Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acrylate | HCID 8821 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | 4-Bromo-2-methylpyridine | HCID 2762835 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 13369430 | HCID 13369430 | — |
Reaction Steps
Under an argon atmosphere, to a solution of 4-bromo-2-methylpyridine (1.78 mL) in DMF (35 mL) were added ethyl acrylate (8.13 mL), palladium (II) acetate (168 mg), tri-o-tolylphosphine (685 mg) and triethylamine (6.27 mL), and the mixture was stirred at 100° C. for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give a crude product of the title compound as a yellow oil. This compound was used for the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09382188B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-957f2ad97cf9415bacbe9fe20401e53d |
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| Source note | uspto-grants-2016_07 |
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