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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532663Generated: October 30, 2026

Sodium Carbonate → HCID 86699243, compound

https://huagongshe.com/reaction/532663

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantFuran-3-boronic acidHCID 2734358—
Reactant2-Bromo-6-(4-methoxy-phenyl)-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentaleneHCID 86699230—
CatalystHCID 178418476HCID 178418476—
SolventToluene ethanolHCID 21863594—
ProductHCID 86699243HCID 8669924367%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of the corresponding 2-Bromo-6-(4-methoxy-phenyl)-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.8 g, 1.7 mmol), Furan-3-boronic acid (0.28 g, 2.5 mmol), Na2CO3 (2 M, 3.9 mL), and Pd(PPh3)2Cl2 (15 mg, 0.13 mmol) in toluene/ethanol (1:1, 12 mL) was heated at 100° C. for 8 hr. The solution was cooled to room temperature and extracted with ethyl acetate. The target product was purified by gravity column chromatography (20% EtOAc in hexane) to give 2-Furan-3-yl-6-(4-methoxy-phenyl)-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene as orange solid in 67% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853207B2
Source datasetuspto-grants-2014_10
ORD IDord-60063f30536148ef99ed4fe2bfb55ca4
Source noteuspto-grants-2014_10