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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

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Fluoro-4-nitrophenolHCID 9825—
ReactantPotassium CarbonateHCID 11430—
ReactantDichloromethane methanolHCID 21226129—
Reactant7-Chloro-2-(1-ethyl-1H-imidazol-5-yl)thieno[3,2-b]pyridineHCID 58790061—
SolventDiphenyl EtherHCID 7583—
Product2-(1-Ethyl-1H-imidazol-5-yl)-7-(2-fluoro-4-nitrophenoxy)thieno[3,2-b]pyridineHCID 5879006252.3%

Reaction Conditions

Temperature195 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093264B2
Source datasetuspto-grants-2012_01
ORD IDord-0181be00ea2947e786a72dce267bffeb
Source noteuspto-grants-2012_01