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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 83606Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/83606

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DichloroethaneHCID 11—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt1-BenzylpiperazineHCID 75994—
EduktDiisopropylethylamineHCID 81531—
Edukt1-(4-fluorobenzyl)-1H-indole-2-carboxylic acidHCID 18627069—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelDiethylether ethylacetateHCID 21584169—
Produkt(4-benzylpiperazin-1-yl)(1-(4-fluorobenzyl)-1H-indol-2-yl)methanoneHCID 6657109671,7%

Reaktionsschritte

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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846684B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-f9409ce4bfe340538e78425c0eebca35
Quellennotizuspto-grants-2014_09