Reaktionsgleichung
C([O:3][C:4](=[O:17])[CH2:5][C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([F:15])[CH:13]=2)[NH:8][C:7]=1[CH3:16])C.[H-].[Na+].Br[CH2:21][C:22]1[CH:27]=[CH:26][C:25]([S:28]([N:31]2[CH2:36][CH2:35][O:34][CH2:33][CH2:32]2)(=[O:30])=[O:29])=[CH:24][CH:23]=1.Cl>CS(C)=O.O>[F:15][C:12]1[CH:13]=[C:14]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:21][C:22]1[CH:27]=[CH:26][C:25]([S:28]([N:31]3[CH2:36][CH2:35][O:34][CH2:33][CH2:32]3)(=[O:30])=[O:29])=[CH:24][CH:23]=1)[C:7]([CH3:16])=[C:6]2[CH2:5][C:4]([OH:3])=[O:17]Komponenten
7
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
To a stirring suspension of (5-fluoro-2-methyl-1H-indol-3-yl)-acetic acid ethyl ester (100 mg, 0.43 mmol) in dry DMSO (1 ml), is added NaH (29 mg, 0.73 mmol). The reaction mixture is stirred at room temperature for 15 min after which time 4-(4-bromomethyl-benzenesulfonyl)-morpholine (136 mg, 0.43 mmol) is added. The reaction mixture is diluted with water (2 ml) and treated with 1N HCl aq to acidic pH. The crude reaction mixture is purified by reverse phase chromatography on a C18 Isolute™ cartridge (70 g) eluting in 0-100% MeCN in water using a FlashMaster Personal™ and GradMaster™; [M+H]+ 448.
Aufarbeitung
- additionis added
- customThe crude reaction mixture
- customis purified by reverse phase chromatography on a C18 Isolute™ cartridge (70 g)
- washeluting in 0-100% MeCN in water using a FlashMaster Personal™ and GradMaster™
Quellen und Nachweise
- ORD-Eintrag
- ord-27fcca35f09f47ed82928cc99ad5980f
- Quelldatensatz
- uspto-grants-2011_02
- Patentnummer
- US07888383B2
Verknüpfte Notizen
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