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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 423388Generated: October 30, 2026

Sodium Carbonate → 2-(4-Fluoro-phenyl)-5,6-dihydro-4H-thieno[2,3-c]pyridine-7-one

https://huagongshe.com/reaction/423388

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Fluorophenylboronic acidHCID 285645—
Reactant2-Bromo-5,6-dihydrothieno(2,3-c)pyridin-7(4H)-oneHCID 51341932—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-(4-Fluoro-phenyl)-5,6-dihydro-4H-thieno[2,3-c]pyridine-7-oneHCID 6667306975.2%

Reaction Steps

Add tetrakis(triphenylphosphine) palladium(0) (0.075 g, 0.065 mmol) to a degassed solution of 2-bromo-5,6-dihydro-4H-thieno[2,3-c]pyridin-7-one (0.5 g, 2.15 mmol), 4-fluorophenylboronic acid (0.30 g, 2.15 mmol), and sodium carbonate (0.46 g, 4.30 mmol) in N,N-dimethylformamide (21 mL), methanol (5 mL) and water (1 mL). Heat the reaction at 90° C. for 16 h. Allow the reaction to cool to RT and pour into water (75 mL). Filter the resulting solid and dry in vacuo at 80° C. to give 0.40 g (75%) of the title compound. MS/ES m/z 248.0 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101764B2
Source datasetuspto-grants-2012_01
ORD IDord-5137d9633b894ee8917f353ae35f17a5
Source noteuspto-grants-2012_01