Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | HCID 22831984 | HCID 22831984 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 57947817 | HCID 57947817 | 82.2% |
Reaction Steps
To a solution of ethyl 5-(3-fluorophenyl)isoxazole-3-carboxylate (25.8 g, 110 mmol, 1.0 equiv.) in EtOH (300 mL), was added hydrazine (10.5 mL, 330 mmol, 3.0 equiv.). The mixture was stirred at 80° C. for 1 h and then cooled to RT The precipitate was filtered, washed with H2O, and dried in vacuum to give 5-(3-fluorophenyl)isoxazole-3-carbohydrazide (20 g). The filtrate was concentrated and the resulting residue was purified on RP-HPLC using a mixture of acetonitrile and H2O to give desired product (2.5 g). LRMS (M+H+) m/z 222.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08759374B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-c886a988760546e89e1926184ac53f12 |
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| Source note | uspto-grants-2014_06 |
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