Potassium Phosphate, Tribasic → 4-(5-Methyl-2-methylsulfanyl-pyrimidin-4-yl)-10-oxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione
Reaktionsgleichung
Cl[C:2]1[C:7]([CH3:8])=[CH:6][N:5]=[C:4]([S:9][CH3:10])[N:3]=1.[CH:11]12[O:20][CH:17]([CH2:18][CH2:19]1)[CH:16]1[CH:12]2[C:13](=[O:22])[CH2:14][C:15]1=[O:21].CC(C1C=C(C(C)C)C(C2C=CC=CC=2P(C2CCCCC2)C2CCCCC2)=C(C(C)C)C=1)C.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.COCCOC>[CH3:8][C:7]1[C:2]([CH:14]2[C:13](=[O:22])[CH:12]3[CH:16]([CH:17]4[O:20][CH:11]3[CH2:19][CH2:18]4)[C:15]2=[O:21])=[N:3][C:4]([S:9][CH3:10])=[N:5][CH:6]=1Komponenten
7
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 160 °C
Versuchsvorschrift
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).
Aufarbeitung
- additionSilica gel is added to the crude
- customreaction mixture
- customthe solvent is evaporated under reduced pressure
- customthe residue is purified by flash chromatography on silica gel
Quellen und Nachweise
- ORD-Eintrag
- ord-1a5538eae8114f16b3a16133cfb52b25
- Quelldatensatz
- uspto-grants-2013_09
- Patentnummer
- US08530667B2
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