HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 418636Generated: October 30, 2026
2-Fluoro-4-nitrophenol → 2-(1-Ethyl-1H-imidazol-5-yl)-7-(2-fluoro-4-nitrophenoxy)thieno[3,2-b]pyridine
https://huagongshe.com/reaction/418636
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Fluoro-4-nitrophenol | HCID 9825 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | 7-Chloro-2-(1-ethyl-1H-imidazol-5-yl)thieno[3,2-b]pyridine | HCID 58790061 | — |
| Solvent | Diphenyl Ether | HCID 7583 | — |
| Product | 2-(1-Ethyl-1H-imidazol-5-yl)-7-(2-fluoro-4-nitrophenoxy)thieno[3,2-b]pyridine | HCID 58790062 | 52.3% |
Reaction Steps
To a solution of 118 (4 g, 15.16 mmol) in Ph2O (60 ml) was added 2-fluoro-4-nitrophenol (4.76 g, 30.33 mmol) and potassium carbonate (8.38 g, 60.66 mmol). The reaction mixture was heated to 195° C. for 18 hrs the cooled to room temperature. The residue was purified by column chromatography (eluents EtOAc/Hex (9/1 to 5/5) then MeOH/CH2Cl2 (98/2)), to afford title compound 119 (3.05 g, 52% yield) as a yellow solid. MS (m/z): 385.0 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08093264B2 |
|---|
| Source dataset | uspto-grants-2012_01 |
|---|
| ORD ID | ord-0181be00ea2947e786a72dce267bffeb |
|---|
| Source note | uspto-grants-2012_01 |
|---|