Potassium Carbonate → 6-(6-chloro-pyrimidin-4-yloxy)-4-methyl-1H-benzimidazole
Reaktionsgleichung
C(=O)([O-])[O-].[K+].[K+].Cl[C:8]1[CH:13]=[C:12]([Cl:14])[N:11]=[CH:10][N:9]=1.[CH3:15][C:16]1[C:21]2[N:22]=[CH:23][NH:24][C:20]=2[CH:19]=[C:18]([OH:25])[CH:17]=1>CN(C=O)C>[Cl:14][C:12]1[N:11]=[CH:10][N:9]=[C:8]([O:25][C:18]2[CH:17]=[C:16]([CH3:15])[C:21]3[N:22]=[CH:23][NH:24][C:20]=3[CH:19]=2)[CH:13]=1Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 50 °C
Versuchsvorschrift
0.830 g (6.00 mmol) potassium carbonate were added to 307 mg (2.00 mmol) 4,6-dichloropyrimidine and 295 mg (2.00 mmol) 7-methyl-3H-benzimidazol-5-ol in 1.50 mL DMF and the mixture was stirred for 8 h at 50° C. Then the mixture was added to ice water added and extracted several times with EtOAc. The combined organic phases were dried on sodium sulphate, evaporated down and purified by preparative HPLC-MS. The product-containing fractions were combined and the acetonitrile was evaporated down. The residue was made alkaline with 1N aqueous sodium hydroxide solution and extracted with EtOAc. The organic phase was dried on sodium sulphate, filtered, evaporated down and dried under HV.
Aufarbeitung
- additionadded
- extractionextracted several times with EtOAc
- customThe combined organic phases were dried on sodium sulphate
- customevaporated down
- custompurified by preparative HPLC-MS
- customthe acetonitrile was evaporated down
- extractionextracted with EtOAc
- customThe organic phase was dried on sodium sulphate
- filtrationfiltered
- customevaporated down
- customdried under HV
Quellen und Nachweise
- ORD-Eintrag
- ord-425bb8cd6d884cc5ad963dc850189910
- Quelldatensatz
- uspto-grants-2015_02
- Patentnummer
- US08952014B2
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