HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 931020Generated: October 27, 2026
Ethyl 2-chloroacetoacetate → Ethyl 8-chloro-2-methyl-6-(trifluoromethyl)imidazo[1,2-a]pyridine-3-carboxylate
https://huagongshe.com/reaction/931020
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethyl 2-chloroacetoacetate | HCID 11858 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-Chloro-5-(trifluoromethyl)-2-pyridinamine | HCID 607248 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | Ethyl 8-chloro-2-methyl-6-(trifluoromethyl)imidazo[1,2-a]pyridine-3-carboxylate | HCID 118379039 | 17.3% |
Reaction Steps
A mixture of 3-chloro-5-(trifluoromethyl)pyridin-2-amine (2 g), ethyl 2-chloro-3-oxobutanoate (1.18 g) and 2-propanol (12 mL) was stirred with heating with microwave irradiation at 150° C. for 7 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 (380 mg).
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-419631ff2f0249239f828c593ee2df88 |
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| Source note | uspto-grants-2016_03 |
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