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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1803084Erstellt: 26. Oktober 2026

Cyclopropanecarbonyl chloride → Cyclopropanecarboxylic acid [2-(2-methoxy-benzylamino)-quinolin-6-yl]-amide

https://huagongshe.com/reaction/1803084

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCyclopropanecarbonyl chlorideHCID 77637—
EduktN2-(2-Methoxy-benzyl)-quinoline-2,6-diamineHCID 43450845—
LösungsmittelWaterHCID 962—
LösungsmittelAcetonitrileHCID 6342—
LösungsmittelSodium BicarbonateHCID 516892—
ProduktCyclopropanecarboxylic acid [2-(2-methoxy-benzylamino)-quinolin-6-yl]-amideHCID 44223161—

Reaktionsschritte

N2-(2-Methoxy-benzyl)-quinoline-2,6-diamine (example 10, step B, 150 mg, 0.537 mmol) was dissolved in 6 mL acetonitrile and 6 mL saturated sodium bicarbonate solution. Cyclopropane carbonyl chloride (63 mg, 0.60 mmol) was added and the reaction mixture was stirred at room temperature overnight. The reaction mixture was diluted with 50 mL water and extracted with ethyl acetate (3×50 ml). The combined organic layers were washed with water (30 ml), dried with sodium sulfate and evaporated. The crude product was recrystallized from diisopropyl ether. The title compound was obtained as a white solid (123 mg, 66%), MS: m/e=348.3 (M+H+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08350028B2
Quelldatensatzuspto-grants-2013_01
ORD IDord-b43b41d1067a4f989da324ea04306c4e
Quellennotizuspto-grants-2013_01