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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant5-(4-Bromophenyl)-3-methyl-1,2-oxazole-4-carboxylic acidHCID 56604559—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
Product5-(4-Bromophenyl)-3-methylisoxazol-4-amineHCID 58218537—

Reaction Conditions

Temperature120 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090573B2
Source datasetuspto-grants-2015_07
ORD IDord-9eb0981d394f4e5c9e57f2c5daca6a19
Source noteuspto-grants-2015_07