Reaktionsgleichung
[CH3:1][C:2]1[C:3]2[N:4]([C:8]([C@H:11]3[CH2:16][CH2:15][C@H:14]([N:17]4[CH2:22][CH2:21][N:20]([CH3:23])[CH2:19][CH2:18]4)[CH2:13][CH2:12]3)=[N:9][CH:10]=2)[CH:5]=[CH:6][N:7]=1.[Br:24]N1C(=O)CCC1=O>CN(C)C=O>[Br:24][C:10]1[N:9]=[C:8]([C@H:11]2[CH2:12][CH2:13][C@H:14]([N:17]3[CH2:18][CH2:19][N:20]([CH3:23])[CH2:21][CH2:22]3)[CH2:15][CH2:16]2)[N:4]2[CH:5]=[CH:6][N:7]=[C:2]([CH3:1])[C:3]=12Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To 8-methyl-3-((trans)-4-(4-methylpiperazin-1-yl)cyclohexyl)imidazo[1,5-a]pyrazine (2.086 mmol, 654 mg) in N,N-dimethylformamide (10 mL) was added N-bromosuccinimide (2.295 mmol, 408 mg) and the mixture was stirred at room temperature for one hour. The reaction mixture was evaporated to dryness. The residue was dissolved in dichloromethane/methanol 9/1 (100 mL) and this solution was washed with a mixture of water (2 ml), of saturated aqueous sodium hydrogencarbonate (2 mL) and a few drops of 2 N sodium hydroxide, the organic layer dried (sodium sulfate) and evaporated to dryness to yield crude 1-bromo-8-methyl-3-((trans)-4-(4-methylpiperazin-1-yl)cyclohexyl)imidazo[1,5-a]pyrazine (1.04 g)
Aufarbeitung
- customThe reaction mixture was evaporated to dryness
- dissolutionThe residue was dissolved in dichloromethane/methanol 9/1 (100 mL)
- washthis solution was washed with a mixture of water (2 ml), of saturated aqueous sodium hydrogencarbonate (2 mL) and a few drops of 2 N sodium hydroxide
- dry with materialthe organic layer dried (sodium sulfate)
- customevaporated to dryness
Quellen und Nachweise
- ORD-Eintrag
- ord-d4fc7e75ff614149822a6307b3091e3d
- Quelldatensatz
- uspto-grants-2014_02
- Patentnummer
- US08658794B2
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