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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 78559Erstellt: 23. Oktober 2026

Sodium Carbonate → Methyl 3-amino-6-(4-(methylsulfonyl)phenyl)pyrazine-2-carboxylate

https://huagongshe.com/de/reaction/78559

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktMethyl 3-Amino-6-bromopyrazine-2-carboxylateHCID 227251—
Edukt4-(Methanesulfonyl)phenylboronic acidHCID 2734364—
KatalysatorDichlorobis(triphenylphosphine)palladiumHCID 6102075—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
LösungsmittelEthyl AcetateHCID 8857—
ProduktMethyl 3-amino-6-(4-(methylsulfonyl)phenyl)pyrazine-2-carboxylateHCID 5100041053%

Reaktionsbedingungen

Temperatur110 °C

Reaktionsschritte

A mixture of methyl 3-amino-6-bromo-pyrazine-2-carboxylate (1.5 g, 6.465 mmol), (4-methylsulfonylphenyl)boronic acid (1.552 g, 7.758 mmol), bis(triphenylphosphine) palladium(II)dichloride (226.9 mg, 0.3233 mmol), and Na2CO3 (9.700 mL of 2 M, 19.40 mmol) in DME (18.75 mL) were heated in the microwave at 110° C. for 1 hour. The resultant mixture was diluted with EtOAc and washed with water. The organic phase was dried over magnesium sulfate, filtered and concentrated in vacuo. The residue was purified on silica gel by flash column chromatography (50% EtOAc/hexanes) to afford the title compound (600 mg, 53% Yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841308B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-c79dc17f14994985b8414819b5254db4
Quellennotizuspto-grants-2014_09