Water → HCID 178461408, Verbindung

HRID 1403529Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1403529
[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[C:19]([N:20]4[CH2:24][CH2:23][CH2:22][C@@H:21]4[CH3:25])=[N:18][C:17]4[C:12](=[CH:13][CH:14]=[C:15]([C:26]([O:28]C)=[O:27])[CH:16]=4)[N:11]=3)=[CH:9][C:4]=2[N:3]=[N:2]1.[OH-].[Na+].O>CO>[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[C:19]([N:20]4[CH2:24][CH2:23][CH2:22][C@@H:21]4[CH3:25])=[N:18][C:17]4[C:12](=[CH:13][CH:14]=[C:15]([C:26]([OH:28])=[O:27])[CH:16]=4)[N:11]=3)=[CH:9][C:4]=2[N:3]=[N:2]1

Komponenten

5

Edukt 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 178497313HCID 178497313, Verbindung

Produkt 1

HCID 178461408HCID 178461408, VerbindungAusbeute 73,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of (S)-methyl 2-(1H-benzo[d][1,2,3]triazol-5-yl)-3-(2-methylpyrrolidin-1-yl)quinoxaline-6-carboxylate (130 mg, 0.33 mmol) in methanol (30 mL) was added sodium hydroxide (40.2 mg, 1.00 mmol) and water (1 mL) with stirring for overnight at room temperature. The resulting mixture was concentrated under vacuum and dissolved in water (25 mL), and adjusted to pH 4 with HCl (3N) to give the precipitate, which was collected by filtration to afford (S)-2-(1H-benzo[d][1,2,3]triazol-5-yl)-3-(2-methylpyrrolidin-1-yl)quinoxaline-6-carboxylic acid as a yellow solid (90.3 mg, 72%).

Aufarbeitung

  1. concentrationThe resulting mixture was concentrated under vacuum
  2. dissolutiondissolved in water (25 mL)
  3. customto give the precipitate, which
  4. filtrationwas collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-a110521f8b8d436a9154b3adfaefb9b8
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08912188B2

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