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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 418441Generated: October 25, 2026

4,7-Dichloroquinoline → 7-chloro-4-(5-fluoro-2-methyl-1H-indol-3-yl)-quinoline

https://huagongshe.com/reaction/418441

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4,7-DichloroquinolineHCID 6866—
Reactant5-Fluoro-2-methylindoleHCID 2778715—
SolventHydrochloric AcidHCID 313—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Solvent1,4-DioxaneHCID 31275—
Product7-chloro-4-(5-fluoro-2-methyl-1H-indol-3-yl)-quinolineHCID 6845819580.5%

Reaction Steps

A solution of 5-fluoro-2-methylindole (149 mg) and 4,7-dichloroquinoline (198 mg) in NMP (2 ml) and 4M hydrogen chloride in dioxan (0.2 ml) was stirred at 140° C. overnight and then at 150° C. for 1 h. and evaporated. The residue was taken up in ethyl acetate, washed with brine (3×), dried (MgSO4) and evaporated in vacuo. The residue was purified by silica chromatography using acetone/isohexane (2:8) as eluent to give the sub-title compound (250 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093278B2
Source datasetuspto-grants-2012_01
ORD IDord-fb62c8b020ba418e8f05ec14c5a0d741
Source noteuspto-grants-2012_01