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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2167771Generated: October 30, 2026

Ethyl bromopyruvate → ethyl imidazo[1,2-a]pyrazine-2-carboxylate

https://huagongshe.com/reaction/2167771

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromopyruvateHCID 66144—
ReactantAminopyrazineHCID 78747—
Solvent1,2-DimethoxyethaneHCID 8071—
Productethyl imidazo[1,2-a]pyrazine-2-carboxylateHCID 1184541822.4%

Reaction Conditions

Temperature27.5 °C

Reaction Steps

Ethyl bromopyruvate (2.15 g, 11.04 mmol) was added to stirred solution of 2-aminopyrazine (1 g, 10.5 mmol) in 1,2-Dimethoxy ethane (10 mL). The reaction mixture was stirred at 20-35° C. for 2 h. The mixture was then filtered to obtain a solid precipitate which was dried well, dissolved in EtOH (10 mL) and refluxed for 2 h. This mixture was concentrated, diluted with aqueous saturated sodium bicarbonate solution, extracted with chloroform. The chloroform layer was washed with water followed by brine solution, dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford the crude product, which was purified by column chromatography (using 60-120 silica gel and 60% EtOAc in Hexane as eluent) to afford 450 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045479B2
Source datasetuspto-grants-2015_06
ORD IDord-fb733e8ddf7f45518a74c262b2842b20
Source noteuspto-grants-2015_06