]imidazole-5(1H)-carboxylate (90 mg) in tetrahydrofuran (3 mL) at −20° C. was added potassium bis(trimethylsilyl)amide solution (0.714 mL 0.5M in toluene). The mixture was stirred at −20° C. for 30 min at which point methyl iodide (0.04 mL) was added and the reaction slowly was warmed to ambient temperature over 1 h. The reaction mixture was quenched with saturated aqueous sodium bicarbonate solution (5 mL). The phases were separated and the aqueous phase extracted with dichloromethane (3×10 mL). The combined organic phases were dried over anhydrous sodium sulfate, filtered, evaporated in vacuo and the resulting product used without further purification. LC/MS 292.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07750034B2 |
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| Source dataset | uspto-grants-2010_07 |
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| ORD ID | ord-3c2cef1f2a4e482387fb8d7204d057ac |
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| Source note | uspto-grants-2010_07 |
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