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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1431478Generated: November 3, 2026

Potassium Carbonate → 4-chloro-5,7-difluoro-3-methyl-2-(1-methyl-1H-indol-4-yl)quinoline

https://huagongshe.com/reaction/1431478

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indoleHCID 18525785—
Reactant2,4-Dichloro-5,7-difluoro-3-methylquinolineHCID 59631040—
SolventTolueneHCID 1140—
Product4-chloro-5,7-difluoro-3-methyl-2-(1-methyl-1H-indol-4-yl)quinolineHCID 59631480—

Reaction Steps

The Suzuki coupled product was prepared according to Procedure F using 2,4-dichloro-5,7-difluoro-3-methylquinoline (0.5 g, 2.016 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (0.57 g, 2.22 mmol), palladium tetrakistriphenylphosphine (0.23 g, 0.20 mmol), potassium carbonate (0.557 g, 4.03 mmol) in toluene (4 mL) at 100° C. for 44 h to give 4-chloro-5,7-difluoro-3-methyl-2-(1-methyl-1H-indol-4-yl)quinoline as a light yellow solid. Mass Spectrum (ESI) m/e=343.0 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08940724B2
Source datasetuspto-grants-2015_01
ORD IDord-bdccc44a5a174e1cbdbd2b5e157d2b69
Source noteuspto-grants-2015_01