Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 86686381 | HCID 86686381 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 136253987 | HCID 136253987 | 11.8% |
Reaction Steps
Iron powder (17 mg) was added to a solution of ethyl 1-(1,4-dioxepan-6-yl)-5-{4-(2-methoxy-4,6-dimethylpyridin-3-yl)-2-nitrophenyl}-1H-pyrazole-4-carboxylate (15 mg) in acetic acid (1 mL)-water (0.05 mL), and the mixture was stirred at 80° C. for 4.25 hours in a nitrogen atmosphere. The reaction mixture was returned to room temperature, and ethyl acetate (5 mL) was added to the reaction mixture. The insoluble matter was removed by filtration through Celite™. The filtrate was concentrated under reduced pressure. A solution of the residue in ethyl acetate was sequentially washed with a saturated aqueous sodium bicarbonate solution and brine, dried over anhydrous magnesium sulfate, filtered and concentrated. The residue was purified by preparative thin-layer chromatography (silica gel, ethyl acetate/n-heptane, 66%) to give the title compound (1.5 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08563565B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-4dda0817082346e29787d7fd59e3f20d |
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| Source note | uspto-grants-2013_10 |
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