HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 884959Generated: October 25, 2026
Pyridine → 3-chloro-N-[5-chloro-2-hydroxy-4-trifluoromethylphenyl]isonicotinamide
https://huagongshe.com/reaction/884959
Participants
| Role | Name | HCID | Charge |
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| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 3-Chloropyridine-4-carboxylic acid | HCID 2735816 | — |
| Reactant | 2-Amino-4-chloro-5-(trifluoromethyl)phenol | HCID 66880478 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-chloro-N-[5-chloro-2-hydroxy-4-trifluoromethylphenyl]isonicotinamide | HCID 66880791 | 69.9% |
Reaction Steps
A mixture of 0.60 g of 2-amino-4-chloro-5-trifluoromethylphenol, 0.43 g of 3-chloroisonicotinic acid, 0.67 g of WSC and 5 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 anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.67 g of 3-chloro-N-[5-chloro-2-hydroxy-4-trifluoromethylphenyl]isonicotinamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08242133B2 |
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| Source dataset | uspto-grants-2012_08 |
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| ORD ID | ord-729614d889394d2598aae2e6066655e1 |
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| Source note | uspto-grants-2012_08 |
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