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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 75453Erstellt: 25. Oktober 2026

Ethanol → HCID 66750477, Verbindung

https://huagongshe.com/reaction/75453

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
EduktSodium CarbonateHCID 10340—
Edukt4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 2734620—
Edukt8,8'-(2,5-Dichloropyrimidine-4,6-diyl)bis(3-oxa-8-azabicyclo[3.2.1]octane)HCID 86665902—
KatalysatorTetrakis(triphenylphosphine)palladiumHCID 11979704—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
ProduktHCID 66750477HCID 6675047761,3%

Reaktionsschritte

To a solution of 8,8′-(2,5-dichloropyrimidine-4,6-diyl)bis(3-oxa-8-azabicyclo[3.2.1]octane) (1.0 g, 2.7 mmol) in 1:1 ethanol:toluene (10 mL) was added 4-aminophenylboronic acid pinacol ester (0.7 g, 3.2 mmol), 2.0M solution of sodium carbonate (1.2 mL) and tetrakis(triphenylphosphine) palladium (0) (0.3 g, 10 mol %). The reaction was refluxed under nitrogen overnight. The reaction was cooled and water was added (75 mL) and the mixture was extracted 3 times with ethyl acetate. The organics were separated and dried over magnesium sulfate, then filtered through Magnesol™ and concentrated in vacuo to an oil. The crude product was purified via silica gel column with hexanes/ethyl acetate to yield the title compound as a white solid (0.708 g). MS m/z=428 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08835429B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-adf75e6a89994eaba3622780c441058b
Quellennotizuspto-grants-2014_09