Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 135446371 | HCID 135446371 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 16222501 | HCID 16222501 | 37.1% |
Reaction Steps
A mixture of 3-(4-chloro-phenyl)-5-(3-chloro-1H-pyrrol-2-yl)-[1,2,4]-oxadiazole (30.0 mg, 0.11 mmol), iodomethane (0.08 ml, 0.17 mmol) and potassium carbonate (23 mg, 0.17 mmol) in dimethylformamide (2 ml) was heated at 85° C. for 4 h. It was diluted by water (20 ml) and the mixture was extracted by EtOAc. The extracts were evaporated, and the residue was purified by column chromatography (EtOAc: Hexane=1:1) to give 12.0 mg (37%) of the title compound. 1H NMR (CDCl3): 8.11–8.07 (m, 2H), 7.50–7.45 (m, 2H), 6.84 (d, J=3.0 Hz, 1H), 6.28 (d, J=3.3 Hz, 1H), 4.08 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07144876B2 |
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| Source dataset | uspto-grants-2006_12 |
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| ORD ID | ord-9ba7ede350c74589af76d7cc1e8903d4 |
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| Source note | uspto-grants-2006_12 |
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