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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1465735Generated: October 31, 2026

N-methyl-2-pyrrolidone → 7-Methyl-2-oxo-1,2-dihydroquinoline-6-carbonitrile

https://huagongshe.com/reaction/1465735

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant6-Bromo-7-methylquinolineHCID 57911018—
ReactantHCID 178418546HCID 178418546—
SolventWaterHCID 962—
Product7-Methyl-2-oxo-1,2-dihydroquinoline-6-carbonitrileHCID 91619070—

Reaction Conditions

Temperature20 °C

Reaction Steps

A mixture of 6-bromo-7-methylquinolin (10 g, 42.0 mmol, prepared following J. Med. Chem. 1988, 31, 2048.), N-methyl-2-pyrrolidinone (32 mL), and CuCN (11 g, 0.13 mol) was stirred at 20° C. overnight and then at reflux temperature (202° C.) for 7 h. The mixture was poured into water (250 mL) and filtered, and the solid was washed twice with water to furnish 7-Methyl-2-oxo-1,2-dihydroquinoline-6-carbonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999991B2
Source datasetuspto-grants-2015_04
ORD IDord-a5f4fe8986354811a32590097edab413
Source noteuspto-grants-2015_04