HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1934996Generated: November 2, 2026
Tetrahydrofuran → N-{4-[(3-Chloro-4-fluorophenyl)amino]-3-cyano-6-quinolinyl}-2-propenamide
https://huagongshe.com/reaction/1934996
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Acryloyl chloride | HCID 13140 | — |
| Reactant | 6-Amino-4-[(3-chloro-4-fluorophenyl)amino]-3-quinolinecarbonitrile | HCID 11012433 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-{4-[(3-Chloro-4-fluorophenyl)amino]-3-cyano-6-quinolinyl}-2-propenamide | HCID 22466555 | — |
Reaction Steps
Dissolved 1.00 g (3.20 mmol) 6-amino-4-[(3-chloro-4-fluorophenyl)amino]-3-quinolinecarbonitrile in 2 ml hot DMF, added 12 ml THF and chilled to 0° C. under N2. Added 490 μl (3.52 mmol) triethyl amine and 295 μl (3.52 mmol) acryloyl chloride. Removed ice bath at 15 minutes, and at 1.5 hours stripped solvent. Slurried residue with a dilute sodium bicarbonate, collected solids, and washed with water. Recrystallized from ethyl acetate, giving 215 mg of yellow solid: mass spectrum (electrospray m/e): M+H=367.1, 369.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06384051B1 |
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| Source dataset | uspto-grants-2002_05 |
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| ORD ID | ord-d66d249f24814f2888c5088b93219314 |
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| Source note | uspto-grants-2002_05 |
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