Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 49802022 | HCID 49802022 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66797666 | HCID 66797666 | — |
Reaction Steps
Iodomethane (55.4 mg, 0.39 mmol) was added dropwise to a suspension of N-(5-(3-methyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)pyridin-3-yl)cyclopropanesulfonamide (104 mg, 0.3 mmol), potassium carbonate (207 mg, 1.5 mmol) in DMF (1.5 mL) at room temperature. The resulting mixture was stirred at this temperature for 4 h. The mixture was diluted with ethyl acetate (50 mL) and washed with water (2×50 mL). The aqueous layer was extracted with ethyl acetate (2×50 mL). The combined extracts were washed with NaHCO3 solution and dried over anhydrous Na2SO4. After filteration and concentration, the residue was treated with ether then filterated to pale solid (30 mg). ESI-MS m/z: 3601 [M+1]+, Retention time 1.15 min; 1HNMR (MeOD, 400.342 MHz) δ 0.96-1.03 (m, 4H), 2.65-2.72 (m, 1H), 3.47 (s, 3H), 7.38 (d, J=8 Hz, 1H), 747 (dd J=8, 2 Hz, 1H), 7.52 (s, 1H), 8.18 (t J=2 Hz, 1H), 8.64 (d, J=2 Hz, 1H), 8.76 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08455522B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-d3b4caada337412488f5d6200765d465 |
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| Source note | uspto-grants-2013_06 |
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