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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1752973Generated: October 28, 2026

Cesium carbonate → 5-chloro-2-(4-fluoro-2-methoxyphenoxy)-N-(2-oxo-1,2-dihydropyridin-4-yl)benzamide

https://huagongshe.com/reaction/1752973

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-Fluoro-3-methoxyphenolHCID 14118956—
Reactant5-chloro-2-fluoro-N-(2-oxo-1H-pyridin-4-yl)benzamideHCID 86728469—
SolventDimethylformamideHCID 6228—
Product5-chloro-2-(4-fluoro-2-methoxyphenoxy)-N-(2-oxo-1,2-dihydropyridin-4-yl)benzamideHCID 7832342630.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

Cs2CO3 (879.9 mg, 2.7 mmol) was added to a solution of 2-fluoro-N-(2-oxo-1,2-dihydropyridin-4-yl)-5-chlorobenzamide (72.0 mg, 0.27 mmol) and 4-fluoro-3-methoxyphenol (307.7 μl, 2.7 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 5-chloro-2-(4-fluoro-2-methoxyphenoxy)-N-(2-oxo-1,2-dihydropyridin-4-yl)benzamide (7a) (31.8 mg, 30%). ESI-MS m/z calc. 388.06, found 389.10 (M+1)+; Retention time: 1.52 minutes (3 minutes run).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09163042B2
Source datasetuspto-grants-2015_10
ORD IDord-72299082931d4e169fa95e395cac6746
Source noteuspto-grants-2015_10