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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantCesium carbonateHCID 10796—
ReactantAmmonium ChlorideHCID 25517—
ReactantAcetylacetoneHCID 31261—
Reactant(2-Chloro-6-trifluoromethyl-pyridin-3-yl)-methyl-amineHCID 14879205—
Catalystacetylacetone copper(II)HCID 21863952—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductN3-Methyl-6-(trifluoromethyl)pyridine-2,3-diamineHCID 68091240—

Reaction Conditions

Temperature140 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278983B2
Source datasetuspto-grants-2016_03
ORD IDord-6427db2bf0b5400d924bdc0b172a90d3
Source noteuspto-grants-2016_03