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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1773007Erstellt: 24. Oktober 2026

Novoldiamine → N-(5-(diethylamino)pentan-2-yl)-3-(3,4-dihydroquinolin-1(2H)-yl)propanamide

https://huagongshe.com/de/reaction/1773007

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktNovoldiamineHCID 78953—
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—
ProduktN-(5-(diethylamino)pentan-2-yl)-3-(3,4-dihydroquinolin-1(2H)-yl)propanamideHCID 5923798182,5%

Reaktionsschritte

To a solution of Compound 4 (1.9 g, 9.3 mmol) in DMF (35 mL), 2-succinimido-1,1,3,3-tetramethyluronium tetrafluoroborate (3.4 g, 11.2 mmol) and N,N-diisopropyl ethylamine (3.4 mL, 19.5 mmol) were added. Combined mixture was stirred at room temperature for 30 mins and then a solution of 2-amino-5-diethylaminopentane (2.2 g, 13.9 mmol) in DMF (5 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 5 as a dark yellow viscous liquid (2.64 g, 82.5%). This product was used without further purification. The structure of Compound 5 is given below:

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09250249B2
Quelldatensatzuspto-grants-2016_02
ORD IDord-0b91d426239f4f24b4a4dc69d856f2e5
Quellennotizuspto-grants-2016_02