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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1919478Generated: November 1, 2026

Ethyl Acetate → N-(4'-trifluoromethoxybiphenyl-2-yl)-3-methyl-pyrazine-2-carboxamide

https://huagongshe.com/reaction/1919478

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant4-Trifluoromethoxyphenylboric acidHCID 22727017—
ReactantN-(2-bromophenyl)-3-methylpyrazine-2-carboxamideHCID 66750835—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductN-(4'-trifluoromethoxybiphenyl-2-yl)-3-methyl-pyrazine-2-carboxamideHCID 6675077868%

Reaction Steps

A solution of sodium carbonate (0.31 g: 1.5 mmole) in 5 mL of water was added to a solution of N-(2-bromophenyl)-3-methylpyrazine-2-carboxamide (0.4 g: 1.4 mmole) and 4-trifluoromethoxyphenyl boric acid (0.31 g: 1.5 mmole) in 10 mL of toluene, followed by addition of tetrakis(triphenyl-Phosphine)palladium (0) (0.1 g: 0.09 mmole). After heating under reflux condition for 6 hours under argon atmosphere, the reaction mixture was cooled to room temperature, and admixed with ethyl acetate and water, followed by separation. The organic layer was washed with water and saturated brine successively, dried over anhydrous sodium sulfate, and concentrated in vacuo. The residue was purified by silica gel column chromatography to give the subject compound (0.35 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168638B2
Source datasetuspto-grants-2012_05
ORD IDord-9f3f62fee887442ab9bc886d2bcbc89e
Source noteuspto-grants-2012_05