Water → (S)-2-(1H-indazol-5-yl)-3-(methyl(1-phenylethyl)amino)quinoxaline-6-carboxylic acid

HRID 1403537Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1403537
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]3[C:19]([N:20]([CH3:29])[C@H:21]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[CH3:22])=[N:18][C:17]4[C:12](=[CH:13][CH:14]=[C:15]([C:30]([O:32]C)=[O:31])[CH:16]=4)[N:11]=3)=[CH:7][CH:8]=2)[CH:3]=[N:2]1.[OH-].[Na+].O>CO>[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]3[C:19]([N:20]([CH3:29])[C@H:21]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[CH3:22])=[N:18][C:17]4[C:12](=[CH:13][CH:14]=[C:15]([C:30]([OH:32])=[O:31])[CH:16]=4)[N:11]=3)=[CH:7][CH:8]=2)[CH:3]=[N:2]1

Komponenten

5

Edukt 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 70664959(S)-methyl 2-(1H-indazol-5-yl)-3-(methyl(1-phenylethyl)amino)quinoxaline-6-carboxylate

Produkt 1

HCID 60198537(S)-2-(1H-indazol-5-yl)-3-(methyl(1-phenylethyl)amino)quinoxaline-6-carboxylic acidAusbeute 51 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of (S)-methyl 2-(1H-indazol-5-yl)-3-(methyl(1-phenylethyl)amino)quinoxaline-6-carboxylate (100 mg, 0.23 mmol) in methanol (20 mL) was added NaOH (37 mg, 0.93 mmol) and water (1 mL) with stirring for 1 day at room temperature. The resulting mixture was concentrated under vacuum, diluted with water (20 mL), and adjusted to pH 5 with HCl (3N). The product was precipitated from solution via the addition of water and collected by filtration to give (S)-2-(1H-indazol-5-yl)-3-(methyl(1-phenylethyl)amino)quinoxaline-6-carboxylic acid as a yellow solid (48.9 mg, 51%).

Aufarbeitung

  1. concentrationThe resulting mixture was concentrated under vacuum
  2. additiondiluted with water (20 mL)
  3. customThe product was precipitated from solution via the addition of water
  4. filtrationcollected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-51416d2faa36407481a3decd26b4ccd9
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08912188B2

Notizen zur Reaktion

Wird geladen…