Lithium hydroxide, monohydrate → 6-(((Tert-butoxy)carbonyl)(ethyl)amino)pyridine-3-carboxylic acid

HRID 595087

Reaktionsgleichung

Reaktionsgleichung von HRID 595087
C[O:2][C:3](=[O:20])[C:4]1[CH:9]=[CH:8][C:7]([N:10]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:11][CH3:12])=[N:6][CH:5]=1.O.[OH-].[Li+]>O1CCOCC1.O>[C:16]([O:15][C:13]([N:10]([CH2:11][CH3:12])[C:7]1[CH:8]=[CH:9][C:4]([C:3]([OH:20])=[O:2])=[CH:5][N:6]=1)=[O:14])([CH3:19])([CH3:18])[CH3:17]

Komponenten

5

Edukt 2

HCID 168937Lithium hydroxide, monohydrateHCID 667701426-(Tert-butoxycarbonyl-ethyl-amino)-nicotinic acid methyl ester

Produkt 1

HCID 667695526-(((Tert-butoxy)carbonyl)(ethyl)amino)pyridine-3-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

The crude 6-(tert-butoxycarbonyl-ethyl-amino)-nicotinic acid methyl ester is taken up in 100 mL dioxane and a solution of lithium hydroxide monohydrate (13.5 g, 0.32 mol) in 100 mL water is added and the reaction mixture is stirred at RT for 4 h. The dioxane is removed from the reaction mixture under reduced pressure, additional water is added and the reaction mixture is acidified to pH 6 with a solution of 10% citric acid in water. The formed precipitate is filtered off and dried in vacuo. Yield: 36 g.

Aufarbeitung

  1. customThe dioxane is removed from the reaction mixture under reduced pressure, additional water
  2. additionis added
  3. filtrationThe formed precipitate is filtered off
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-ae37f5cd843040dd91b1de31adfa9b38
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09243000B2

Verknüpfte Notizen

Wird geladen…