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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1910728Generated: November 2, 2026

Triethylamine → HCID 87114679, compound

https://huagongshe.com/reaction/1910728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Chlorophenylboronic acidHCID 74299—
ReactantHCID 86664534HCID 86664534—
CatalystCupric acetateHCID 8895—
SolventDichloromethaneHCID 6344—
ProductHCID 87114679HCID 8711467930.1%

Reaction Steps

[Step 5] 22 mg of the cis-benzyl-7-acetyl-10-amino-8-methyl-7,8,9,10-tetrahydro-3H-pyrano[3,2-f]-quinolin-3-one and 19 mg of 4-chlorophenylboronic acid were dissolved in 10 mL of dichloromethane followed by adding 29 mg of divalent copper acetate and 34 μL of triethylamine and stirring for 18 hours at room temperature in the presence of air. Following completion of the reaction, the solution was filtered with celite and water was added followed by 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 7 mg of the target compound in the form of a yellow solid (23%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604030B2
Source datasetuspto-grants-2013_12
ORD IDord-f29a5ff6903f44d18873b8dcea2e6f0f
Source noteuspto-grants-2013_12