Lithium Hydroxide → 4-Methyl-2-[pyridine-3-carbonyl]-amino-pentanoic acid

HRID 82498Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 82498
C[O:2][C:3](=[O:18])[C:4]([NH2:17])([C:9]([C:11]1[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=1)=[O:10])[CH2:5][CH:6]([CH3:8])[CH3:7].C1COCC1.[Li+].[OH-]>CO.O>[CH3:7][CH:6]([CH3:8])[CH2:5][C:4]([NH2:17])([C:9]([C:11]1[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=1)=[O:10])[C:3]([OH:18])=[O:2]

Komponenten

6

Edukt 3

HCID 3939Lithium HydroxideHCID 8028Tetrahydrofuran2×HCID 67325240HCID 67325240, Verbindung

Produkt 1

HCID 673256494-Methyl-2-[pyridine-3-carbonyl]-amino-pentanoic acidAusbeute 60 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittel2×HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

To a solution of 4-methyl-2-[pyridine-3-carbonyl]-amino-pentanoic acid methyl ester (0.80 g, 3.3 mmol), in methanol (8 mL), THF (3 mL) was added LiOH (0.7 g, 16.9 mmol), dissolved in water (9 mL). The mixture was allowed to stir at room temperature (25° C.) over 2.5 h. Methanol and THF was stripped off from the reaction mass, acidified the reaction mass using 1.5NHCl (pH=1). Extracted the reaction mass with ethyl acetate (100 mL) thrice and dried over sodium sulphate and concentrated to obtain product as pale yellow solid (0.45 g, 60%).

Aufarbeitung

  1. extractionExtracted the reaction mass with ethyl acetate (100 mL) thrice
  2. dry with materialdried over sodium sulphate
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-ecb67ae1468d4f908c766e03ad58f2d8
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846721B2

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