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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 337043Erstellt: 24. Oktober 2026

Phenol → 4-Methyl-3-(2-oxo-3-phenoxy-1(2H)-pyrazinyl)-benzoic acid, methyl ester

https://huagongshe.com/de/reaction/337043

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhenolHCID 996—
Edukt1,4-CyclohexadieneHCID 12343—
EduktDiisopropylethylamineHCID 81531—
Eduktmethyl 3-(3,5-dibromo-2-oxopyrazin-1(2H)-yl)-4-methylbenzoateHCID 66688740—
KatalysatorPalladiumHCID 23938—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-Methyl-3-(2-oxo-3-phenoxy-1(2H)-pyrazinyl)-benzoic acid, methyl esterHCID 86663239—

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

A mixture of 3-(3,5-dibromo-2-oxo-2H-pyrazin-1-yl)-4-methyl-benzoic acid, methyl ester (Example 1b, 400 mg), phenol (400 mg), N,N-diisopropylethylamine (0.4 mL) and tetrahydrofuran (2 mL) was heated within a microwave for 3 h at 120° C. before being cooled to room temperature. The mixture was transferred to a mixture of palladium on carbon (10%, 38 mg) and tetrahydrofuran (1 mL). 1,4-Cyclohexadiene (2 mL) was added and the mixture was heated under atmosphere of nitrogen within a microwave for 15 minutes at 90° C. before being cooled to room temperature. The mixture was filtered and concentrated to give a crude product that was used in the next step without purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08889692B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-772973e7b197498ab8a77ab4301a1b29
Quellennotizuspto-grants-2014_11