Binap, (A+-)- → HCID 54674950, Verbindung

HRID 2251815

Reaktionsgleichung

C1C=CC(P(C2C(C3C(P(C4C=CC=CC=4)C4C=CC=CC=4)=CC=C4C=3C=CC=C4)=C3C(C=CC=C3)=CC=2)C2C=CC=CC=2)=CC=1.[CH2:47]([N:50]1[CH2:55][CH2:54][NH:53][CH2:52][CH2:51]1)[CH:48]=[CH2:49].Cl[C:57]1[N:62]=[CH:61][C:60]([O:63][S:64]([C:67]2[CH:72]=[CH:71][C:70]([CH:73]([CH3:75])[CH3:74])=[CH:69][CH:68]=2)(=[O:66])=[O:65])=[CH:59][CH:58]=1>C1(C)C=CC=CC=1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH2:47]([N:50]1[CH2:55][CH2:54][N:53]([C:57]2[N:62]=[CH:61][C:60]([O:63][S:64]([C:67]3[CH:68]=[CH:69][C:70]([CH:73]([CH3:75])[CH3:74])=[CH:71][CH:72]=3)(=[O:66])=[O:65])=[CH:59][CH:58]=2)[CH2:52][CH2:51]1)[CH:48]=[CH2:49]

Komponenten

Reaktionsbedingungen

Temperatur: 50 °C

Versuchsvorschrift

A flask containing 45 mg of palladium(II) acetate (0.2 mmol), 126 mg of BINAP (0.20 mmol) and 0.233 mg of sodium tert-butylate in dry toluene (15 mL) was flushed with nitrogen 1.275 g of 1-allylpiperazin (10 mmol) were added and the reaction mixture was heated to 50° C. 630 mg of 4-isopropyl-benzenesulfonic acid 6-chloro-pyridin-3-yl ester (2.0 mmol) were dissolved in toluene and the solution was slowly added over a period of 10 minutes into the reaction mixture with stirring. The mixture was heated to reflux with stirring for 7 h. Thereby 4-isopropyl-benzenesulfonic acid 6-(4-allyl-piperazin-1-yl)-pyridin-3-yl ester was obtained in 21% yield.

Aufarbeitung

additionwere added
additionthe solution was slowly added over a period of 10 minutes into the reaction mixture
temperatureThe mixture was heated
temperatureto reflux
stirringwith stirring for 7 h

Quellen und Nachweise

ORD-Eintrag: ord-bad7da65bd41403cb83632d35642019a
Quelldatensatz: uspto-grants-2008_01
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07320979B2

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