Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 19592472 | HCID 19592472 | — |
| Catalyst | HCID 178419072 | HCID 178419072 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 19592333 | HCID 19592333 | 59.8% |
Reaction Steps
To a mixture of 3-bromo-8-(2,6-dichlorobenzoylamino)-4-(imidazol-1-yl)quinoline (50 mg) and N-methylpyrrolidone were added imidazole (11 mg), potassium carbonate (22.4 mg) and copper(I) oxide (7.74 mg), and the mixture was stirred for 1.5 hours at 60° C. and for 1 hour at 80° C. The mixture was partitioned between dichloromethane and water, and the organic layer was washed with brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by preparative thin layer chromatography and crystallized from diisopropyl ether to give 3-bromo-8-[2,6-bis(imidazol-1-yl)benzoylamino]-4-(imidazol-1-yl)quinoline (17 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06008230 |
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| Source dataset | uspto-grants-1999_12 |
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| ORD ID | ord-75f9d5834e8f4cf58ffdefd7fcf3c313 |
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| Source note | uspto-grants-1999_12 |
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