Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | HCID 67434333 | HCID 67434333 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67435858 | HCID 67435858 | — |
Reaction Steps
4-(4-Amino-3-bromo-5-nitro-phenyl)-2-methyl-5-oxo-7-propyl-1,4,5,6,7,8-hexahydro-quinoline-3-carbonitrile (600 mg) was dissolved in THF (150 ml) and cooled to 0° C. Acetic acid (1.3 ml) was added, followed by addition of zinc dust (2 g). The resulting slurry was stirred at 0° C. for 2 h, and then another 4 h at room temperature. The mixture was filtered and diluted with saturated aq. NaHCO3, followed by extraction with ethyl acetate. The organic layer was dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by chromatography on silicagel in heptane/ethyl acetate 3/1→0/1 (v/v) as eluent.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08034945B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-48e8b5bab6884cbca9b08b3619c569f5 |
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| Source note | uspto-grants-2011_10 |
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