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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 70237Generated: October 29, 2026

Cesium carbonate → HCID 68596094, compound

https://huagongshe.com/reaction/70237

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantTriphenylphosphineHCID 11776—
Reactant3-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride)HCID 2734385—
Reactantmethyl N-(5-bromo-2-chloro-anilino)carbamateHCID 68595216—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
SolventDiethyl EtherHCID 3283—
ProductHCID 68596094HCID 68596094—

Reaction Steps

A mixture of methyl 2-(5-bromo-2-chlorophenyl)hydrazine carboxylate (i.e. the product of Step B) (1.27 g, 4.5 mmol), [3-(trifluoromethoxy)phenyl]boronic acid (1.85 g, 9 mmol), cesium carbonate (2.9 g, 9 mmol), tris(dibenzylideneacetone)dipalladium (0.18 g, 0.2 mmol) and triphenylphosphine (1.2 g, 4.5 mmol) in toluene (60 mL) and methanol (60 mL) was heated at refluxed for 24 h. After cooling, the reaction mixture was taken up in diethyl ether and washed with water. After drying over sodium sulfate, the solvent was removed under reduced pressure. The residue was purified by flash chromatography using 25% ethyl acetate in hexanes as eluant to afford a solid matieral (1.3 g), which was a mixture of starting material and the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822521B2
Source datasetuspto-grants-2014_09
ORD IDord-94fffa4b5ac74c7081cae23989f1ab60
Source noteuspto-grants-2014_09