Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (5-phenylisoxazol-3-yl)methylamine | HCID 5200315 | — |
| Reactant | 4-Chloro-3-nitroquinoline | HCID 11275808 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67041312 | HCID 67041312 | 76.1% |
Reaction Steps
A suspension of 4-chloro-3-nitroquinoline (2.29 g, 11.0 mmol) and (5-phenylisoxazol-3-yl)methylamine (1.92 g, 11.0 mmol) in dichloromethane (200 mL) was cooled to 0° C., and triethylamine (2.30 mL, 16.5 mmol) was added. The resultant solution was allowed to warm to room temperature slowly and stirred overnight. The volatiles were removed under reduced pressure, and the residue was purified by flash column chromatography on silica gel (eluting with 3% to 8% methanol in dichloromethane) to provide 2.90 g of 3-nitro-N-[(5-phenylisoxazol-3-yl)methyl]quinolin-4-amine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07915281B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-728419928fa9413e9b5bf49fe8f50974 |
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| Source note | uspto-grants-2011_03 |
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