Reaktion #156167

Reaktionsgleichung

Sodium borohydride

methanol

2-(2-Aminoethyl)-2H-isoquinolin-1-one

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

→

title compound

Ausbeute 80.9%

1-Ethyl-3,3,5-trimethyl-7-{[2-(1-oxo-1H-isoquinolin-2-yl)ethylamino]methyl}-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione

Ausbeute 80.9%

Lösungsmittel

Water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature overnight
2. 2
   Extraktionfollowed by extraction
3. 3
   WaschenThe organic layer was washed with water and saturated saline
4. 4
   Trocknendried with magnesium sulfate, and condensed under reduced pressure
5. 5
   SonstigeThe residue was purified by silica gel column chromatography (ethyl acetate:methanol=9:1→8:2)
6. 6
   Sonstigecondensed under reduced pressure

Vorschrift

2-(2-Aminoethyl)-2H-isoquinolin-1-one (1.0 g) was added to a methanol solution (15 ml) of 1-ethyl-3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-7-carbaldehyde (1.46 g). The mixture was stirred for 0.5 hours at room temperature. Sodium borohydride (0.23 g) was added to the mixture, and the mixture was stirred at room temperature overnight. Water was added to the reaction mixture, followed by extraction using dichloromethane. The organic layer was washed with water and saturated saline, dried with magnesium sulfate, and condensed under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:methanol=9:1→8:2). The purified product was condensed under reduced pressure to give the title compound (1.92 g) as a white solid.

Quelle