Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 71294979 | HCID 71294979 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71295249 | HCID 71295249 | 91.9% |
Reaction Steps
To a mixture of 5-bromo-2-(2,4-difluorophenyl)-N-methyl-6-(methylsulfonamido)benzofuran-3-carboxamide (653 mg, 1.38 mmol), K2CO3 (406 mg, 2.94 mmol) in DMF (10 mL) was added MeI (519 mg, 3.66 mmol), then the mixture was stirred at 80° C. After 3 hours, the solvent was removed by vacuum, the mixture was washed with H2O (20 mL) and extract with DCM (50 mL×3), dried over Na2SO4 and concentrated to give the desired product of 5-bromo-2-(2,4-difluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (600 mg, yield: 89%). 1H-NMR (CDCl3, 400 MHz) δ 8.24 (s, 1H), 7.69˜7.75 (m, 2H), 7.05˜7.10 (m, 1H), 6.98˜7.03 (m, 1H), 5.64 (d, J=3.0 Hz, 1H), 3.09 (s, 3H), 2.97 (s, 3H), 2.95 (d, J=3.6 Hz, 3H). MS (M+H)+: 473/475.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09243002B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-8fb196a57758462fbcbb9dfb3ca7e56d |
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| Source note | uspto-grants-2016_01 |
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