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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1865114Erstellt: 26. Oktober 2026

Triphenyl Phosphate → 4-cyano-3-(2'-cyano-biphenyl-4-yl)-1-methyl-5-trifluoromethyl-1H-pyrrole-2-carboxylic acid ethyl ester

https://huagongshe.com/reaction/1865114

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenyl PhosphateHCID 8289—
EduktPotassium Phosphate, TribasicHCID 62657—
Edukt2-Cyanophenylboronic acidHCID 2734610—
EduktEthyl 4-cyano-1-methyl-5-(trifluoromethyl)-3-{4-[(trifluoromethyl)sulfonyloxy]phenyl}pyrrole-2-carboxylateHCID 86611446—
Katalysatorpalladium(II) acetateHCID 167845—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt4-cyano-3-(2'-cyano-biphenyl-4-yl)-1-methyl-5-trifluoromethyl-1H-pyrrole-2-carboxylic acid ethyl esterHCID 69020303—

Reaktionsschritte

Prepare the title compound in a manner analogous to the procedure described in Scheme IIIa. For example, place ethyl 4-cyano-1-methyl-5-(trifluoromethyl)-3-{4-[(trifluoromethyl)sulfonyloxy]phenyl}pyrrole-2-carboxylate (11.0 mmol, prepared in example E-277), 2-cyano-phenyl boronic acid (1.5 mmol), palladium (II) acetate (0.12 mmol), triphenylphosphate (0.24 mmol), and tribasic potassium phosphate (3.6 mmol) in a round bottom flask and add dioxane. Heat reaction to reflux for 18 hours, remove the heat and wash with water while extracting with ethyl acetate. Dry organics with sodium sulfate, filter, and concentrate in vacuo. Purify the residue via radial chromatography eluting with methylene chloride, ethyl acetate and hexane to provide the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07625932B2
Quelldatensatzuspto-grants-2009_12
ORD IDord-ffa9f4a52e6b4dd1b4dda9fa526e2679
Quellennotizuspto-grants-2009_12