Reaktionsgleichung
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH2:16][CH:17]3[O:21][C:20](=[O:22])[NH:19][CH2:18]3)[C:7]3[C:12]([C:13]=2[CH:14]=1)=[CH:11][C:10]([Br:15])=[CH:9][CH:8]=3.I[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=1.C([O-])([O-])=O.[K+].[K+].C(Cl)Cl.CCOC(C)=O>CS(C)=O.CCOC(C)=O.[Cu]I>[Br:15][C:10]1[CH:9]=[CH:8][C:7]2[N:6]([CH2:16][CH:17]3[O:21][C:20](=[O:22])[N:19]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=4)[CH2:18]3)[C:5]3[C:13]([C:12]=2[CH:11]=1)=[CH:14][C:2]([Br:1])=[CH:3][CH:4]=3Komponenten
8
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 3
Reaktionsbedingungen
- Temperatur
- 130 °C
Versuchsvorschrift
A mixture of 5-((3,6-dibromo-9H-carbazol-9-yl)methyl)oxazolidin-2-one (0.0195 g, 0.0460 mmol), 2-iodopyridine (0.0209 g, 0.102 mmol), CuI (0.0009 g, 0.00460 mmol), and K2CO3 (0.0058 g, 0.0418 mmol) in 0.5 mL of DMSO was sealed tightly in a vial and heated at 130° C. for 12 hours. The reaction mixture was cooled and diluted with 20 mL EtOAc and washed with water 5×10 mL. The organic layer was dried over anhydrous Na2SO4 and evaporated to afford the crude product, which was subjected to silica gel chromatography using CH2Cl2/EtOAc as elute to afford 0.0183 g white solid as product, yield 79.4%.
Aufarbeitung
- customwas sealed tightly in a vial and
- temperatureThe reaction mixture was cooled
- washwashed with water 5×10 mL
- dry with materialThe organic layer was dried over anhydrous Na2SO4
- customevaporated
- customto afford the crude product, which
- washas elute
Quellen und Nachweise
- ORD-Eintrag
- ord-1a2f3e48ac9242e69158fb9f21196acb
- Quelldatensatz
- uspto-grants-2016_09
- Patentnummer
- US09446022B2
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