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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2236751Generated: October 29, 2026

Cesium carbonate → HCID 178480724, compound

https://huagongshe.com/reaction/2236751

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantTris(1,1-dimethylethyl)phosphineHCID 83681—
Reactant4-(Trifluoromethoxy)phenylboronic acidHCID 2734386—
ReactantHCID 178480720HCID 178480720—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventChloroformHCID 6212—
SolventDimethylformamideHCID 6228—
ProductHCID 178480724HCID 17848072472%

Reaction Steps

An amount of 6-bromo-4-{[4-(4-methyl-piperazin-1-yl)-phenylamino]-methylene}-4H-isoquinoline-1,3-dione (0.1 g, 0.2267 mmol) in 1 mL of N,N′-dimethylformamide is added to 4-(trifluoromethoxy)phenylboronic acid (0.07 g, 0.34 mmol), 0.032 g (0.034 mmol) of tris(dibenzylideneacetone)dipalladium(0), tri(t-butyl)phosphine (0.014 g, 0.068 mmol) and cesium carbonate (0.148 g, 0.4534 mmol). The reaction mixture is stirred at 130 oC under N2 for 15 min. Mass spectroscopy suggested the completion of the reaction. The mixture is diluted with chloroform and filtered through Celite. The filtrate is evaporated to dryness and purified by column chromatography using 5% methanol/methylene chloride as eluent to yield 85 mg (72% yield) of the title compound as orange solid. MS (ESI) m/z 523.2 (M+H)+1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07713994B2
Source datasetuspto-grants-2010_05
ORD IDord-d7ffa9c1d5bf40d8ac670d0dfc06df7e
Source noteuspto-grants-2010_05