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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1504183Generated: October 30, 2026

Hydrochloric Acid → HCID 66960533, compound

https://huagongshe.com/reaction/1504183

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantN,N'-DimethylethylenediamineHCID 8070—
ReactantPotassium CarbonateHCID 11430—
Reactant2-PyrrolidoneHCID 12025—
Reactant2-(2-{[3-(4-Bromophenoxy)propyl]pyridin-4-ylmethylamino}ethyl)-2H-isoquinolin-1-oneHCID 66959967—
CatalystCopper iodideHCID 83717—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
ProductHCID 66960533HCID 66960533—

Reaction Conditions

Temperature100 °C

Reaction Steps

2-(2-{[3-(4-Bromophenoxy)propyl]pyridin-4-ylmethylamino}ethyl)-2H-isoquinolin-1-one(500 mg), 2-pyrrolidone(0.228 ml), potassium carbonate(415 mg), copper iodide (I) (190 mg), and N,N′-dimethyl ethylenediamine(0.39 ml) were added to toluene(5 ml). The mixture was stirred at 100° C. for 12 hours under nitrogen atmosphere. The reaction mixture was cooled to room temperature. After adding aqueous ammonia, extraction was performed using ethyl acetate. The organic layer was washed with saturated saline, and dried with sodium sulfate. After the organic layer was condensed under reduced pressure, the residue was purified by silica gel column chromatography (ethyl acetate: methanol=100:0→70:30). The purified product was condensed under reduced pressure. A condensed hydrochloric acid(0.3 ml) was added to an ethanol solution of the residue, followed by condensation under reduced pressure. The residue was recrystallized from isopropyl alcohol/water to give the title compound(350 mg) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09212187B2
Source datasetuspto-grants-2015_12
ORD IDord-87861d46f2ba46a181731dd1b1790dbc
Source noteuspto-grants-2015_12