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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190811Generated: November 2, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 3-bromo-N-[2-hydroxy-5-(trifluoromethyl)phenyl]isonicotinamide

https://huagongshe.com/reaction/2190811

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant2-Amino-4-(trifluoromethyl)phenolHCID 120246—
Reactant3-Bromoisonicotinic acidHCID 817972—
SolventPyridineHCID 1049—
Product3-bromo-N-[2-hydroxy-5-(trifluoromethyl)phenyl]isonicotinamideHCID 6687988023.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 0.69 g of 3-bromo isonicotinic acid, 0.60 g of 2-amino-4-(trifluoromethyl)phenol, 1.00 g of WSC and 6 ml of pyridine was stirred while heating at 80° C. for two hours. The reaction mixture was cooled to room temperature, and then concentrated. Water was added to the residue, followed by extraction with ethyl acetate. The organic layer was washed with a saturated sodium chloride solution, then dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was washed with a mixture solvent of ethyl acetate and hexane to give 0.29 g of 3-bromo-N-[2-hydroxy-5-(trifluoromethyl)phenyl]isonicotinamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324387B2
Source datasetuspto-grants-2012_12
ORD IDord-42f877abbec44d09bd6c8e997d889726
Source noteuspto-grants-2012_12