Reaktion #60389

Reaktionsgleichung

3-(3,4-dichloro-benzenesulfonylamino)-3-phenyl-propionic acid

6-(2-dimethylamino-ethoxy)-1,2,3,4-tetrahydro-naphthalen-1-ylamine

EDC

HOBt

→

title compound

3-(3,4-dichloro-benzenesulfonylamino)-N-[6-(2-dimethylamino-ethoxy)-1,2,3,4-tetrahydro-naphthalen-1-yl]-3-phenyl-propionamide

Lösungsmittel

CH2Cl2

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeTo a 20 mL vial equipped
2. 2
   workup.STIRRINGThe reaction was stirred at RT overnight
3. 3
   WaschenThe organic phase was washed with saturated NaHCO3, and brine
4. 4
   Trocknendried over Na2SO4
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated in vacuo
7. 7
   SonstigeThe crude was purified by silica gel chromatography (4%-6% MeOH—CH2Cl2)

Vorschrift

To a 20 mL vial equipped with stirring was added 3-(3,4-dichloro-benzenesulfonylamino)-3-phenyl-propionic acid (128 mg, 0.34 mmol), 6-(2-dimethylamino-ethoxy)-1,2,3,4-tetrahydro-naphthalen-1-ylamine (40 mg, 0.17 mmol), EDC (Aldrich, 49 mg, 0.26 mmol), HOBt (Aldrich, 23 mg, 0.17 mmol), and CH2Cl2 (1 mL). The reaction was stirred at RT overnight and diluted with CH2Cl2 (50 mL). The organic phase was washed with saturated NaHCO3, and brine, dried over Na2SO4, filtered and concentrated in vacuo. The crude was purified by silica gel chromatography (4%-6% MeOH—CH2Cl2) to afford the title compound as a white solid. MS (ESI): 590 (M+H)+.

Quelle