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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 385584Generated: October 31, 2026

Water → HCID 57815358, compound

https://huagongshe.com/reaction/385584

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantTrimethylboroxineHCID 574072—
ReactantHCID 57815175HCID 57815175—
CatalystHCID 178418397HCID 178418397—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 57815358HCID 5781535874.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 0.50 g of (5-methoxy-4-(((trifluoromethyl)sulfonyl)oxy)pyridin-2-yl)methyl acetate in 5 mL of dioxane, 0.63 g of potassium carbonate, 0.21 mL of trimethylboroxin and 0.18 g of tetrakis(triphenylphosphine)palladium(0) were added, and the mixture was stirred at 70 to 90° C. for 3 hours under a nitrogen atmosphere. The mixture was heated under reflux while further stirring for 3 hours, after cooling to room temperature, water and ethyl acetate were added to the reaction mixture, and the organic layer was separated. The aqueous layer was extracted with ethyl acetate, the organic layer and the extract were combined, the resultant solution was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The resultant residue was purified by flash silica gel column chromatography using gradient elution with hexane:ethyl acetate=80:20 to 50:50 to obtain 0.22 g of (5-methoxy-4-methylpyridin-2-yl)methyl acetate as a yellow oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367831B2
Source datasetuspto-grants-2013_02
ORD IDord-b0cbd9d442eb4faf93e38e7e9e9f08f1
Source noteuspto-grants-2013_02