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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573566Generated: October 27, 2026

Diphenyl Ether → 3-[3-(Methyloxy)phenyl]thieno[2,3-b]pyridin-4(7H)-one

https://huagongshe.com/reaction/573566

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphenyl EtherHCID 7583—
Reactant2,2-Dimethyl-5-[({4-[3-(methyloxy)phenyl]-2-thienyl}amino)methylidene]-1,3-dioxane-4,6-dioneHCID 67235984—
Product3-[3-(Methyloxy)phenyl]thieno[2,3-b]pyridin-4(7H)-oneHCID 6832402156.7%

Reaction Conditions

Temperature220 °C

Reaction Steps

A mixture of 2,2-dimethyl-5-[({4-[3-(methyloxy)phenyl]-2-thienyl}amino)methylidene]-1,3-dioxane-4,6-dione (Description 41) (1.2 g, 3.34 mmol) and diphenyl ether (15 mL, 94 mmol) was heated at 220° C. for 1 h. After cooling to RT, the mixture was purified by chromatography on silica, eluting with a gradient of 0-100% ethyl acetate in DCM, to give the title compound (487 mg). LCMS (A) m/z: 258 [M+1]+, Rt 0.93 min (acidic).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029545B2
Source datasetuspto-grants-2015_05
ORD IDord-cb9fb66ac2644d13af9ef86728c0de1f
Source noteuspto-grants-2015_05