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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923807Generated: October 26, 2026

Methylamine → N2-Methyl-6-(trifluoromethyl)pyridine-2,3-diamine

https://huagongshe.com/reaction/923807

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantCesium carbonateHCID 10796—
ReactantAmmonium ChlorideHCID 25517—
ReactantAcetylacetoneHCID 31261—
Reactant2-Chloro-5-(trifluoromethyl)pyridin-3-amineHCID 12919757—
Catalystacetylacetone copper(II)HCID 21863952—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductN2-Methyl-6-(trifluoromethyl)pyridine-2,3-diamineHCID 68091056—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a pressure-resistant reaction container, 3-amino-2-chloro-5-trifluoromethylpyridine (5 g), copper (II) acetylacetone (1.31 g), acetylacetone (2.50 g), cesium carbonate (16.25 g), NMP (20 ml), and 40% of aqueous methylamine solution (15 ml) were added, and stirred at 100° C. for 3 hours, at 120° C. for 3 hours, then at 140° C. for 5 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 N2-methyl-6-trifluoromethylpyridin-2,3-diamine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278983B2
Source datasetuspto-grants-2016_03
ORD IDord-2f8ead4ed3804000850e2afbf1c62428
Source noteuspto-grants-2016_03