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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2307989Generated: October 25, 2026

Dimethylformamide → 4-(1-Ethyl-propylamino)-6-methyl-2-(2,4,6-trimethyl-phenylamino)-nicotinic acid methyl ester

https://huagongshe.com/reaction/2307989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantN,N,2-TrimethylanilineHCID 11869—
Reactant2-Chloro-4-(1-ethyl-propylamino)-6-methyl-nicotinic acid methyl esterHCID 24806876—
CatalystCopperHCID 23978—
Product4-(1-Ethyl-propylamino)-6-methyl-2-(2,4,6-trimethyl-phenylamino)-nicotinic acid methyl esterHCID 69587262—

Reaction Steps

A mixture of 2-chloro-4-(1-ethyl-propylamino)-6-methyl-nicotinic acid methyl ester, trimethylaniline, potassium carbonate, copper in DMF was heated at reflux. The mixture was quenched with ammonium chloride and stirred for 20 min, filtered through celite and washed with ethyl acetate. The filtrate was extracted with ethyl acetate. The organic layer was separated, dried and concentrated to dryness. The residue was purified through silica gel column chromatography using 2% methanol in chloroform as eluent to give the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06833378B2
Source datasetuspto-grants-2004_12
ORD IDord-8c360d1ba41740148e33d58c358212d7
Source noteuspto-grants-2004_12