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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191839Generated: October 29, 2026

Hydrochloric Acid → HCID 68957320, compound

https://huagongshe.com/reaction/2191839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantCesium carbonateHCID 10796—
Reactant4-BromoisoquinolineHCID 73743—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantTert-butyl 2-amino-4-phenethylbenzoateHCID 58508624—
Catalystpalladium(II) acetateHCID 167845—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 68957320HCID 6895732040.4%

Reaction Steps

To toluene 1.0 mL solution of 4-bromoisoquinoline 0.12 g were added 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl 9.5 mg, tert-butyl 2-amino-4-phenethylbenzoate 59 mg, cesium carbonate 0.13 g, palladium acetate 0.90 mg and tris(dibenzylideneacetone)dipalladium(0) 3.7 mg at room temperature, and it was heated and refluxed for 7 hours. After the reaction mixture was cooled to room temperature, ethyl acetate and 1.0 mol/L hydrochloric acid were added to it. The organic layer was separated and collected,dried over anhydrous magnesium sulfate after washing with 1.0 mol/L hydrochloric acid and saturated sodium chloride aqueous solution sequentially, and the solvent was removed under reduced pressure. Ethyl acetate and hexane were added to the obtained residue, and solid matter was filtrated to give tert-butyl 2-((isoquinolin-4-yl)amino)-4-phenethylbenzoate 34 mg of a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08327467B2
Source datasetuspto-grants-2012_12
ORD IDord-1118cad789fc42df9ef96d4d59487760
Source noteuspto-grants-2012_12