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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1910719Generated: November 3, 2026

Acetate → HCID 67491158, compound

https://huagongshe.com/reaction/1910719

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetateHCID 175—
ReactantPyridineHCID 1049—
Reactant4-Chlorophenylboronic acidHCID 74299—
ReactantHCID 66700111HCID 66700111—
SolventDimethylformamideHCID 6228—
ProductHCID 67491158HCID 6749115856.3%

Reaction Steps

[Step 4] 15 mg of the 1-acetyl-4-amino-2-methyl-3,4-dihydro-2H-[1,5] naphthyridine and 23 mg of 4-chlorophenylboronic acid were dissolved in 0.3 mL of DMF followed by adding 27 mg of divalent capper acetate and 18 μL of pyridine and stirring for 5 hours at room temperature in the presence of air. Following completion of the reaction, the solution was filtered with celite followed by the addition of water and extracting three times with ethyl acetate. After washing with saturated brine and dehydrating with anhydrous sodium sulfate, the solution was concentrated under reduced pressure and the resulting residue was purified using silica gel chromatography (ethyl acetate:hexane=1:1) to obtain 13 mg of the target compound in the form of a pale yellow solid (57%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604030B2
Source datasetuspto-grants-2013_12
ORD IDord-d30f8d2313514662b79bbcbf2b96169a
Source noteuspto-grants-2013_12