Reaktion #69965

Reaktionsgleichung

4-chloro-5-methyl-2-methylsulfanylpyrimidine

10-oxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione

X-Phos

potassium phosphate

→

4-(5-methyl-2-methylsulfanyl-pyrimidin-4-yl)-10-oxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione

Ausbeute 11.2%

Lösungsmittel

1,2-dimethoxyethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONSilica gel is added to the crude
2. 2
   Sonstigereaction mixture
3. 3
   Sonstigethe solvent is evaporated under reduced pressure
4. 4
   Sonstigethe residue is purified by flash chromatography on silica gel

Vorschrift

A microwave vial is charged with 4-chloro-5-methyl-2-methylsulfanylpyrimidine (174 mg, 1 mmol), 10-oxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione (166 mg, 1 mmol), palladium acetate (12 mg, 0.05 mmol), X-Phos (48 mg, 0.1 mmol) and potassium phosphate (424 mg, 2 mmol). 1,2-dimethoxyethane (3 ml) is added and the reaction heated to 160° C., with stirring, for 30 minutes. Silica gel is added to the crude reaction mixture, the solvent is evaporated under reduced pressure and the residue is purified by flash chromatography on silica gel to give 4-(5-methyl-2-methylsulfanyl-pyrimidin-4-yl)-10-oxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione (34 mg).

Quelle