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HRID 446040Erstellt: 24. Oktober 2026

N,N-Dimethylethylenediamine → 3-(3,4-dihydroquinolin-1(2H)-yl)-N-(2-(dimethylamino)ethyl) propanamide

https://huagongshe.com/de/reaction/446040

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN,N-DimethylethylenediamineHCID 66053—
EduktDiisopropylethylamineHCID 81531—
EduktQuinolinepropionic acid, 1,2,3,4-tetrahydro-HCID 98707—
Edukt2-(2,5-Dioxopyrrolidin-1-yl)-1,1,3,3-tetramethylisouronium tetrafluoroborateHCID 9857522—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelSodium chloride; waterHCID 57417360—
Produkt3-(3,4-dihydroquinolin-1(2H)-yl)-N-(2-(dimethylamino)ethyl) propanamideHCID 5923797755%

Reaktionsschritte

To a solution of Compound 7 (1.0 g, 4.9 mmol) in DMF (20 mL), 2-succinimido-1,1,3,3-tetramethyluronium tetrafluoroborate (1.8 g, 5.8 mmol) and N,N-diisopropyl ethylamine (1.8 mL, 10.2 mmol) were added. Combined mixture was stirred at room temperature for 30 mins and then a solution of N,N-dimethylethylenediamine (0.64 g, 7.3 mmol) in DMF (2 mL) was added. After stirring the mixture for additional 1 hour, it was poured in brine (100 mL) and extracted with ethyl acetate (2×75 mL). The combined organic layers were washed with brine (3×100 mL) and dried over MgSO4. The solvent was removed under reduced pressure to provide Compound 8 as brown viscous liquid (0.74 g, 55%). This product was used without further purification. The structure of Compound 8 is given below:

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08476443B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-0b949730084b40f59f35c06807c79cf8
Quellennotizuspto-grants-2013_07