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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533672Generated: October 26, 2026

Ammonia → N3-Methyl-6-(trifluoromethyl)pyridine-2,3-diamine

https://huagongshe.com/reaction/533672

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 numberUS08853238B2
Source datasetuspto-grants-2014_10
ORD IDord-38934104c4a543b58d0945da894d00dd
Source noteuspto-grants-2014_10