HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Fluoro-4-nitrophenol → 7-(2-Fluoro-4-nitrophenoxy)-2-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-4-yl)thieno[3,2-b]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Fluoro-4-nitrophenol | HCID 9825 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 7-Chloro-2-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-4-yl)thieno[3,2-b]pyridine | HCID 59424427 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Diphenyl Ether | HCID 7583 | — |
| Product | 7-(2-Fluoro-4-nitrophenoxy)-2-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-4-yl)thieno[3,2-b]pyridine | HCID 59424569 | 61% |
Reaction Steps
A suspension of 91 (4.2 g, 11.5 mmol), potassium carbonate (7.95 g, 57.5 mmol) and 2-fluoro-4-nitrophenol (4.97 g, 31.6 mmol) was heated at 190° C. in diphenyl ether (15 ml) for 4.5 hrs, cooled to room temperature, diluted with DCM and filtered. The filtrate was concentrated under reduced pressure and purified by column chromatography (eluents hexane and acetone/hexane, 45:55) to afford title compound 92 (3.4 mg, 61% yield) as a yellow solid MS (m/z) 487.0 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07772247B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-a550052dbd2946098599b27398f05ed5 |
| Source note | uspto-grants-2010_08 |