HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2357840Generated: November 4, 2026
8-Hydroxyquinoline → 1-(4-Amino-3-fluorophenyl)pyridin-2-one
https://huagongshe.com/reaction/2357840
Participants
| Role | Name | HCID | Charge |
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| Reactant | 8-Hydroxyquinoline | HCID 1923 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Fluoro-4-iodoaniline | HCID 185694 | — |
| Reactant | HCID 178516071 | HCID 178516071 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-(4-Amino-3-fluorophenyl)pyridin-2-one | HCID 22181548 | 89.8% |
Reaction Steps
A mixture of 2-fluoro-4-iodoaniline (3.00 g, 12.6 mmol), 2-hydroxypyridine 1-7 (1.20 g, 12.6 mmol), 8-hydroxyquinoline (0.184 , g, 1.26 mmol) and K2CO3 (3.49 g, 25.3 mmol) in DMSO (20 mL) was degassed with Ar before being charged with CuI (0.241 g, 1.27 mmol). The mixture in a sealed tube was heated at 130° C. overnight. After being cooled down to room temperature, H2O and nBuOH were added. The organic phase was separated, concentrated in vacuo to give 1-(4-amino-3-fluorophenyl)pyridin-2(1H)-one as a solid (2.31 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07763608B2 |
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| Source dataset | uspto-grants-2010_07 |
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| ORD ID | ord-26efcd42f9f44296a6355c29ff36125f |
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| Source note | uspto-grants-2010_07 |
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