HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1528686Generated: November 1, 2026
Water → 5-(4-Bromophenyl)-3-methylisoxazol-4-amine
https://huagongshe.com/reaction/1528686
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | 5-(4-Bromophenyl)-3-methyl-1,2-oxazole-4-carboxylic acid | HCID 56604559 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-(4-Bromophenyl)-3-methylisoxazol-4-amine | HCID 58218537 | — |
Reaction Steps
5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carboxylic acid (1.1 g, 4.1 mmol), diphenylphosphoryl azide (1.2 mL, 4.3 mmol), and triethylamine (1.14 mL, 8.2 mmol) were combined in toluene and stirred at 120° C. for 25 minutes. After cooling to room temperature, H2O (2 mL) in THF (2 mL) was added and the reaction was stirred at 88° C. for 2 hours. The mixture was cooled to room temperature and extracted with EtOAc. The combined organic layers were concentrated to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09090573B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-9eb0981d394f4e5c9e57f2c5daca6a19 |
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| Source note | uspto-grants-2015_07 |
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