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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 339575Generated: October 25, 2026

Dimethylformamide → 2-fluoro-4-methoxy-N-[4-(6-methylimidazo[1,2-a]pyridin-2-yl)phenyl]benzamide

https://huagongshe.com/reaction/339575

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthyl AcetateHCID 8857—
Reactant4-(6-Methylimidazo[1,2-a]pyridin-2-yl)anilineHCID 821084—
Reactant2-Fluoro-4-methoxybenzoic acidHCID 2774542—
SolventPyridineHCID 1049—
SolventThionyl ChlorideHCID 24386—
Product2-fluoro-4-methoxy-N-[4-(6-methylimidazo[1,2-a]pyridin-2-yl)phenyl]benzamideHCID 5834197780%

Reaction Steps

A stirred solution of 2-fluoro-4-methoxybenzoic acid (0.23 g, 1.34 mmol) in thionyl chloride (7 ml) containing a drop of DMF was heated under reflux for 4 h. The excess reagent was then removed under reduced pressure to give a crude solid. The amide was prepared as described in the Amide Coupling section using the crude solid and 4-(6-methylimidazo[1,2-a]pyridin-2-yl)aniline (0.30 g, 1.34 mmol) in dry pyridine (15 ml) to give the title compound (0.323 g, 80%) as a colourless solid after work-up and flash chromatography (EtOAc).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895313B2
Source datasetuspto-grants-2014_11
ORD IDord-3fd8ef6692d0443481f0906cd83965d0
Source noteuspto-grants-2014_11