HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 55801Generated: October 28, 2026
Triethylamine → 3-Chloro-4-(6-hydroxyquinolin-2-yl)benzonitrile
https://huagongshe.com/reaction/55801
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | 3-Chloro-4-(6-hydroxyquinolin-2-yl)benzamide | HCID 66980083 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Chloro-4-(6-hydroxyquinolin-2-yl)benzonitrile | HCID 66980119 | 67% |
Reaction Steps
A mixture of crude 3-chloro-4-(6-hydroxyquinolin-2-yl)benzamide (360 mg), TFAA (505 mg, 2.40 mmol) and Et3N (364 mg, 3.62 mmol) in DCM (20 mL) was stirred at 30° C. overnight. The resulting mixture was suspended in water (50 mL) and extracted with EtOAc (50 mL×3). The combined organic layers were dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (PE/EtOAc=10/1) to give the product (250 mg, 3-step yield 67%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09433618B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-ac1a4fe9e8cd4d5183285954fe294c35 |
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| Source note | uspto-grants-2016_09 |
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