Reaktion #2167413

Reaktionsgleichung

(3-Aminomethyl-phenyl)-benzylamine

quinoline-6-carboxylic acid

benzotriazol-1-yl-tris(dimethylamino)phosphonium hexafluorophosphate

triethylamine

→

title compound

Ausbeute 73.0%

Quinoline-6-carboxylic acid 3-benzylamino-benzylamide

Ausbeute 73.0%

Lösungsmittel

Water

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionwas then extracted with ethyl acetate
2. 2
   Waschenthe organic layer was washed with water and brine
3. 3
   Trocknendried over anhydrous magnesium sulfate
4. 4
   SonstigeThe solvent was evaporated in vacuo
5. 5
   Sonstigethe residue was purified by NH silica gel column chromatography (hexane:ethyl acetate=1:1)

Vorschrift

(3-Aminomethyl-phenyl)-benzylamine (62 mg, 0.29 mmol), quinoline-6-carboxylic acid (52 mg, 0.30 mmol), benzotriazol-1-yl-tris(dimethylamino)phosphonium hexafluorophosphate (182 mg, 0.41 mmol) and triethylamine (114 μl, 0.81 mmol) were dissolved in N,N-dimethylformamide (0.5 mL), and the solution was stirred at room temperature for 2 hours. Water was added to the reaction solution, which was then extracted with ethyl acetate, the organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated in vacuo, the residue was purified by NH silica gel column chromatography (hexane:ethyl acetate=1:1), and the title compound (73 mg, 0.198 mmol, 73%) was obtained as a white solid.

Quelle