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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 7491Erstellt: 25. Oktober 2026

Potassium Carbonate → 4-Chloro-6-methoxy-7-[(1-methylimidazol-2-yl)methoxy]cinnoline

https://huagongshe.com/reaction/7491

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt2-(chloromethyl)-1-methyl-1H-imidazoleHCID 736536—
Edukt4-Chloro-7-hydroxy-6-methoxycinnolineHCID 135752523—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkt4-Chloro-6-methoxy-7-[(1-methylimidazol-2-yl)methoxy]cinnolineHCID 2199101929%

Reaktionsbedingungen

Temperatur40 °C

Reaktionsschritte

The starting material, 4-chloro-6-methoxy-7-[(1-methylimidazol-2-yl)methoxy]-cinnoline was obtained by adding potassium carbonate (531 mg, 3.8 mmol) followed by 2-chloromethyl-1-methylimidazole (232 mg, 1.4 mmol) to a suspension of 4-chloro-7-hydroxy-6-methoxycinnoline (270 mg, 1.28 mmol), (prepared as described for the starting material in Example 10), in DMF (6 ml). After stirring overnight at 40° C. the mixture was diluted with water and adjusted to pH7. After extraction with ethyl acetate the organic layer was washed with water and then brine, dried (MgSO4) and the solvent evaporated. The residue was purified by flash chromatography using methylene chloride/methanol (98/2) as eluent to give 4-chloro-6-methoxy-7-[(1-methylimidazol-2-yl)methoxy]cinnoline (111 mg, 29%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07087602B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-a2793211692d4541affe62f1da13a23a
Quellennotizuspto-grants-2006_08