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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532563Generated: October 30, 2026

Sodium Carbonate → HCID 86699206, compound

https://huagongshe.com/reaction/532563

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3,4-Dimethoxyphenylboronic acidHCID 2734702—
Reactant6-(4-Bromo-phenyl)-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentaleneHCID 86699195—
CatalystHCID 178418476HCID 178418476—
SolventToluene ethanolHCID 21863594—
ProductHCID 86699206HCID 8669920668%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of the corresponding intermediate 6-(4-Bromo-phenyl)-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.3 g, 0.9 mmol), 3,4-Dimethoxyphenylboronic acid (0.276 g, 1.5 mmol), Na2CO3 (2 M, 2.5 mL), and Pd(PPh3)2Cl2 (87 mg, 0.7 mmol) in toluene/ethanol (1:1, 6 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 (50% EtOAc in hexane) to give 6-(3′,4′-Dimethoxy-biphenyl-4-yl)-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene as brown solid in 68% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853207B2
Source datasetuspto-grants-2014_10
ORD IDord-0276705b16cb470ca415d15e4f9532c2
Source noteuspto-grants-2014_10