Potassium Carbonate → ethyl 4-(2-chlorophenyl)-2-[5-(trifluoromethyl)-2H-tetrazol-2-yl]methylpyrimidine-5-carboxylate
Reaktionsgleichung
Br[CH2:2][C:3]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[Cl:15])[C:6]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:5][N:4]=1.[F:21][C:22]([C:25]1[NH:29][N:28]=[N:27][N:26]=1)([F:24])[F:23].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[Cl:15][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[C:7]1[C:6]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:5][N:4]=[C:3]([CH2:2][N:27]2[N:28]=[N:29][C:25]([C:22]([F:24])([F:23])[F:21])=[N:26]2)[N:8]=1Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 60 °C
Versuchsvorschrift
An amount of 345 mg (0.97 mmol) of ethyl 2-(bromomethyl)-4-(2-chlorophenyl)pyrimidine-5-carboxylate was added to a solution of 200 mg (1.45 mmol) of trifluoromethyltetrazole in 10 ml of acetonitrile. Then 174 mg (1.26 mmol) of potassium carbonate were added to the reaction solution, which was stirred at 60° C. for 6 hours. After cooling to room temperature, the reaction solution was filtered and the mother liquor was freed from the solvent under reduced pressure. The residue was admixed with 10 ml of water and extracted with ethyl acetate (3×20 ml). The combined organic phases were dried over sodium sulphate. The solvent was removed under reduced pressure and the residue was purified by chromatography.
Aufarbeitung
- temperatureAfter cooling to room temperature
- filtrationthe reaction solution was filtered
- extractionextracted with ethyl acetate (3×20 ml)
- dry with materialThe combined organic phases were dried over sodium sulphate
- customThe solvent was removed under reduced pressure
- customthe residue was purified by chromatography
Quellen und Nachweise
- ORD-Eintrag
- ord-7d6394b6fd4f4fd3bb5031294da3bcdb
- Quelldatensatz
- uspto-grants-2013_04
- Patentnummer
- US08410106B2
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