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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1618534Generated: November 1, 2026

Sodium Carbonate → 4-Chloro-2-(3,5-dimethylphenyl)-7-fluoro-3-methylquinoline

https://huagongshe.com/reaction/1618534

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3,5-Dimethylphenylboronic acidHCID 2734349—
Reactant2,4-Dichloro-7-fluoro-3-methylquinolineHCID 59631108—
CatalystHCID 178418397HCID 178418397—
SolventToluene waterHCID 22272177—
Product4-Chloro-2-(3,5-dimethylphenyl)-7-fluoro-3-methylquinolineHCID 67284517—

Reaction Conditions

Temperature120 °C

Reaction Steps

Prepared according to procedure F using 2,4-dichloro-7-fluoro-3-methylquinoline (500 mg, 2.173 mmol), 3,5-dimethylbenzeneboronic acid (326 mg, 2.173 mmol), sodium carbonate (1.15 g, 10.87 mmol) and Pd(PPh3)4 (251 mg, 0.217 mmol) in toluene/water (4 mL:1 mL) and heating in the microwave for 90 min at 120° C. After purification 4-chloro-2-(3,5-dimethylphenyl)-7-fluoro-3-methylquinoline was obtained as a white solid. Mass Spectrum (ESI) m/e=300 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765940B2
Source datasetuspto-grants-2014_07
ORD IDord-4cc10791e2a64c8f8c78111b607d5696
Source noteuspto-grants-2014_07