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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 77449Erstellt: 24. Oktober 2026

Cesium carbonate → 5-((4-(tert-butyldimethylsilyloxy)phenoxy)methyl)-N-(3,4-dichlorophenyl)pyrimidin-2-amine

https://huagongshe.com/de/reaction/77449

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
Edukt4-(tert-Butyldimethylsiloxy)phenolHCID 597388—
Edukt5-(chloromethyl)-N-(3,4-dichlorophenyl)pyrimidin-2-amineHCID 86679735—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-((4-(tert-butyldimethylsilyloxy)phenoxy)methyl)-N-(3,4-dichlorophenyl)pyrimidin-2-amineHCID 8667973412,1%

Reaktionsschritte

A mixture of 4-((tert-butyldimethylsilyl)oxy)phenol (0.086 g, 0.381 mmol), Cs2CO3 (0.186 g, 0.572 mmol) and 5-(chloromethyl)-N-(3,4-dichlorophenyl)pyrimidin-2-amine (0.110 g, 0.381 mmol) in DMF (3.8 mL) was stirred at room temperature for 18 h. The reaction mixture was concentrated and purified by flash chromatography on silica gel using 10-50% ethyl acetate in hexanes. The desired fractions were concentrated to give 5-((4-(tert-butyldimethylsilyloxy)phenoxy)methyl)-N-(3,4-dichlorophenyl)pyrimidin-2-amine as a yellow solid (0.022 g, 12%). LCMS: R.T.=3.73 min; [M+H]+=476.23

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841301B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-4511b193808e49c78338b00a822a2c90
Quellennotizuspto-grants-2014_09