Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N-Iodosuccinimide | HCID 120273 | — |
| Reactant | HCID 178493804 | HCID 178493804 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 90029866 | HCID 90029866 | 82% |
Reaction Steps
To a solution of 4-methoxy-1H-pyrazole-3-carbonitrile (compound 280.7, 200 mg, 1.62 mmol) in N,N-dimethylformamide (15 mL) was added NIS (549 mg, 2.44 mmol). The reaction mixture was stirred for 2 h at 70° C., then quenched with 20 mL of Na2S2O3 (sat.). The aqueous phase was extracted with 2×50 mL of ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel chromatography with ethyl acetate/petroleum ether (1:6) as the eluent to furnish 330 mg (82%) of the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09428502B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-4c7977b74fd84bc59f3849221c7d4958 |
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| Source note | uspto-grants-2016_08 |
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