HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 242029Generated: October 31, 2026
Triethylamine → N-(3-fluorobenzyl)-2-hydroxy-4-methyl-7-(trifluoromethyl)quinoline-3-carboxylic acid amide
https://huagongshe.com/reaction/242029
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Fluorobenzylamine | HCID 66853 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 2-Hydroxy-4-methyl-7-(trifluoromethyl)quinoline-3-carboxylic acid | HCID 66583655 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(3-fluorobenzyl)-2-hydroxy-4-methyl-7-(trifluoromethyl)quinoline-3-carboxylic acid amide | HCID 66583532 | 83.6% |
Reaction Steps
926 mg (7.4 mmol) 3-Fluorobenzylamine, 2.55 g (6.7 mol) HATU and 2.7 ml (19.5 mmol) NEt3 were added to a solution of 1.82 g (6.7 mmol) 4-methyl-2-oxo-7-(trifluoromethyl)-1H-quinoline-3-carboxylic acid in THF (50 ml). The RS was stirred at 50° C. for 16 h and was then diluted with EtOAc (50 ml) at RT. The resulting precipitate was filtered off and dried in vacuo to give 2.10 g (5.6 mmol, 83%) N-[(3-Fluorophenyl)-methyl]-4-methyl-2-oxo-7-(trifluoromethyl)-1H-quinoline-3-carboxylic acid amide, which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08653102B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-8fd0b5d4d8fa4c7bbee52cb97b981429 |
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| Source note | uspto-grants-2014_02 |
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