HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 931014Generated: October 25, 2026
Sulfuric Acid → Ethyl 8-bromo-6-methylimidazo[1,2-a]pyridine-3-carboxylate
https://huagongshe.com/reaction/931014
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Amino-3-bromo-5-methylpyridine | HCID 519380 | — |
| Reactant | Potassium 2-chloro-3-ethoxy-3-oxoprop-1-en-1-olate | HCID 74089075 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | Ethyl 8-bromo-6-methylimidazo[1,2-a]pyridine-3-carboxylate | HCID 118379025 | 22% |
Reaction Steps
A mixture of 3-bromo-5-methylpyridin-2-amine (3 g), potassium 2-chloro-3-ethoxy-3-oxoprop-1-en-1-olate (7.6 g), sulfuric acid (0.86 mL) and 2-propanol (60 mL) was stirred at 90° C. for 24 hr. To the reaction mixture was added saturated aqueous sodium bicarbonate solution, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09296746B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-3a5d69c5e2f0430bacd34e8c74462e02 |
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| Source note | uspto-grants-2016_03 |
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