Sodium Hydroxide → HCID 42644866, Verbindung

HRID 1944478Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1944478
C[O:2][C:3](=[O:33])[CH2:4][N:5]1[C:13]2[C:8](=[CH:9][C:10]([F:14])=[CH:11][CH:12]=2)[C:7]([CH2:15][C:16]2[C:17]([S:22](=[O:31])(=[O:30])[NH:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[N:18][CH:19]=[CH:20][CH:21]=2)=[C:6]1[CH3:32].[OH-].[Na+]>CO>[F:14][C:10]1[CH:9]=[C:8]2[C:13](=[CH:12][CH:11]=1)[N:5]([CH2:4][C:3]([OH:33])=[O:2])[C:6]([CH3:32])=[C:7]2[CH2:15][C:16]1[C:17]([S:22](=[O:31])(=[O:30])[NH:23][C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)=[N:18][CH:19]=[CH:20][CH:21]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 67044582HCID 67044582, Verbindung

Produkt 1

HCID 42644866HCID 42644866, VerbindungAusbeute 10,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of [5-fluoro-2-methyl-3-(2-phenylsulfamoylpyridin-3-ylmethyl)indol-1-yl]acetic acid methyl ester (0.20 g), 1.0 M aqueous sodium hydroxide solution (0.50 mL) and methanol (10 mL) was stirred at room temperature for 3 hours. The mixture was concentrated under reduced pressure and the residue was diluted with 1.0 M aqueous hydrochloric acid solution. The resulting precipitate was collected by filtration and purified by preparative reverse-phase HPLC, eluting with a mixture of acetonitrile and water (3:7 to 9:1 by volume) to afford the title compound (0.020 g).

Aufarbeitung

  1. concentrationThe mixture was concentrated under reduced pressure
  2. additionthe residue was diluted with 1.0 M aqueous hydrochloric acid solution
  3. filtrationThe resulting precipitate was collected by filtration
  4. custompurified by preparative reverse-phase HPLC
  5. washeluting with a mixture of acetonitrile and water (3:7 to 9:1 by volume)

Quellen und Nachweise

ORD-Eintrag
ord-52c62eb9b8744ca3914ed850e7e8f87f
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08394836B2

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