Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | O-Xylene | HCID 7237 | — |
| Reactant | Ethyl orthoformate | HCID 31214 | — |
| Reactant | HCID 86665041 | HCID 86665041 | — |
| Solvent | Acetic Anhydride | HCID 7918 | — |
| Product | HCID 86665042 | HCID 86665042 | 93.1% |
Reaction Steps
Ethyl 3-(5-bromo-2-chloropyridin-3-yl)-3-oxopropanoate (Intermediate 12, 1.0 g, 3.26 mmol) was suspended in acetic anhydride (0.83 g, 8.16 mM) and 1,1′,1″-[methanetriyltris(oxy)]triethane (0.725 g, 4.90 mmol) was added. The reaction mixture was heated to 130° C. for 3 h then cooled to room temperature and concentrated under reduced pressure. The residue so obtained was co-distilled with xylene (2-3 times) to obtain ethyl (2Z)-2-[(5-bromo-2-chloropyridin-3-yl)carbonyl]-3-ethoxyprop-2-enoate (1.1 g) which was taken without further purification to the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08569484B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-9e2984a85ac14806bfebd2896ebca2a9 |
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| Source note | uspto-grants-2013_10 |
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