Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1028638Erstellt: 25. Oktober 2026

Sodium Carbonate → 5-[3,5-Bis(trifluoromethyl)phenyl]-3-{[2'-methoxy-4,5'-bis(trifluoromethyl)-biphenyl-2-yl]methyl}-1,3-oxazolidin-2-one

https://huagongshe.com/reaction/1028638

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt2-Methoxy-5-(trifluoromethyl)phenylboronic acidHCID 2782676—
Edukt5-[3,5-Bis(trifluoromethyl)phenyl]-3-[2-iodo-5-(trifluoromethyl)benzyl]1,3-oxazolidin-2-oneHCID 59135239—
KatalysatorHCID 178418397HCID 178418397—
Produkt5-[3,5-Bis(trifluoromethyl)phenyl]-3-{[2'-methoxy-4,5'-bis(trifluoromethyl)-biphenyl-2-yl]methyl}-1,3-oxazolidin-2-oneHCID 59135076—

Reaktionsschritte

5-[3,5-bis(trifluoromethyl)phenyl]-3-[2-iodo-5-(trifluoromethyl)benzyl]-1,3-oxazolidin-2-one (Example 66, 100 mg; 0.171 mmol) was treated with [2-methoxy-5-(trifluoromethyl)phenyl]boronic acid (Step B, 113 mg; 0.514 mmol), tetrakis(triphenylphosphine)palladium (0) (24 mg; 0.0206 mmol), and sodium carbonate (148 mg) as described in Example 291 to afford 5-[3,5-bis(trifluoromethyl)phenyl]-3-{[2′-methoxy-4,5′-bis(trifluoromethyl)-biphenyl-2-yl]methyl}-1,3-oxazolidin-2-one as a clear glass. LCMS=612.1 (M−19)+. 1H NMR (benzene-d6, 500 MHz, mixture of atropisomers): δ 7.61 (s, 1H), 7.40-7.36 (m, 1 H), 7.31 (s, 1 H), 7.27-7.23 (m, 4 H), 6.74-6.72 (m, 1 H), 6.35 (d, J=8.7 Hz, 1 H), 4.42-4.32 (m, 2 H), 3.70 (d, J=15.8 Hz, 1 H), 3.14 (s, 3 H), 2.28 (t, J=8.7 Hz, 1 H), 1.98 (t, J=8.2 Hz, 1 H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08735435B2
Quelldatensatzuspto-grants-2014_05
ORD IDord-8fb32cfb314845e1a9966640351db2e1
Quellennotizuspto-grants-2014_05