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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2269719Generated: October 30, 2026

Hydrochloric Acid → HCID 15542694, compound

https://huagongshe.com/reaction/2269719

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,2,3,4-Tetrahydro-N,N-dimethyl-2-oxo-3-quinolinecarboxamideHCID 18333152—
SolventWaterHCID 962—
ProductHCID 15542694HCID 1554269467.3%

Reaction Steps

N,N-Dimethyl-2-oxo-1,2,3,4-tetrahydro-3-quinolinecarboxamide (9.486 g) was added to 1M Borane-THF complex (200 ml). The reaction mixture was heated under reflux for 45 minutes, and left standing for cooling. The reaction mixture was ice-cooled, to which were added water (20 ml) and 6N hydrochloric acid (50 ml). The mixture was stirred at room temperature for 15 hours, and concentrated. A methanol solution (200 ml) of the residue was heated under reflux for 6 hours, and concentrated. 3N aqueous sodium hydroxide solution was added to the residue to become basic, which was extracted with ethyl acetate. The residue was purified by alumina column chromatography (eluent: ethyl acetate/hexane=1/10). The obtained crude crystals were washed with hexane to give the entitled compound (5.569 g)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329389B1
Source datasetuspto-grants-2001_12
ORD IDord-7f884c90f19f44b4819cf5c5d8f169de
Source noteuspto-grants-2001_12