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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

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Fluoro-4-nitrophenolHCID 9825—
ReactantPotassium CarbonateHCID 11430—
ReactantDichloromethane methanolHCID 21226129—
Reactant7-Chloro-2-(1-propyl-1H-imidazol-4-yl)thieno[3,2-b]pyridineHCID 58790167—
SolventDiphenyl EtherHCID 7583—
Product7-(2-Fluoro-4-nitrophenoxy)-2-(1-propyl-1H-imidazol-4-yl)thieno[3,2-b]pyridineHCID 5879037785.5%

Reaction Conditions

Temperature195 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329726B2
Source datasetuspto-grants-2012_12
ORD IDord-7f53e6f4c1ac4d559e3bad88cae4a865
Source noteuspto-grants-2012_12