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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1618741Generated: November 1, 2026

Potassium Carbonate → 4-Chloro-2-(3,5-difluorophenyl)-3-methyl-1,7-naphthyridine

https://huagongshe.com/reaction/1618741

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(3,5-Difluorophenyl)boronic acidHCID 2734338—
Reactant2,4-Dichloro-3-methyl-1,7-naphthyridineHCID 59631549—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product4-Chloro-2-(3,5-difluorophenyl)-3-methyl-1,7-naphthyridineHCID 67286007—

Reaction Steps

Prepared according to procedure F using 2,4-dichloro-3-methyl-1,7-naphthyridine (0.18 g, 0.845 mmol), 3,5-difluorophenylboronic acid (0.147 g, 0.929 mmol), Pd(PPh3)4 (0.098 g, 0.084 mmol), potassium carbonate (0.519 g, 3.75 mmol) in toluene (6 mL) at 95° C. for 18 h. Purification by column chromatography (silica gel; 0-25% EtOAc in hexanes) gave 4-chloro-2-(3,5-difluorophenyl)-3-methyl-1,7-naphthyridine as a yellow amorphous solid. Mass Spectrum (ESI) m/e=291.0 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765940B2
Source datasetuspto-grants-2014_07
ORD IDord-c0b76432207b4eb8bfa11a915392dd98
Source noteuspto-grants-2014_07