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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 418639Generated: October 29, 2026

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

https://huagongshe.com/reaction/418639

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Fluoro-4-nitrophenolHCID 9825—
ReactantPotassium CarbonateHCID 11430—
ReactantDichloromethane methanolHCID 21226129—
Reactant7-Chloro-2-(1-isopropyl-1H-imidazol-4-yl)thieno[3,2-b]pyridineHCID 58790341—
SolventDiphenyl EtherHCID 7583—
Product7-(2-Fluoro-4-nitrophenoxy)-2-(1-isopropyl-1H-imidazol-4-yl)thieno[3,2-b]pyridineHCID 5879038988.3%

Reaction Conditions

Temperature195 °C

Reaction Steps

To a solution of 123 (1.16 g, 4.18 mmol) in Ph2O (20 ml) was added 2-fluoro-4-nitrophenol (1.31 g, 8.37 mmol) and potassium carbonate (2.31 g, 16.72 mmol). The reaction mixture was heated to 195° C. for 18 hrs then 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 124 (1.47 g, 88% yield) as a yellow solid. MS (m/z): 399.0 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093264B2
Source datasetuspto-grants-2012_01
ORD IDord-098e42ea24f942b5a4958cae0bf3c052
Source noteuspto-grants-2012_01