Sodium Methoxide → 2-Methoxy-1-methyl-N-(tetrahydro-2H-pyran-4-yl)-N-[3-(trifluoromethoxy)benzyl]-1H-imidazole-4-carboxamide
Reaktionsgleichung
Br[C:2]1[N:3]([CH3:28])[CH:4]=[C:5]([C:7]([N:9]([CH:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([O:17][C:18]([F:21])([F:20])[F:19])[CH:12]=2)=[O:8])[N:6]=1.[CH3:29][O-:30].[Na+]>O1CCCC1>[CH3:29][O:30][C:2]1[N:3]([CH3:28])[CH:4]=[C:5]([C:7]([N:9]([CH:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([O:17][C:18]([F:21])([F:20])[F:19])[CH:12]=2)=[O:8])[N:6]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 60 °C
Versuchsvorschrift
A mixture of 2-bromo-1-methyl-N-(tetrahydro-2H-pyran-4-yl)-N-[3-(trifluoromethoxy)benzyl]-1H-imidazole-4-carboxamide (100 mg), sodium methoxide (14 mg) and tetrahydrofuran (1 mL) was stirred at 60° C. for 3 days. The reaction mixture was concentrated under reduced pressure and the resulting residue was purified by column chromatography (NH silica gel cartridge; hexane/ethyl acetate=3:1 to 1:1) and TLC (NH silica gel plate; hexane/ethyl acetate=1:1) to give the titled compound (6 mg).
Aufarbeitung
- concentrationThe reaction mixture was concentrated under reduced pressure
- customthe resulting residue was purified by column chromatography (NH silica gel cartridge; hexane/ethyl acetate=3:1 to 1:1) and TLC (NH silica gel plate; hexane/ethyl acetate=1:1)
Quellen und Nachweise
- ORD-Eintrag
- ord-bb69695468f54ab4ae8efce05d3fe656
- Quelldatensatz
- uspto-grants-2014_01
- Patentnummer
- US08623898B2
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