HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 612088Generated: October 30, 2026
Tetrahydrofuran → N-{4-[(4-Bromophenyl)amino]-3-cyano-6-quinolinyl}-2-propenamide
https://huagongshe.com/reaction/612088
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Acryloyl chloride | HCID 13140 | — |
| Reactant | 6-Amino-4-[(4-bromophenyl)amino]-3-quinolinecarbonitrile | HCID 22466597 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | N-{4-[(4-Bromophenyl)amino]-3-cyano-6-quinolinyl}-2-propenamide | HCID 22466557 | — |
Reaction Steps
Dissolved 500 mg (1.47 mmol) 6-amino-4-[(4-bromophenyl)amino]-3-quinolinecarbonitrile in 1 ml hot DMF, added 6 ml THF and chilled to 0° C. under N2. Added 226 μl (1.62 mmol) triethylamine and 135 μl (1.62 mmol) acryloyl chloride. Removed ice bath at 15 minutes. At 1.5 hours, stripped solvent, slurried residue in dilute sodium bicarbonate, collected solids, and dried in vacuo. Boiled solids in ethyl acetate, collected, and dried in vacuo, giving 194 mg of yellow-orange solid: mass spectrum (electrospray m/e): M+H=393.1, 395.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06002008 |
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| Source dataset | uspto-grants-1999_12 |
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| ORD ID | ord-b13e7ce5323e459f8302f7856a5858f5 |
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| Source note | uspto-grants-1999_12 |
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