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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 884958Generated: October 25, 2026

Pyridine → N-[5-chloro-2-hydroxy-4-trifluoromethylphenyl]isonicotinamide

https://huagongshe.com/reaction/884958

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantIsonicotinic AcidHCID 5922—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant2-Amino-4-chloro-5-(trifluoromethyl)phenolHCID 66880478—
SolventWaterHCID 962—
ProductN-[5-chloro-2-hydroxy-4-trifluoromethylphenyl]isonicotinamideHCID 6687974753.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 0.70 g of 2-amino-4-chloro-5-trifluoromethylphenol, 0.79 g of WSC, 0.39 g of isonicotinic acid and 6 ml of pyridine was stirred while heating at 80° C. for three hours. The reaction mixture was cooled to room temperature, and then water was added, followed by extraction with ethyl acetate three times. The combined organic layers were washed with water and a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.54 g of N-[5-chloro-2-hydroxy-4-trifluoromethylphenyl]isonicotinamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08242133B2
Source datasetuspto-grants-2012_08
ORD IDord-0f8e04c05d744ca8817654a9c860142f
Source noteuspto-grants-2012_08