HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923810Generated: October 25, 2026
Ammonia → N3-Methyl-6-(trifluoromethyl)pyridine-2,3-diamine
https://huagongshe.com/reaction/923810
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Acetylacetone | HCID 31261 | — |
| Reactant | (2-Chloro-6-trifluoromethyl-pyridin-3-yl)-methyl-amine | HCID 14879205 | — |
| Catalyst | acetylacetone copper(II) | HCID 21863952 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | N3-Methyl-6-(trifluoromethyl)pyridine-2,3-diamine | HCID 68091240 | — |
Reaction Steps
To a pressure-resistant reaction container, (2-chloro-6-trifluoromethylpyridin-3-yl)-methylamine (2.60 g), copper (II) acetylacetone (0.64 g), acetylacetone (1.23 g), cesium carbonate (7.99 g), NMP (10 ml), and 28% of aqueous ammonia (7 ml) were added, and stirred at 140° C. for 8 hours. After the mixture was allowed to cool to room temperature, saturated aqueous ammonium chloride solution was poured thereinto, and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to give 2.09 g of N3-methyl-6-trifluoromethylpyridin-2,3-diamine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09278983B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-6427db2bf0b5400d924bdc0b172a90d3 |
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| Source note | uspto-grants-2016_03 |
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