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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 929770Generated: October 27, 2026

Potassium Carbonate → 3-[4-(2-Methoxy-benzyloxy)-phenyl]-isoxazole-5-carboxylic acid amide

https://huagongshe.com/reaction/929770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-(Chloromethyl)anisoleHCID 81495—
Reactant3-(4-Hydroxy-phenyl)-isoxazole-5-carboxylic acid amideHCID 136491250—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
Product3-[4-(2-Methoxy-benzyloxy)-phenyl]-isoxazole-5-carboxylic acid amideHCID 7628435613.5%

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-Methoxybenzyl chloride (42 mg, 0.27 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-methoxy-benzyloxy)-phenyl]-isoxazole-5-carboxylic acid amide (10.5 mg, 13%). LRMS (ESI+): m/z [M+H]+ 325.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296711B2
Source datasetuspto-grants-2016_03
ORD IDord-604e41ca5743407c9aa84d1c1f2a3d92
Source noteuspto-grants-2016_03