HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 713641Generated: October 25, 2026
1-Hydroxybenzotriazole → 3-chloro-N-(6-trifluoromethylpyridin-2-yl)picolinamide
https://huagongshe.com/reaction/713641
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Amino-6-(trifluoromethyl)pyridine | HCID 821024 | — |
| Reactant | 3-Chloropyridine-2-carboxylic acid | HCID 824632 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 3-chloro-N-(6-trifluoromethylpyridin-2-yl)picolinamide | HCID 118113287 | 89.1% |
Reaction Steps
A mixture of 0.81 g of 2-amino-6-trifluoromethylpyridine, 0.78 g of 3-chloropicolinic acid, 1.15 g of EDCI hydrochloride, 0.06 g of HOBt and 10 mL of pyridine was stirred at 70° C. for 2 hours. A saturated aqueous sodium bicarbonate solution was poured to the cooled reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure, and the resulting solid was washed with hexane and dried to obtain 1.33 g of 3-chloro-N-(6-trifluoromethylpyridin-2-yl)picolinamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09185910B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-135b62c9e8eb46e3957a6bc97a77bb43 |
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| Source note | uspto-grants-2015_11 |
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