Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 117770720 | HCID 117770720 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 117770351 | HCID 117770351 | 21.3% |
Reaction Steps
To a solution of 4-chloro-1-(2-cyano-6-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile obtained in Step E (4.0 g) in N,N-dimethylformamide (40 mL) was added N-bromosuccinimide (3.90 g) at room temperature. The reaction mixture was heated at 50° C. for 16 hr. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.10 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09085578B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-c0965ec4efee49a5866c983efa7a0bd3 |
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| Source note | uspto-grants-2015_07 |
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