Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 117770127 | HCID 117770127 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 117770430 | HCID 117770430 | 86.1% |
Reaction Steps
To a solution of 4-chloro-1-(2-methylcyclohexyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile obtained in Step E (1.14 g) in N,N-dimethylformamide (9.0 mL) was added N-bromosuccinimide (993 mg) at room temperature. The reaction mixture was heated at 50° C. for 3 hr, and cooled to room temperature. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with water, and dried over anhydrous sodium 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 (1.29 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-e141f0cddc0f42c7b5e56cf22f85e5a0 |
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| Source note | uspto-grants-2015_07 |
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