HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2193708Generated: October 31, 2026
2-Fluoro-4-nitrophenol → 7-(2-Fluoro-4-nitrophenoxy)-2-(1-propyl-1H-imidazol-4-yl)thieno[3,2-b]pyridine
https://huagongshe.com/reaction/2193708
Participants
| Role | Name | HCID | Charge |
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| Reactant | 2-Fluoro-4-nitrophenol | HCID 9825 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | 7-Chloro-2-(1-propyl-1H-imidazol-4-yl)thieno[3,2-b]pyridine | HCID 58790167 | — |
| Solvent | Diphenyl Ether | HCID 7583 | — |
| Product | 7-(2-Fluoro-4-nitrophenoxy)-2-(1-propyl-1H-imidazol-4-yl)thieno[3,2-b]pyridine | HCID 58790377 | 85.5% |
Reaction Steps
To a solution of 131 (3.37 g, 12.13 mmol) in Ph2O (40 ml) was added 2-fluoro-4-nitrophenol (3.81 g, 24.26 mmol) and potassium carbonate (6.70 g, 48.52 mmol). The reaction mixture was heated to 195° C. for 20 hrs then cooled to room temperature. The residue was purified by column chromatography, eluents EtOAc/Hex (9/1 to 5/5), then MeOH/DCM (98/2), to afford title compound 132 (4.13 g, 85% yield) as a yellow solid. MS (m/z): 399.0 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08329726B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-7f53e6f4c1ac4d559e3bad88cae4a865 |
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| Source note | uspto-grants-2012_12 |
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