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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1184411Erstellt: 25. Oktober 2026

Cesium carbonate → (S)-methyl 6-(4-chlorophenyl)-5-(1,1,1-trifluoropropan-2-yloxy)pyrazine-2-carboxylate

https://huagongshe.com/reaction/1184411

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
Edukt(2S)-1,1,1-Trifluoropropan-2-olHCID 6999971—
EduktMethyl 5-bromo-6-(4-chlorophenyl)pyrazine-2-carboxylateHCID 86619571—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt(S)-methyl 6-(4-chlorophenyl)-5-(1,1,1-trifluoropropan-2-yloxy)pyrazine-2-carboxylateHCID 6667886777,6%

Reaktionsschritte

To a solution of methyl 5-bromo-6-(4-chlorophenyl)pyrazine-2-carboxylate (0.847 g, 2.59 mmol, Eq: 1.00) in dry DMSO (8 ml) was added cesium carbonate (1.54 g, 2.84 mmol, Eq: 1.1) and (S)-1,1,1-trifluoro-2-propanol (324 mg, 233 μl, 2.84 mmol, Eq: 1.1) and the reaction mixture was stirred at room temperature for 3 hours. The reaction mixture was partitioned between water and ethyl acetate, the phases were separated and the organic phase was dried over MgSO4 evaporated and purified by flash chromatography (silica gel, 100 g, 10% to 50% ethyl acetate in heptane) to yield the title compound as light yellow oil (0.724 g, 77.6%). MS (EI): 361.1 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08669254B2
Quelldatensatzuspto-grants-2014_03
ORD IDord-981bb6d9a53d429b8ef03f5a4dccb3e7
Quellennotizuspto-grants-2014_03