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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2406704Generated: October 26, 2026

Sodium Iodide → 3-bromo-N-methylquinolin-8-amine

https://huagongshe.com/reaction/2406704

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantDimethyl SulfateHCID 6497—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Bromoquinolin-8-amineHCID 15112545—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3-bromo-N-methylquinolin-8-amineHCID 6862137321.9%

Reaction Conditions

Temperature95 °C

Reaction Steps

A DMF (2 ml) solution containing 3-bromoquinolin-8-amine (223 mg), dimethyl sulfate (189 mg), potassium carbonate (415 mg), and sodium iodide (20 mg) were added to a tube and the tube was sealed, followed by stirring at 95° C. for 17 hours. The reaction solution was cooled to room temperature, ethyl acetate was added, an insoluble precipitate was removed, and the organic layer was washed with 1M hydrochloric acid, water, and saturated saline. Subsequently, the organic layer was dried over anhydrous sodium sulfate, the solvent was distilled away under reduced pressure, the obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=0:1 to 1:1), and a yellow solid of 3-bromo-N-methylquinolin-8-amine (52 mg) was thus obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809371B2
Source datasetuspto-grants-2014_08
ORD IDord-306be17309634a72b3a935d3c12b4bd4
Source noteuspto-grants-2014_08