HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2094476Generated: October 25, 2026
Pyridine → N-[5-chloro-2-hydroxy-4-trifluoromethylphenyl]isonicotinamide
https://huagongshe.com/reaction/2094476
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Isonicotinic Acid | HCID 5922 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 2-Amino-4-chloro-5-(trifluoromethyl)phenol | HCID 66880478 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-[5-chloro-2-hydroxy-4-trifluoromethylphenyl]isonicotinamide | HCID 66879747 | 53.8% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08445522B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-6c5733cf9bf34a38a517afde002fbb8a |
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| Source note | uspto-grants-2013_05 |
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