Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acrylate | HCID 8821 | — |
| Reactant | 5-Bromo-2-methylimidazo[1,2-a]pyridine | HCID 12637728 | — |
| Reactant | Sodium Acetate Trihydrate | HCID 23665404 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 66720685 | HCID 66720685 | 55% |
Reaction Steps
To a solution of 5-bromo-2-methylimidazo[1,2-a]pyridine (5.00 g, 23.7 mmol) in N,N-dimethylacetamide (60 mL) were added sodium acetate trihydrate (3.89 g, 47.4 mmol), ethyl acrylate (3.10 mL, 28.4 mmol) and [1,1′bis(diphenylphosphino)ferrocene]dichloropalladium(II)-dichloromethane complex (1.73 g, 2.37 mmol) at room temperature, and the mixture was stirred under nitrogen stream at 100° C. for 24 hr. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=20/80) to give the title compound (3.00 g, yield 55%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08110585B2 |
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| Source dataset | uspto-grants-2012_02 |
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| ORD ID | ord-12ae5e7c1a5c4298803e459f8112c0dd |
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| Source note | uspto-grants-2012_02 |
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