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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 6800Generated: October 26, 2026

2-(2-Azabicyclo[2.2.2]oct-2-yl)-6-nitroquinoline → 2-(2-Azabicyclo[2.2.2]oct-2-yl)quinolin-6-amine

https://huagongshe.com/reaction/6800

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(2-Azabicyclo[2.2.2]oct-2-yl)-6-nitroquinolineHCID 22018884—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
Product2-(2-Azabicyclo[2.2.2]oct-2-yl)quinolin-6-amineHCID 22018930—

Reaction Steps

The product of Step A and palladium hydroxide on carbon (1.3 g, 20% by wt) was suspended in methanol (100 mL) and ethyl acetate (100 mL). The resulting mixture was degassed then stirred under hydrogen atmosphere (balloon) for 6 h. The reaction mixture was filtered through filter aid and the solvent removed under vacuum. The resulting oil was dissolved in ethyl acetate and the solvent removed under vacuum. The resulting oil was suspended in ether and triturated until crystallization occurred. The solids were filtered and washed with ice-cold ether then dried under vacuum to afford the product as a brown solid, MS: m/z 254 (MH+), which was used without further purification

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07084156B2
Source datasetuspto-grants-2006_08
ORD IDord-941df1acbb1249ef9c18b030f6937c2a
Source noteuspto-grants-2006_08