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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1803620Erstellt: 26. Oktober 2026

1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) → 4-(2-Cyano-4-methoxy-phenyl)-piperazine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1803620

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
EduktTert-butyl 1,4-diazepane-1-carboxylateHCID 2756058—
Edukt2-Bromo-5-methoxybenzonitrileHCID 21784096—
EduktSodium t-butoxideHCID 23676156—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt4-(2-Cyano-4-methoxy-phenyl)-piperazine-1-carboxylic acid tert-butyl esterHCID 6741740692,3%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

A mixture of Boc-homopiperazine (483 mg, 2.59 mmol), 2-bromo-5-methoxybenzonitrile (500 mg, 2.36 mmol), Pd2(dba)3 (108 mg, 0.12 mmol), xantphos (205 mg, 0.35 mmol), sodium t-butoxide (666 mg, 7.08 mmol) in degassed anhydrous dioxane (10 mL) was heated at 90° C. for 2 h. The mixture was allowed to cool and filtered through celite. The filtrate was concentrated and purified by chromatography (EtOAc/hexanes) to yield the title compound (691 mg, 92%). m/z (M+1) 318.39.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08349836B2
Quelldatensatzuspto-grants-2013_01
ORD IDord-7e9c72ccfe004b5ea75fd268cf53da6f
Quellennotizuspto-grants-2013_01