Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 2-Chloronicotinic acid | HCID 76258 | — |
| Reactant | 4-Bromo-2,6-difluoroaniline | HCID 610191 | — |
| Product | HCID 178418543 | HCID 178418543 | — |
Reaction Steps
A mixture of 2-chloronicotinic acid (1.6 g, 10.15 mmol) and 4-bromo-2,6-difluoroaniline (3.24 g, 15.58 mmol) in acetic acid (40 ml) was heated overnight at 130° C. under nitrogen atmosphere. The mixture was cooled to room temperature to give a precipitate. The mixture was filtered, and the solid was rinsed with acetic acid to afford 2-hydroxynicotinic acid (side-product). A second solid precipitate when the filtrate was partially concentrated to give another precipitate which corresponds to N-(4-bromo-2,6-difluorophenyl)acetamide (another side-product). Finally the filtrate was concentrated to dryness and 3.14 g of the desired compound was obtained as a solid, containing some acetamide but the mixture was used to perform the next synthetic step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08691852B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-7d1df76dd47c410da0e60b9c4c9df49a |
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| Source note | uspto-grants-2014_04 |
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