Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | HCID 21252812 | HCID 21252812 | — |
| Catalyst | Copper | HCID 23978 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Product | HCID 19364861 | HCID 19364861 | 26% |
Reaction Steps
2-bromo-5-(3-pyridylmethyl)-4H-pyrido[3,2,1-jk]carbazole-4-one (555 mg) produced in Example 178, copper (20 mg), and copper iodide (10 mg) were suspended in aqueous ammonia (28%, 30 ml) in a pressure-resistant microbomb, and the suspension was heated to 180 to 190° C. in an oil bath and stirred for 8 hours. The reaction mixture was then allowed to cool and brought back to normal pressure, and extracted with ethyl acetate. The ethyl acetate layer was washed with saturated aqueous solution of sodium chloride, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel flash column chromatography (eluent: ethyl acetate), and the crude purification product was recrystallized from ethanol to obtain the title compound (120 mg; 26%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06018046 |
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| Source dataset | uspto-grants-2000_01 |
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| ORD ID | ord-ed76b0f8fb3749318b37c4b652ddccc9 |
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| Source note | uspto-grants-2000_01 |
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