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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1527995Generated: October 25, 2026

Ethyl Acetate → N-{5-[2-chloro-5-(trifluoromethyl)phenyl]pyrazin-2-yl}-2,6-difluorobenzamide

https://huagongshe.com/reaction/1527995

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-5-(trifluoromethyl)phenylboronic acidHCID 2782670—
ReactantN-(5-Bromopyrazin-2-YL)-2,6-difluorobenzamideHCID 53415197—
CatalystPalladiumHCID 23938—
Solvent1,4-DioxaneHCID 31275—
ProductN-{5-[2-chloro-5-(trifluoromethyl)phenyl]pyrazin-2-yl}-2,6-difluorobenzamideHCID 11546102—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-chloro-5-trifluoromethyl-benzeneboronic acid (a, 5 mmol), N-(5-bromo-pyrazin-2-yl)-2,6-difluoro-benzamide (b, 5 mmol), palladium catalyst (0.30 mmol), potassium carbonate (1 g) in dry 1,4-dioxane (20 mL) was heated at 100° C. for 24 h. The mixture was taken up with ethyl acetate (EtOAc) (100 mL), washed with water (2×100 mL) and dried over Na2SO4. The oil obtained on concentration was purified by flash chromatography followed by recrystallization to give Compound 1 as a yellowish solid (0.19 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090570B2
Source datasetuspto-grants-2015_07
ORD IDord-9afe893ab8a84f04b9acfe523fd3614a
Source noteuspto-grants-2015_07