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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2269726Generated: October 29, 2026

Dimethylamine, hydrochloride → 7-Methoxy-N,N-dimethyl-2-oxo-1,2,3,4-tetrahydro-3-quinolinecarboxamide

https://huagongshe.com/reaction/2269726

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamine, hydrochlorideHCID 10473—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant7-Methoxy-2-oxo-1,2,3,4-tetrahydro-3-quinolinecarboxylic acidHCID 22998619—
SolventAcetonitrileHCID 6342—
SolventTriethylamineHCID 8471—
Product7-Methoxy-N,N-dimethyl-2-oxo-1,2,3,4-tetrahydro-3-quinolinecarboxamideHCID 2299863538.8%

Reaction Steps

WSC (6.5 g) was added to an acetonitrile solution of 7-methoxy-2-oxo-1,2,3,4-tetrahydro-3-quinolinecarboxylic acid (3.74 g), dimethylamine hydrochloride (3.44 g), HOBt (2.85 g) and triethylamine (8.5 g). The reaction mixture was stirred at room temperature for 24 hours and concentrated. The residue was diluted with ethyl acetrate. The organic layer was washed with 1N aqueous hydrochloric acid solution, 10% aqueous potassium carbonate solution, and a saturated aqueous sodium chloride solution, then dried and concentrated. The obtained crude crystals were recrystallized from ethyl acetate-hexane to give the entitled compound (1.63 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329389B1
Source datasetuspto-grants-2001_12
ORD IDord-e11b771abfdd4a59ab5e738ee9b7baaa
Source noteuspto-grants-2001_12