반응 #69965

반응 방정식

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

수율 11.2%

용매

1,2-dimethoxyethane

반응 조건

후처리

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

실험 절차

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).

출처