Réaction #156170

Équation de réaction

Lithium hydroxide

thioglycolic acid

DMF

N-[3-(1-ethyl-3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-7-yl)propyl]-2-nitro-N-[2-(1-oxo-1H-isoquinolin-2-yl)ethyl]benzenesulfonamide

→

title compound

Rendement 68.3%

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

Rendement 68.3%

Solvants

Water

Conditions de réaction

Traitement

1. 1
   Autrecondensed under reduced pressure
2. 2
   Extractionfollowed by extraction
3. 3
   LavageThe organic layer was washed with water and saturated saline
4. 4
   Séchagedried with magnesium sulfate, and condensed under reduced pressure
5. 5
   AutreThe residue was purified by silica gel column chromatography (ethyl acetate:methanol=10:1)
6. 6
   Autrecondensed under reduced pressure

Mode opératoire

Lithium hydroxide (3.2 g), and thioglycolic acid (2.4 ml) were added to a DMF solution (27.4 ml) of N-[3-(1-ethyl-3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-7-yl)propyl]-2-nitro-N-[2-(1-oxo-1H-isoquinolin-2-yl)ethyl]benzenesulfonamide (4.56 g). The mixture was stirred at room temperature for 1 hour. The reaction mixture was condensed under reduced pressure. Water was added to the residue, 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=10:1). The purified product was condensed under reduced pressure to produce the title compound (2.24 g) as a yellow oil.

Source