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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 966011Generated: November 3, 2026

Water → 1-(1-Ethylpropyl)-6-iodo-4-methyl-2,3-dihydro-1H-pyrrolo[3,2-c]quinoline

https://huagongshe.com/reaction/966011

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3-PentanamineHCID 12019—
Reactant4-Chloro-3-(2-chloroethyl)-8-iodo-2-methylquinolineHCID 22249505—
Product1-(1-Ethylpropyl)-6-iodo-4-methyl-2,3-dihydro-1H-pyrrolo[3,2-c]quinolineHCID 22249956—

Reaction Steps

4-Chloro-3-(2-chloroethyl)-8-iodo-2-methylquinoline (900 mg, 2.46 mmol) was dissolved in 3-aminopentane (10 mL), followed by adding p-toluenesulfonic acid (900 mg). The mixture was sealed at 200° C. for six hours. Water was added to the reaction mixture, extracted with ethyl acetate, and the organic layer was washed with water and brine, dried over magnesium sulfate, and then evaporated. The residue was purified by silica gel column chromatography (10% ethyl acetate/hexane), to give the title compound (450 mg, 1.18 mmol) as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06951865B2
Source datasetuspto-grants-2005_10
ORD IDord-c7264dcc751d4a208965a960a6ce3a17
Source noteuspto-grants-2005_10