Pyridine → HCID 66700114, compound

Participants

Reaction Steps

[Step 5] 91 mg of the cis-1-acetyl-4-amino-2-methyl-1,2,3,4-tetrahydrobenzo[h]quinoline and 84 mg of 4-chlorophenylboronic acid were dissolved in 2.5 mL of DMF followed by adding 130 mg of divalent copper acetate and 87 μL of pyridine and stirring for 30 minutes 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 25 mg of the target compound in the form of a yellow solid (19%).

Provenance & Evidence