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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl bromopyruvate | HCID 66144 | — |
| Reactant | Aminopyrazine | HCID 78747 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | ethyl imidazo[1,2-a]pyrazine-2-carboxylate | HCID 11845418 | 22.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09045479B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-fa9c5bee6553436c99fe114c440fdf2a |
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| Source note | uspto-grants-2015_06 |
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