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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1520167Generated: November 3, 2026

6-Chloro-1,2,3,4-tetrahydroquinoline → Methyl 3-(6-chloro-1,2,3,4-tetrahydroquinolin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate

https://huagongshe.com/reaction/1520167

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Chloro-1,2,3,4-tetrahydroquinolineHCID 11182839—
ReactantMethyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylateHCID 68194304—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductMethyl 3-(6-chloro-1,2,3,4-tetrahydroquinolin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylateHCID 68194112—

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of methyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylate (1.0 g, 4.19 mmol) in NMP (10.0 ml) was added 6-chloro-1,2,3,4-tetrahydroquinoline (1.20 g, 7.16 mmol) and the reaction was stirred for 1 h at 150° C. in an oil bath. The reaction mixture was cooled down to room temperature, precipitated with water (100 ml). The solids were collected by filtration and dried in an oven under reduced pressure to afford methyl 3-(6-chloro-1,2,3,4-tetrahydroquinolin-1-yl)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate as a gray solid (1.0 g, crude).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073902B2
Source datasetuspto-grants-2015_07
ORD IDord-f8426fbe7652466684b7879c379ce9e1
Source noteuspto-grants-2015_07