Ammonium trifluoroacetate → 3-Cyclopropyl-5-methyl-2-(4-trifluoromethoxy-phenyl)-3H-imidazole-4-carboxylic acid ethyl ester
Reaktionsgleichung
[CH2:1]([O:3][C:4](=[O:26])[CH:5]([N:9]([CH:23]1[CH2:25][CH2:24]1)[C:10](=O)[C:11]1[CH:16]=[CH:15][C:14]([O:17][C:18]([F:21])([F:20])[F:19])=[CH:13][CH:12]=1)[C:6](=O)[CH3:7])[CH3:2].FC(F)(F)C([O-])=O.[NH4+:34]>CO>[CH2:1]([O:3][C:4]([C:5]1[N:9]([CH:23]2[CH2:25][CH2:24]2)[C:10]([C:11]2[CH:16]=[CH:15][C:14]([O:17][C:18]([F:21])([F:20])[F:19])=[CH:13][CH:12]=2)=[N:34][C:6]=1[CH3:7])=[O:26])[CH3:2]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 110 °C
Versuchsvorschrift
To 0.15 g (0.4 mmol) of 2-[cyclopropyl-(4-trifluoromethoxy-benzoyl)-amino]-3-oxo-butyric acid ethyl ester in 5 ml of MeOH was added 0.2 g (1.5 mmol) of ammonium trifluoroacetate. The MeOH was evaporated and the residue heated to 110° C. for 4 h. The cooled residue was partitioned between saturated sodium hydrogen carbonate solution and CH2Cl2. The organic phase was dried with sodium sulfate and concentrated. Purification by flash column chromatography [n-heptane/EtOAc 3:7 to 1:1] afforded 0.1 g (73%) of the title compound as a colorless solid. MS: 355.2 (MH+).
Aufarbeitung
- customThe MeOH was evaporated
- customThe cooled residue was partitioned between saturated sodium hydrogen carbonate solution and CH2Cl2
- dry with materialThe organic phase was dried with sodium sulfate
- concentrationconcentrated
- customPurification by flash column chromatography [n-heptane/EtOAc 3:7 to 1:1]
Quellen und Nachweise
- ORD-Eintrag
- ord-bf1a936f3555424caba4336135c78e84
- Quelldatensatz
- uspto-grants-2011_05
- Patentnummer
- US07935707B2
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