Reaktion #170789

Reaktionsgleichung

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

piperidin-1-yl(piperidin-4-yl)methanone

EDC

HOBT

Hunig's Base

→

title compound

Ausbeute 34.8%

(1-(4-fluorobenzyl)-1H-indol-2-yl)(4-(piperidine-1-carbonyl)piperidin-1-yl)methanone

Ausbeute 34.8%

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/Hex)

Vorschrift

The following was added sequentially to anhydrous DMF (2 mL): 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 piperidin-1-yl(piperidin-4-yl)methanone (36.4 mg, 0.186 mmol). The solution was allowed to stir at room temperature for 24 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/Hex) to provide 29 mg of the title compound.

Quelle