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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2269713Generated: October 29, 2026

Dimethylamine, hydrochloride → N,N-Dimethyl-2-oxo-1,2,3,4-tetrahydro-3-quinolineacetoamide

https://huagongshe.com/reaction/2269713

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamine, hydrochlorideHCID 10473—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant2-(2-Oxo-1,2,3,4-tetrahydroquinolin-3-YL)acetic acidHCID 18332970—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
SolventTetrahydrofuranHCID 8028—
SolventTriethylamineHCID 8471—
ProductN,N-Dimethyl-2-oxo-1,2,3,4-tetrahydro-3-quinolineacetoamideHCID 1058566567.6%

Reaction Steps

To the mixed solution of 2-oxo-1,2,3,4-tetrahydro-3-quinolineacetic acid (810 mg) in THF (10 ml) and acetonitrile (10 ml), WSC (1.15 g), HOBt (610 mg), dimethylamine hydrochloride (650 mg) and triethylamine (1.67 ml) were added subsequently, which was stirred at room temperature overnight. Water was added to the reaction mixture, which was extracted with a mixed solvent of ethyl acetate-THF (1:1). The organic layer was washed subsequently with 0.1N aqueous hydrochloric acid solution, a saturated aqueous sodium bicarbonate solution, and a saturated aqueous sodium chloride solution, then dried and concentrated to obtain the entitled compound (620 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329389B1
Source datasetuspto-grants-2001_12
ORD IDord-da3c7ded1c084ffcaa59d359b91b513d
Source noteuspto-grants-2001_12