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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 415477Erstellt: 24. Oktober 2026

Water → Tert-butyl 4-{[(2-chloro-3-nitroquinolin-4-yl)amino]methyl}benzylcarbamate

https://huagongshe.com/de/reaction/415477

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktTriethylamineHCID 8471—
Edukt2,4-Dichloro-3-nitroquinolineHCID 2785138—
Edukttert-butyl N-{[4-(aminomethyl)phenyl]methyl}carbamateHCID 3354775—
LösungsmittelDimethylformamideHCID 6228—
ProduktTert-butyl 4-{[(2-chloro-3-nitroquinolin-4-yl)amino]methyl}benzylcarbamateHCID 8663372595,9%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

A solution of 2,4-dichloro-3-nitroquinoline (11.4 g, 47.1 mmol) in DMF (200 mL) was cooled to 0° C. Triethylamine (19.6 mL, 0.141 mol) and 1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene (13.3 g, 56.5 mmol) were sequentially added, and the reaction was stirred for one hour and cooled again to 0° C. Water (300 mL) was added, and the mixture was stirred for 30 minutes at 0° C. and then extracted with dichloromethane. The dichloromethane fraction was concentrated under reduced pressure to provide 20 g of tert-butyl 4-{[(2-chloro-3-nitroquinolin-4-yl)amino]methyl}benzylcarbamate as a red oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08088790B2
Quelldatensatzuspto-grants-2012_01
ORD IDord-862057c022bf44e2b64425c9d4a95bf0
Quellennotizuspto-grants-2012_01