Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 69003325 | HCID 69003325 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 69000159 | HCID 69000159 | 85% |
Reaction Steps
The obtained N-[4-[3-[4-isopropyl-2-[4-(trifluoromethyl)phenyl]thiazol-5-yl]propionyl]phenyl]-2-nitrobenzenesulfonamide (265 mg, 0.439 mmol) was dissolved in anhydrous dimethylformamide (10 mL). Iodomethane (30 μL, 0.483 mmol) and potassium carbonate (121 mg, 0.875 mmol) were added to the solution. The mixture was stirred at room temperature for 16 hours. The mixture was neutralized with 0.2 N aqueous solution of hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium bicarbonate solution and saturated brine, and dried with anhydrous sodium sulfate to remove the solvent. The obtained residue was purified by silica gel column chromatography with hexane/ethyl acetate (7:3, v/v) to give the desired compound (230 mg) as yellow oil (yield 85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08404726B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-92450d20153541ba9a71ec6463106cc9 |
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| Source note | uspto-grants-2013_03 |
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