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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 47360Erstellt: 24. Oktober 2026

Water → 2-[(2-Bromo-3-quinolinyl)methyl]-7-hydroxy-6,7-dihydro-1h-cyclopenta[c]pyridine-1,5(2h)-dione

https://huagongshe.com/de/reaction/47360

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium hydrideHCID 24758—
EduktLithium BromideHCID 82050—
Edukt2-Bromo-3-(bromomethyl)quinolineHCID 613324—
Eduktdimethoxyethane N,N-dimethylformamideHCID 18463208—
Produkt2-[(2-Bromo-3-quinolinyl)methyl]-7-hydroxy-6,7-dihydro-1h-cyclopenta[c]pyridine-1,5(2h)-dioneHCID 11176604—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

0.6 mmol (18 mg) of NaH as an 80% dispersion in mineral oil is added in small fractions to a solution, stirred at 0° C. of 0.6 mmol (100 mg) of the compound described in Preparation A in 20 ml of a DME/DMF mixture (16/4 (v/v)). The mixture is stirred at 0° C. for 10 minutes before the addition, at that temperature, of 2.4 mmol (210 mg) of LiBr. After returning to room temperature, the reaction mixture is stirred for ¼ hour before the addition of 0.66 mmol (200 mg) of 2-bromo-3-bromomethylquinoline. The reaction mixture is then heated at 80° C. for 20 hours and, after returning to room temperature, subsequently poured into a large excess of water. The precipitate that forms is filtered off and washed with ether to yield the expected product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06699876B2
Quelldatensatzuspto-grants-2004_03
ORD IDord-b0f66bd89f8b41cab98c5a373fd8dd35
Quellennotizuspto-grants-2004_03