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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 500787Generated: October 29, 2026

2-Fluoro-4-nitrophenol → 7-(2-Fluoro-4-nitrophenoxy)-2-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-4-yl)thieno[3,2-b]pyridine

https://huagongshe.com/reaction/500787

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Fluoro-4-nitrophenolHCID 9825—
ReactantPotassium CarbonateHCID 11430—
Reactant7-Chloro-2-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-4-yl)thieno[3,2-b]pyridineHCID 59424427—
SolventDichloromethaneHCID 6344—
SolventDiphenyl EtherHCID 7583—
Product7-(2-Fluoro-4-nitrophenoxy)-2-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-4-yl)thieno[3,2-b]pyridineHCID 5942456961%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772247B2
Source datasetuspto-grants-2010_08
ORD IDord-a550052dbd2946098599b27398f05ed5
Source noteuspto-grants-2010_08