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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1484836Erstellt: 26. Oktober 2026

Sodium Carbonate → 2-(4-(4-(Benzyloxy)pyrimidin-2-yl)phenyl)acetonitrile

https://huagongshe.com/reaction/1484836

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt1,4-DioxaneHCID 31275—
Edukt2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetonitrileHCID 3842922—
Edukt4-(Benzyloxy)-2-chloropyrimidineHCID 15133237—
LösungsmittelWaterHCID 962—
Produkt2-(4-(4-(Benzyloxy)pyrimidin-2-yl)phenyl)acetonitrileHCID 5816914431%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture of 4-(benzyloxy)-2-chloropyrimidine (3.2 g, 14.5 mmol, 1.0 equiv.), 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetonitrile (4.2 g, 17.4 mmol, 1.2 equiv.), Pd(dippf)Cl2 (1.18 g, 1.45 mmol, 0.1 equiv.), Na2CO3 (6.1 g, 58 mmol, 4.0 equiv.), dioxane (5 ml) and water (1 ml) was added to the filtrate. The reaction mixture was heated to 100° C. for 15 h under nitrogen atmosphere. The residue was purified by silica gel chromatography (CH2Cl2/methanol 500:1 to 200:1) to afford 2-(4-(4-(benzyloxy)pyrimidin-2-yl)phenyl)acetonitrile (1.3 g, 31%) as white solid. The title compound was determination by LC-MS (LC-MS (m/z)=302.1 [M+H]+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09422271B2
Quelldatensatzuspto-grants-2016_08
ORD IDord-e84f68b1f54d49de942bbf9481d80bc8
Quellennotizuspto-grants-2016_08