Sodium Hydroxide → 3-[(2S)-2-methylpyrrolidin-1-yl]-2-(1H-pyrrol-3-yl)quinoxaline-6-carboxylic acid

HRID 1403475Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1403475
[CH3:1][C@H:2]1[CH2:6][CH2:5][CH2:4][N:3]1[C:7]1[C:8]([C:21]2[CH:25]=[CH:24][NH:23][CH:22]=2)=[N:9][C:10]2[C:15]([N:16]=1)=[CH:14][C:13]([C:17]([O:19]C)=[O:18])=[CH:12][CH:11]=2.[OH-].[Na+]>CO.O>[CH3:1][C@H:2]1[CH2:6][CH2:5][CH2:4][N:3]1[C:7]1[C:8]([C:21]2[CH:25]=[CH:24][NH:23][CH:22]=2)=[N:9][C:10]2[C:15]([N:16]=1)=[CH:14][C:13]([C:17]([OH:19])=[O:18])=[CH:12][CH:11]=2

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 70664801methyl 3-[(2S)-2-methylpyrrolidin-1-yl]-2-(1H-pyrrol-3-yl)quinoxaline-6-carboxylate

Produkt 1

HCID 706649963-[(2S)-2-methylpyrrolidin-1-yl]-2-(1H-pyrrol-3-yl)quinoxaline-6-carboxylic acidAusbeute 73 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of methyl 3-[(2S)-2-methylpyrrolidin-1-yl]-2-(1H-pyrrol-3-yl)quinoxaline-6-carboxylate (100 mg, 0.30 mmol) in methanol (30 ml) and water (2.0 ml) was added sodium hydroxide (48 mg, 1.20 mmol) with stirring overnight at room temperature. The reaction mixture was concentrated under vacuum, dissolved in water (30 mL1) and adjusted to pH 4 with HCl (3 N). The solids were collected by filtration to afford 3-[(2S)-2-methylpyrrolidin-1-yl]-2-(1H-pyrrol-3-yl)quinoxaline-6-carboxylic acid as a light yellow solid (70 mg, 73%).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. dissolutiondissolved in water (30 mL1)
  3. filtrationThe solids were collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-eee5afcc81844074ae90cb1dbab3033e
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08912188B2

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