Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 117770334 | HCID 117770334 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 117770455 | HCID 117770455 | 97.3% |
Reaction Steps
To a solution of 4-chloro-1-((2S)-3-methylbutan-2-yl)-2-oxo-1,2-dihydropyridine-3-carbonitrile obtained in Step E (14.6 g) in N,N-dimethylformamide (120 mL) was added N-bromosuccinimide (17.4 g), and the mixture was stirred at 50° C. for 20 hr. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed successively with water and 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 (hexane/ethyl acetate) to give the title compound (19.2 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-118ad9ff9660469eb8166d8e5703623a |
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| Source note | uspto-grants-2015_07 |
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