(1-(4-Fluorobenzyl)-5-methanesulfonylindol-2-yl)(thiazol-2-yl)-methanol → 1-(4-Fluorobenzyl)-5-methanesulfonyl-2-(2-thiazolylcarbonyl)indole

HRID 1814111

Reaktionsgleichung

Reaktionsgleichung von HRID 1814111
[F:1][C:2]1[CH:28]=[CH:27][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([S:16]([CH3:19])(=[O:18])=[O:17])=[CH:13][CH:14]=3)[CH:9]=[C:8]2[CH:20]([C:22]2[S:23][CH:24]=[CH:25][N:26]=2)[OH:21])=[CH:4][CH:3]=1>ClCCl.[O-2].[O-2].[Mn+4]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([S:16]([CH3:19])(=[O:17])=[O:18])=[CH:13][CH:14]=3)[CH:9]=[C:8]2[C:20]([C:22]2[S:23][CH:24]=[CH:25][N:26]=2)=[O:21])=[CH:27][CH:28]=1

Komponenten

4

Edukt 1

HCID 22504451(1-(4-Fluorobenzyl)-5-methanesulfonylindol-2-yl)(thiazol-2-yl)-methanol

Produkt 1

HCID 225044221-(4-Fluorobenzyl)-5-methanesulfonyl-2-(2-thiazolylcarbonyl)indoleAusbeute 45,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418406HCID 178418406, VerbindungKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of the compound obtained in Example 27 (5) (110 mg) in dichloromethane (20 ml), manganese dioxide (900 mg) was added at 15 to 30° C. and the mixture was stirred for 30 minutes. The reaction solution was then filtered through Celite and concentrated under reduced pressure. The resulting residue was subjected to silica gel preparative thin-layer chromatography (hexane:ethyl acetate=1:1) to obtain 50 mg of the desired products as a yellow powder.

Aufarbeitung

  1. filtrationThe reaction solution was then filtered through Celite
  2. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-209eb3bf37fd4423927b1bc3fc381db0
Quelldatensatz
uspto-grants-2005_04
Patentnummer
US06875770B2

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