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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2384885Generated: October 31, 2026

Hydrochloric Acid → 2-(4-Chloro-phenyl)-6-(4-hydroxy-3-methoxy-phenyl)-5,6-dihydro-4H-thieno[2,3-c]pyridin-7-one

https://huagongshe.com/reaction/2384885

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 68950353HCID 68950353—
SolventTetrahydrofuranHCID 8028—
Product2-(4-Chloro-phenyl)-6-(4-hydroxy-3-methoxy-phenyl)-5,6-dihydro-4H-thieno[2,3-c]pyridin-7-oneHCID 6894999971.1%

Reaction Steps

Dissolve 2-(4-chloro-phenyl)-6-(3-methoxy-4-triisopropylsilanyloxy-phenyl)-5,6-dihydro-4H-thieno[2,3-c]pyridin-7-one (1.68 g, 3.1 mmol) in THF (20 mL) and add 1.0 M solution of tetrabutyl ammonium fluoride in THF (3.1 mL, 3.1 mmol). Stir at RT for 1 h. Slowly add 1N HCl until pH is approximately 1. A precipitate begins to form. Allow to sit at RT for 2-3 h. Filter the resulting solid to yield 850 mg (71% yield) of the desired product. MS/ES m/z (35Cl) 386.0 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263772B2
Source datasetuspto-grants-2012_09
ORD IDord-c18935d7b09e4e889a980a1004605eeb
Source noteuspto-grants-2012_09