Diisopropylethylamine → HCID 131723016, compound

Participants

Reaction Steps

N,N′-Disuccinimidyl carbonate (102 mg) and N-ethyldiisopropylamine (0.14 ml) were added to an acetonitrile (5 ml) solution of 1-[2-(R)-amino-3-(indol-3-yl)propanoyl]-3-(R,S)-(N,N-dimethylamino)methyl-1,2,3,4-tetrahydroquinoline (150 mg). The reaction mixture was stirred at room temperature for 30 minutes, to which were added an acetonitrile (1 ml) solution of 1-(2-chlorophenyl)piperazine (78 mg) and N-ethyldiusopropylamine (0.07 ml). The reaction mixture was stirred at room temperature for 2 hours. A saturated aqueous sodium hydrogencarbonate solution was added to the reaction mixture, which was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, then dried and concentrated. The residue was purified by alumina column chromatography (eluent: ethyl acetate/hexane=1/1 to 3/1) to obtain the entitled compound (158 mg) as an amorphous powder.

Provenance & Evidence