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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1843857Generated: November 2, 2026

Ethyl Acetate → HCID 66801724, compound

https://huagongshe.com/reaction/1843857

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant4-Fluorophenylboronic acidHCID 285645—
Reactant2-Bromo-6,7-dihydrothieno[3,2-c]pyridin-4(5H)-oneHCID 56972289—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
ProductHCID 66801724HCID 6680172488%

Reaction Conditions

Temperature100 °C

Reaction Steps

(4-Fluoro-phenyl)-dihydroxy-borane (232 mg, 1.66 mmol) was added to a stirred suspension of 2-bromo-6,7-dihydro-5H-thieno[3,2-c]pyridin-4-one (I-14d: 300 mg, 1.38 mmol) and Na2CO3 (211.8 mg, 2.0175 mmol) in toluene (20 mL) and water (3 mL) with continuous argon purging. This was followed by the addition of Pd(PPh3)4 (159 mg, 0.138 mmol) and the resulting mixture was stirred at 100° C. overnight. The reaction was monitored by TLC (50% ethylacetate in hexane). The reaction mixture was filtered; the filtrate was washed with water, dried over Na2SO4 and concentrated. Purification by column chromatography on silica gel (30% ethylacetate in hexane) afforded 300 mg of the product (88% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946260B2
Source datasetuspto-grants-2015_02
ORD IDord-f043798b35b241eda810b60166a43718
Source noteuspto-grants-2015_02