Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2167763Generated: October 31, 2026

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

https://huagongshe.com/reaction/2167763

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromopyruvateHCID 66144—
ReactantAminopyrazineHCID 78747—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventSodium BicarbonateHCID 516892—
Productethyl imidazo[1,2-a]pyrazine-2-carboxylateHCID 1184541822.4%

Reaction Conditions

Temperature27.5 °C

Reaction Steps

Ethyl bromopyruvate (2.153 g, 11.04 mmol) was added to a solution of 3-aminopyrazine (1 g, 10.51 mmol) in DME (10 mL) and the mixture was stirred continuously at 20-35° C. for 2 h. The reaction mixture was filtered and the solid which precipitated out was dried well, dissolved in EtOH (10 mL) and stirred under reflux for 2 h. This reaction mixture was then concentrated under reduced pressure to obtain a crude residue. The residue was diluted with aqueous sodium bicarbonate solution, and extracted with chloroform. The organic layer separated was washed with water and then with brine solution; dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford the crude product. The crude product was further purified by column chromatography (using Silica gel 60-120 mesh and 60% EtOAc in Hexane as eluent) to afford 450 mg of the title compound the as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045479B2
Source datasetuspto-grants-2015_06
ORD IDord-fa9c5bee6553436c99fe114c440fdf2a
Source noteuspto-grants-2015_06