HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1048874Generated: October 29, 2026
Triethylamine → 1-(4-Fluorophenyl)-4-oxo-6-vinyl-1,4-dihydroquinoline-3-carboxamide
https://huagongshe.com/reaction/1048874
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Potassium vinyltrifluoroborate | HCID 23679353 | — |
| Reactant | 6-Bromo-1-(4-fluorophenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide | HCID 121447871 | — |
| Catalyst | HCID 178418807 | HCID 178418807 | — |
| Solvent | 1-Propanol | HCID 1031 | — |
| Product | 1-(4-Fluorophenyl)-4-oxo-6-vinyl-1,4-dihydroquinoline-3-carboxamide | HCID 121447866 | 100% |
Reaction Steps
To a solution of compound E (450 mg, 1.25 mmol), triethylamine (174 μL, 1.25 mmol), and Pd(dppf)Cl2 CH2Cl2 (18.2 mg, 0.025 mmol) in 1-propanol (8.3 mL) was added potassium vinyltrifluoroborate (200 mg, 1.50 mmol). The reaction was purged with argon and stirred at 100° C. for 16 hours. The reaction was filtered over Celite® and washed very well with a 5% MeOH in DCM solution and concentrated in vacuo to give 385 mg (100%) of the title compound that was used without further purification. ES-MS [M+1]+: 309.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09382208B1 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-e5f840f217304ec5b7bfcd11b89d1e2c |
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| Source note | uspto-grants-2016_07 |
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