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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1014693Erstellt: 26. Oktober 2026

Potassium Carbonate → 5-Methyl-1-((R)-1-phenylethyl)-6-(quinolin-5-YL)-1H-imidazo[4,5-B]pyrazin-2(3H)-one

https://huagongshe.com/reaction/1014693

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
EduktQuinolin-5-ylboronic acidHCID 5153389—
Edukt5-Methyl-N2-((R)-1-phenylethyl)-6-(quinolin-5-yl)pyrazine-2,3-diamineHCID 68853517—
Edukt(R)-6-Bromo-5-methyl-N2-(1-phenylethyl)pyrazine-2,3-diamineHCID 86626390—
KatalysatorTetrakis(triphenylphosphine)palladiumHCID 11979704—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-Methyl-1-((R)-1-phenylethyl)-6-(quinolin-5-YL)-1H-imidazo[4,5-B]pyrazin-2(3H)-oneHCID 6669959367%

Reaktionsschritte

5-Methyl-N2—((R)-1-phenylethyl)-6-(quinolin-5-yl)pyrazine-2,3-diamine. (R)-6-Bromo-5-methyl-N2-(1-phenylethyl)pyrazine-2,3-diamine (0.534 g, 1.74 mmol), quinoline-5-boronic acid (0.331 g, 1.91 mmol), tetrakis(triphenylphosphine) palladium (0.20 g, 0.175 mmol), and potassium carbonate (0.96 g, 6.96 mmol) in water (4 mL) and dimethylformamide (15 mL) was reacted according to General Procedure B and purified via Biotage silica gel chromatography (0-10% methanol in dichloromethane, 40M column) and the resultant solid triturated with water/methanol to afford the title compound (0.42 g, 67% yield). MS (ESI) m/z 356.4 [M+1]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07981893B2
Quelldatensatzuspto-grants-2011_07
ORD IDord-c72963b65ceb47bbbcc449e89b547450
Quellennotizuspto-grants-2011_07