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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl bromopyruvate | HCID 66144 | — |
| Reactant | Aminopyrazine | HCID 78747 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | ethyl imidazo[1,2-a]pyrazine-2-carboxylate | HCID 11845418 | 22.4% |
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
| 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-fb733e8ddf7f45518a74c262b2842b20 |
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| Source note | uspto-grants-2015_06 |
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