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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 500903Generated: November 1, 2026

2-Fluoro-4-nitrophenol → 4-(2-Fluoro-4-nitrophenoxy)-6-(methylthio)thieno[3,2-d]pyrimidine

https://huagongshe.com/reaction/500903

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Fluoro-4-nitrophenolHCID 9825—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Chloro-6-(methylthio)thieno[3,2-d]pyrimidineHCID 59424451—
SolventDiphenyl EtherHCID 7583—
Product4-(2-Fluoro-4-nitrophenoxy)-6-(methylthio)thieno[3,2-d]pyrimidineHCID 5942447888%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 280 (210 mg, 0.97 mmol), 2-fluoro-4-nitrophenol (278 mg, 1.77 mmol) and K2CO3 (560 mg, 3.54 mmol) in Ph2O (10 mL) was heated at 130° C. 60 hours, cooled to room temperature and partitioned between EtOAc and water. Organic phase was collected, dried over anhydrous Na2SO4, filtered, concentrated and purified by flash column chromatography with a gradient elution (hexane to hexane/EtOAc, 1:1) to afford the title compound 281 (288 mg, 88% yield) as a yellowish solid. MS (m/z): 338.1(M+H) (found).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772247B2
Source datasetuspto-grants-2010_08
ORD IDord-fb8e88be6b074a24812d7e176aa1c03a
Source noteuspto-grants-2010_08