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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 456206Erstellt: 25. Oktober 2026

Potassium Carbonate → [4-Fluoro-2'-((4S,5R)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-ylmethyl)-4'-trifluoromethyl-biphenyl-3-yl]-acetic acid

https://huagongshe.com/reaction/456206

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt2-(5-Bromo-2-fluorophenyl)acetic acidHCID 3584690—
Edukt(4S,5R)-4-Methyl-5-phenyl-3-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-trifluoromethyl-benzyl]-oxazolidin-2-oneHCID 66890959—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWater 1,2-dimethoxyethaneHCID 18180031—
Produkt[4-Fluoro-2'-((4S,5R)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-ylmethyl)-4'-trifluoromethyl-biphenyl-3-yl]-acetic acidHCID 44205721—

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

(4S,5R)-4-Methyl-5-phenyl-3-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-trifluoromethyl-benzyl]-oxazolidin-2-one (0.080 g, 0.17 mmol), 5-bromo-2-fluorophenylacetic acid (0.061 g, 0.26 mmol), potassium carbonate (0.084 g, 0.61 mmol), and tetrakis(triphenylphosphine)palladium (0) (0.021 g, 0.02 mmol) were combined in DME:H2O (2:1; 3 mL), and the mixture was purged with N2 for 5 minutes. The reaction was stirred under N2 at 90° C. overnight. After work-up with EtOAc and brine, the crude material was purified by silica gel chromatography (0-5% MeOH in CH2Cl2) to give the title compound. M+H is 488.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08497381B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-fd4b7ed0d84443efae10e23df2562847
Quellennotizuspto-grants-2013_07