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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 9352Erstellt: 24. Oktober 2026

2,4-Dimethoxybenzeneboronic acid → 2-butyl-7-(2,4-dimethoxyphenyl)-1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine

https://huagongshe.com/de/reaction/9352

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,4-Dimethoxybenzeneboronic acidHCID 2734341—
Edukt7-bromo-2-butyl-1-isobutyl-1H-imidazo[4,5-c]quinolineHCID 21984359—
Edukt2-butyl-7-(2,4-dimethoxyphenyl)-1-isobutyl-1H-imidazo[4,5-c]quinolineHCID 21984377—
Produkt2-butyl-7-(2,4-dimethoxyphenyl)-1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amineHCID 21984169—

Reaktionsschritte

7-Bromo-2-butyl-1-isobutyl-1H-imidazo[4,5-c]quinoline and 2,4-dimethoxybenzeneboronic acid were coupled according to the general procedure described in Part J of Example 1. The resulting 2-butyl-7-(2,4-dimethoxyphenyl)-1-isobutyl-1H-imidazo[4,5-c]quinoline was oxidized and then aminated according to the general procedures described in Parts H and I of Example 1 and purified by chromatography on silica gel (8% methanol in CH2Cl2 to 10% methanol in CH2Cl2 gradient) followed by recrystallization from 1/1 ethyl acetate/hexane to afford 2-butyl-7-(2,4-dimethoxyphenyl)-1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine as a pale orange solid, m.p. 187–189° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07091214B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-0657f11f0a2c4022942778090163fb5a
Quellennotizuspto-grants-2006_08