Reaction #156217

Reaction equation

6-(3-Amino-propoxy)-1-methyl-1H-quinolin-2-one

N-methyl-N-o-tolyl-acrylamide

→

title compound

Yield 50.8%

N-Methyl-3-[3-(1-methyl-2-oxo-1,2-dihydro-quinolin-6-yloxy)-propylamino]-N-o-tolyl-propionamide

Yield 50.8%

Solvents

ethanol

Conditions

Workup

1. 1
   Othercondensed under reduced pressure
2. 2
   OtherThe residue was purified by silica gel column chromatography (dichloromethane:methanol=20:1→10:1)
3. 3
   Othercondensed under reduced pressure

Procedure

6-(3-Amino-propoxy)-1-methyl-1H-quinolin-2-one (194 mg) was added to an ethanol solution (5 ml) of N-methyl-N-o-tolyl-acrylamide (146 mg). The mixture was stirred at room temperature overnight. The reaction mixture was condensed under reduced pressure. The residue was purified by silica gel column chromatography (dichloromethane:methanol=20:1→10:1). The purified product was condensed under reduced pressure to give the title compound (172.6 mg) as a colorless oil.

Source