HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2095839Generated: October 29, 2026
Ethyl Acetate → N-{6-[(4-methoxybenzyl)oxy]-3-methylimidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide
https://huagongshe.com/reaction/2095839
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Cyclopropanecarbonyl chloride | HCID 77637 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 6-[(4-Methoxybenzyl)oxy]-3-methylimidazo[1,2-a]pyridin-2-amine | HCID 58158516 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | N-{6-[(4-methoxybenzyl)oxy]-3-methylimidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide | HCID 58158603 | 60.5% |
Reaction Steps
To a solution of 6-[(4-methoxybenzyl)oxy]-3-methylimidazo[1,2-a]pyridin-2-amine (1.0 g, 3.53 mmol) in N,N-dimethylacetamide (10 mL) was added cyclopropanecarbonyl chloride (352 μL, 3.88 mmol), and the mixture was stirred at 0° C. for 2 hr. Ethyl acetate and saturated aqueous sodium hydrogen carbonate solution were added to the reaction mixture, and the mixture was extracted 3 times with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered. The solvent was evaporated under reduced pressure. The obtained residue was washed with ethyl acetate and collected by filtration to give the title compound (750 mg, 60%) as a slightly-yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08445509B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-91bcfeb3215a471db5b74e9a7044f094 |
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| Source note | uspto-grants-2013_05 |
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