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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1475775Erstellt: 25. Oktober 2026

Oxygen → 1-[(3'-Chloro-2',6'-difluoro-6,4'-dimethoxy-biphenyl-3-carbonyl)-amino]-4-methyl-cyclohexanecarboxylic Acid Methyl Ester

https://huagongshe.com/reaction/1475775

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktOxygenHCID 977—
EduktPotassium FluorideHCID 522689—
EduktTri-tert-butylphosphine tetrafluoroborateHCID 2734635—
Edukt1-(3-Bromo-4-methoxy-benzoylamino)-4-methyl-cyclohexanecarboxylic acid methyl esterHCID 67171124—
Edukt3-Chloro-2,6-difluoro-4-methoxyphenylboronic AcidHCID 86672570—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt1-[(3'-Chloro-2',6'-difluoro-6,4'-dimethoxy-biphenyl-3-carbonyl)-amino]-4-methyl-cyclohexanecarboxylic Acid Methyl EsterHCID 8667257139,9%

Reaktionsschritte

300 mg of 1-(3-Bromo-4-methoxy-benzoylamino)-4-methyl-cyclohexanecarboxylic acid methyl ester, 36 mg of tris(dibenzylideneacetone)di-palladium(0), 150 mg of KF, 27 mg of tri-tert-butylphosphonium tetrafluoroborate, and 347 mg of 3-Chloro-2,6-difluoro-4-methoxyphenylboronic acid were suspended using 5 ml of anhydrous dioxane and oxygen was removed by passing argon through. Then, 12 mg of N,N-diisopropylethylamine were added and again argon passed through the suspension. Stirring was continued for 24 h at room temperature. The reaction mixture was then filtered and evaporated. The residue was purified by preparative RP HPLC (water/ACN gradient) to yield 150 mg of the title compound, viscous oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09018383B2
Quelldatensatzuspto-grants-2015_04
ORD IDord-a6cfdf19f7614c398074289cf0de505f
Quellennotizuspto-grants-2015_04