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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 929779Generated: October 30, 2026

Potassium Carbonate → HCID 76284625, compound

https://huagongshe.com/reaction/929779

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-Chloro-2-(chloromethyl)-3-fluorobenzeneHCID 108675—
Reactant3-(4-Hydroxy-phenyl)-isoxazole-5-carboxylic acid amideHCID 136491250—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
ProductHCID 76284625HCID 7628462515%

Reaction Steps

3-(4-Hydroxy-phenyl)-isoxazole-5-carboxylic acid amide (which may be prepared as described in Preparation of Intermediate 2; 50 mg, 0.24 mmol), K2CO3 (37 mg, 0.27 mmol) and tetrabutylammonium iodide (9 mg, 0.024 mmol) were taken up in DMF (2.4 mL). 2-Chloro-6-fluorobenzyl chloride (45 mg, 0.24 mmol) was added and the reaction mixture was stirred at room temperature overnight. The solvent was evaporated and the residue was purified by high-throughput purification to give 3-[4-(2-chloro-6-fluoro-benzyloxy)-phenyl]-isoxazole-5-carboxylic acid amide (12.3 mg, 15%). HRMS Calcd. for C17H13ClFN2O3 (M+H)+, 347.0593. Found: 347.0591.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296711B2
Source datasetuspto-grants-2016_03
ORD IDord-886c4337eec948339ad2adfe7a17b089
Source noteuspto-grants-2016_03