Reaktion #170788

Reaktionsgleichung

1-(4-fluorobenzyl)-1H-indole-2-carboxylic acid

1-benzylpiperazine

EDC

HOBT

Hunig's Base

→

title compound

Ausbeute 71.7%

(4-benzylpiperazin-1-yl)(1-(4-fluorobenzyl)-1H-indol-2-yl)methanone

Ausbeute 71.7%

Lösungsmittel

diethylether ethyl acetate

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenthis was washed with aqueous 10% Na2CO3 (3×2 mL)
2. 2
   TrocknenThe extract was then dried with anhydrous MgSO4
3. 3
   Filtrationfiltered
4. 4
   Einengenthe filtrate was concentrated in vacuo
5. 5
   SonstigeThe crude residue was purified by column chromatography (20 g silica, 80% EtOAC/Hexanes)

Vorschrift

The following was added sequentially to anhydrous DMF: 1-(4-fluorobenzyl)-1H-indole-2-carboxylic acid (50 mg, 0.186 mmol), Hunig's Base (0.065 ml, 0.371 mmol), EDC (46.3 mg, 0.241 mmol), HOBT (37.0 mg, 0.241 mmol), and 1-benzylpiperazine (32.7 mg, 0.186 mmol). The solution was allowed to stir at room temperature for 22 h. At this time, a 1:1 solution of diethylether/ethyl acetate (5 mL) was added, and this was washed with aqueous 10% Na2CO3 (3×2 mL). The extract was then dried with anhydrous MgSO4, filtered, and the filtrate was concentrated in vacuo. The crude residue was purified by column chromatography (20 g silica, 80% EtOAC/Hexanes) to provide 57 mg of the title compound.

Quelle