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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532573Generated: October 30, 2026

Sodium Carbonate → HCID 86699210, compound

https://huagongshe.com/reaction/532573

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-(Trifluoromethyl)phenylboronic acidHCID 2734389—
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 86699210HCID 8669921035%

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]pental ene (1.34 g, 3 mmol), 4-Trifluoromethylphenylboronic acid (0.85 g, 4.5 mmol), Na2CO3 (2 M, 7 mL), and Pd(PPh3)2Cl2 (270 mg, 0.2 mmol) in toluene/ethanol (1:1, 18 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 6-(4′-Trifluoromethyl-biphenyl-4-yl)-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene as brown solid in 35% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853207B2
Source datasetuspto-grants-2014_10
ORD IDord-48a12ba3d04b40c9a8519acddcf0fe3a
Source noteuspto-grants-2014_10