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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 14605Generated: October 26, 2026

Water → 4-{2-[5-(2-Chloro-phenyl)-pyridin-2-yloxy]-acetylamino}-thiophene-3-carboxylic acid methyl ester

https://huagongshe.com/reaction/14605

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant2-Chlorophenylboronic acidHCID 2734322—
Reactant4-[2-(5-Bromo-pyridin-2-yloxy)-acetylamino]-thiophene-3-carboxylic acid methyl esterHCID 68691710—
CatalystHCID 178418397HCID 178418397—
SolventTetrahydrofuranHCID 8028—
Product4-{2-[5-(2-Chloro-phenyl)-pyridin-2-yloxy]-acetylamino}-thiophene-3-carboxylic acid methyl esterHCID 68691393—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 4-[2-(5-bromo-pyridin-2-yloxy)-acetylamino]-thiophene-3-carboxylic acid methyl ester (100 mg, 0.269 mmol), 2-chlorophenylboronic acid (50.5 mg) and cesium carbonate (350 mg) in THF (10.5 mL) and degassed water (2.5 mL) was added tetrakis(triphenylphosphine)palladium (8.4 mg) and the reaction mixture was stirred under argon for 2 hours at 80° C. After such time water was added and the precipitate was isolated, washed with water and dried in vacuo to yield 4-{2-[5-(2-chloro-phenyl)-pyridin-2-yloxy]-acetylamino}-thiophene-3-carboxylic acid methyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732452B2
Source datasetuspto-grants-2010_06
ORD IDord-97373731b92647bd9289eae85f4953c9
Source noteuspto-grants-2010_06