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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12171Generated: October 25, 2026

Pyridine → n-{4-Chloro-2-[n-(5-chloro(2-pyridyl))carbamoyl]phenyl}(2-fluoro-4-cyanophenyl)carboxamide

https://huagongshe.com/reaction/12171

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant4-Cyano-2-fluorobenzoic acidHCID 590659—
Reactant2-Amino-5-chloro-N-(5-chloropyridin-2-yl)benzamideHCID 21906418—
SolventDichloromethaneHCID 6344—
SolventThionyl ChlorideHCID 24386—
Productn-{4-Chloro-2-[n-(5-chloro(2-pyridyl))carbamoyl]phenyl}(2-fluoro-4-cyanophenyl)carboxamideHCID 10181017111.3%

Reaction Steps

A solution of 2-fluoro-4-cyanobenzoic acid (1 g, 6.06 mmol) in thionyl chloride (5 ml) was refluxed for 2 hr. After concentration, the residue was dissolved in dichloromethane (5 ml). And a solution of the compound of (2-amino-5-chlorophenyl)-N-(5-chloro(2-pyridyl))carboxamide (1.2 g, 4.25 mmol) in dichloromethane (10 ml) and pyridine (1.47 ml, 18.18 mmol) were added. The mixture was stirred at r.t. overnight. The precipitate was filtered and washed with a little amount of dichloromethane to give N-{4-chloro-2-[N-(5-chloro(2-pyridyl))carbamoyl]phenyl}(2-fluoro-4-cyanophenyl)carboxamide (2.03 g, 78%). MS found for C20H11Cl2FN4O2 M+=429, (M+2)+=431.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07727981B2
Source datasetuspto-grants-2010_06
ORD IDord-48fd1d68fa0249118488f86d53172bd6
Source noteuspto-grants-2010_06