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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1711052Generated: October 31, 2026

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

https://huagongshe.com/reaction/1711052

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(2-Fluoro-4-nitrophenoxy)-6-(methylthio)thieno[3,2-d]pyrimidineHCID 59424478—
CatalystIronHCID 23925—
SolventAcetic AcidHCID 176—
Product3-Fluoro-4-(6-(methylthio)thieno[3,2-d]pyrimidin-4-yloxy)benzenamineHCID 5942458695%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 281 (288 mg, 0.94 mmol) in AcOH (25 mL) at 90° C., was added iron powder (238 mg, 4.25 mmol), and the reaction mixture was stirred vigorously at 90° C. for 10 min, cooled, filtered through a Celite pad and concentrated. The residue was purified by flash column chromatography (eluent EtOAc) to afford the title compound 282 (248 mg, 95%) as an off-white solid. MS (m/z): 308.1 (M+H) (found).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07790729B2
Source datasetuspto-grants-2010_09
ORD IDord-bd2b2771b4454ce98517dff5a906bc1a
Source noteuspto-grants-2010_09