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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1792437Generated: October 31, 2026

Dimethylformamide → 6-Bromo-4-(4-methoxy-1-piperidinyl)quinoline

https://huagongshe.com/reaction/1792437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
Reactant6-Bromo-4-chloroquinolineHCID 5139537—
Reactant4-Methoxypiperidine hydrochlorideHCID 11542813—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product6-Bromo-4-(4-methoxy-1-piperidinyl)quinolineHCID 2203212877.9%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 500 mg 6-bromo-4-chloroquinoline, 330 mg 4-methoxypiperidine monohydrochloride, 0.57 mL triethylamine and 10 mL N,N-dimethylformamide was stirred at 130° C. for 8 hours. Ethyl acetate and water were added to the reaction solution, and the organic layer was separated. The organic layer was washed with water and brine and dried over sodium sulfate, and the solvent was evaporated. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give 516 mg of the title compound as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07074801B1
Source datasetuspto-grants-2006_07
ORD IDord-81d64fbcd2ec4401aa24fe933c90a8e1
Source noteuspto-grants-2006_07