Triethylamine → HCID 66700028, compound

Participants

Reaction Steps

[Step 5] 40 mg (0.16 mmol) of the 1-(8-amino-6-methyl-7,8-dihydro-[1,3]dioxolo[4.5-g]quinolin-5(6H)-yl)ethanone, 38 mg (0.24 mmol) of 4-chlorophenylboronic acid, 59 mg (0.33 mmol) of copper (II) acetate, 49 mg (0.48 mmol) of triethylamine and 2 mL of dichloromethane suspension containing 30 mg of molecular sieve (4A) were vigorously stirred for 2 days. Following completion of the reaction, aqueous ammonium chloride solution was added followed by extraction with chloroform. The extract was washed with water and the organic layer was dehydrated with anhydrous sodium sulfate. The solution was concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1) to obtain 18 mg of cis-1-[8-(4-chlorophenylamino)-6-methyl-7,8-dihydro[1,3]dioxolo[4,5-g]quinolin-5(6H)-yl]ethanone in the form of a yellow oil (29%, 2 steps).

Provenance & Evidence