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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 535653Erstellt: 23. Oktober 2026

Dimethylamine → 7-(4-benzylpiperazin-1-yl)-N,N-dimethylbenzofuran-2-carboxamide

https://huagongshe.com/de/reaction/535653

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylamineHCID 674—
Edukt1,4-Diazabicyclo(2.2.2)octane--trimethylalumane (1/2)HCID 16688366—
Edukt7-(4-Benzyl-piperazin-1-yl)-benzofuran-2-carboxylic acid ethyl esterHCID 59636745—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelSodium chloride; waterHCID 57417360—
Produkt7-(4-benzylpiperazin-1-yl)-N,N-dimethylbenzofuran-2-carboxamideHCID 5963677087,7%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

7-(4-Benzyl-piperazin-1-yl)-benzofuran-2-carboxylic acid ethyl ester (1.0 g, 2.74 mmol) and DABAL-Me3 (0.56 g, 2.20 mmol) were mixed in tetrahydrofuran (5 mL). Dimethylamine (2M in THF) (2.2 mL, 4.39 mmol) was added and the mixture was heated by microwave irradiation to 120° C. for 15 min. Brine was added and the mixture was extracted with dichloromethane, dried over Na2SO4, filtered and the solvent removed by rotary evaporation. The product was purified by flash chromatography (SiO2; DCM/MeOH; gradient 0-2%) giving 7-(4-benzylpiperazin-1-yl)-N,N-dimethylbenzofuran-2-carboxamide (0.70 g, 1.93 mmol) in 70% yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08859534B2
Quelldatensatzuspto-grants-2014_10
ORD IDord-fad5ab25af9f4a149521755b80ec1b68
Quellennotizuspto-grants-2014_10