Hydrochloric Acid → 3-Methyl-2-[pyridine-3-carbonyl-amino]-pentanoic acid

HRID 82481

Reaktionsgleichung

Reaktionsgleichung von HRID 82481
C[O:2][C:3](=[O:18])[CH:4]([NH:9][C:10]([C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1)=[O:11])[CH:5]([CH3:8])[CH2:6][CH3:7].C1COCC1.[Li+].[OH-].Cl>CO.O>[CH3:8][CH:5]([CH2:6][CH3:7])[CH:4]([NH:9][C:10]([C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1)=[O:11])[C:3]([OH:18])=[O:2]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8028Tetrahydrofuran2×HCID 673472813-Methyl-2-[pyridine-3-carbonyl-amino]-pentanoic acid methyl ester

Produkt 1

HCID 167765993-Methyl-2-[pyridine-3-carbonyl-amino]-pentanoic acidAusbeute 50,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittel2×HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

To a solution of 3-methyl-2-[pyridine-3-carbonyl-amino]-pentanoic acid methyl ester (1.5 g, 5.9 mmol), in methanol (10 mL), THF (9 mL), was added LiOH (1.25 g, 29.9 mmol) dissolved in water (3 mL). The mixture was allowed to stir at room temperature (25° C.) over 3 h. Methanol and THF was stripped off from the reaction mass, acidified the reaction mass using 1.5N HCl (pH=2-3). Extracted the reaction mass with ethyl acetate (100 mL) thrice and dried over sodium sulphate and concentrated to obtain product as pale yellow solid (0.7 g, 50%).

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-7d62649520f64d96b695ecfb33956a17
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846721B2

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