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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2170436Generated: October 31, 2026

Cesium carbonate → 4-chloro-2-(4-fluoro-2-methoxyphenoxy)-N-(2-oxo-1,2-dihydropyridin-4-yl)benzamide

https://huagongshe.com/reaction/2170436

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-Fluoro-3-methoxyphenolHCID 14118956—
Reactant4-chloro-2-fluoro-N-(2-oxo-1H-pyridin-4-yl)benzamideHCID 86728467—
SolventDimethylformamideHCID 6228—
Product4-chloro-2-(4-fluoro-2-methoxyphenoxy)-N-(2-oxo-1,2-dihydropyridin-4-yl)benzamideHCID 7832216428.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

Cs2CO3 (651.6 mg, 2.0 mmol) was added to a solution of 2-fluoro-N-(2-oxo-1,2-dihydropyridin-4-yl)-4-chlorobenzamide (53.3 mg, 0.20 mmol) and 4-fluoro-3-methoxyphenol (284.3 mg, 2.0 mmol) in DMF (1 mL) and the reaction was stirred at 100° C. for 1 hour. The reaction was filtered and purified by reverse phase HPLC using a gradient of acetonitrile in water (10-99%) and HCl as a modifier to yield 4-chloro-2-(4-fluoro-2-methoxyphenoxy)-N-(2-oxo-1,2-dihydropyridin-4-yl)benzamide (16) (22.1 mg, 28%). ESI-MS m/z calc. 388.06. found 389.15 (M+1)+; Retention time: 1.53 minutes (3 minutes run).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051270B2
Source datasetuspto-grants-2015_06
ORD IDord-9682f34850894ca197ff61c2318e88c8
Source noteuspto-grants-2015_06