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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 598030Erstellt: 24. Oktober 2026

Water → 1-[4-amino-2-ethyl-7-(quinolin-3-yl)-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)-2-methylpropan-2-ol

https://huagongshe.com/de/reaction/598030

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium CarbonateHCID 10340—
EduktQuinoline-3-boronic acidHCID 2734663—
Edukt1-(4-amino-7-bromo-2-ethyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)-2-methylpropan-2-olHCID 58970691—
KatalysatorTriphenylphosphineHCID 11776—
Katalysatorpalladium(II) acetateHCID 167845—
Lösungsmittel1-PropanolHCID 1031—
Produkt1-[4-amino-2-ethyl-7-(quinolin-3-yl)-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)-2-methylpropan-2-olHCID 5897071552,1%

Reaktionsschritte

The method described in Example 152 was used to treat 1-(4-amino-7-bromo-2-ethyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)-2-methylpropan-2-ol (1.0 g, 2.7 mmol) and 3-quinolineboronic acid (0.52 g, 3.0 mmol) in 1-propanol (10 mL) with triphenylphosphine (21.6 mg, 0.0820 mmol), aqueous sodium carbonate (4.1 mL of 2 M), water (2 mL), and palladium (II) acetate (6.2 mg, 0.027 mmol) with the following modifications. The reaction mixture was heated at reflux for four hours. The crude product was purified by recrystallization from ethyl acetate to provide 0.58 g of 1-[4-amino-2-ethyl-7-(quinolin-3-yl)-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)-2-methylpropan-2-ol as beige needles, mp >270° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07897609B2
Quelldatensatzuspto-grants-2011_03
ORD IDord-02c4350769a44979b83638dbe14990fa
Quellennotizuspto-grants-2011_03