Reaktion #1591330

Reaktionsgleichung

Sodium triacetoxyborohydride

1-Ethyl-3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-7-carbaldehyde

acetic acid

1-(piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one

→

title compound

Ausbeute 56.8%

1-Ethyl-3,3,5-trimethyl-7-[4-(2-oxo-3,4-dihydro-2H-quinolin-1-yl)piperidin-1-ylmethyl]-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione

Ausbeute 56.8%

Lösungsmittel

1,2-dichloroethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature overnight
2. 2
   Sonstigecondensed under reduced pressure
3. 3
   SonstigeThe residue was purified by silica gel column chromatography (ethyl acetate: methanol=100:0→90:10)
4. 4
   Sonstigecondensed to dryness

Vorschrift

1-Ethyl-3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-7-carbaldehyde(0.203 g) and acetic acid(0.063 ml) were added to a 1,2-dichloroethane solution (5 ml) of 1-(piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one (0.170 g), and the mixture was stirred at room temperature for 30 minutes. Sodium triacetoxyborohydride(0.235 g) was added, and 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 (ethyl acetate: methanol=100:0→90:10). The purified product was condensed to dryness to give the title compound(0.205 g) as pale yellow amorphous.

Quelle