Methanol → 2-Methoxy-6-methylpyrimidine-4-carboxylic acid

HRID 2069383Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2069383
C[O:2][C:3]([C:5]1[CH:10]=[C:9]([CH3:11])[N:8]=[C:7](Cl)[N:6]=1)=[O:4].[CH3:13][OH:14]>[OH-].[Na+]>[CH3:13][O:14][C:7]1[N:6]=[C:5]([C:3]([OH:2])=[O:4])[CH:10]=[C:9]([CH3:11])[N:8]=1

Komponenten

4

Edukt 2

HCID 887MethanolHCID 2736835Methyl 2-chloro-6-methylpyrimidine-4-carboxylate

Produkt 1

HCID 190184722-Methoxy-6-methylpyrimidine-4-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

A suspension of methyl-2-chloro-6-methylpyrimidine-4-carboxylate (5.0 g) in 2N aq. NaOH (67 mL) and methanol (67 mL) is stirred at rt for 24 h. Methanol is evaporated and the aq. phase is acidified with 25% aq. HCl at 0° C. A beige crystalline solid crushes out. It is filtered, rinsed with water and heptane and dried (3.0 g); LC-MS: tR=0.55 min, [M+H]+=169.01; 1H NMR (D6-DMSO): δ 2.50 (s, 3H), 3.94 (s, 3H), 7.52 (s, 1H), 13.7 (s br, 1H).

Aufarbeitung

  1. customMethanol is evaporated
  2. customis acidified with 25% aq. HCl at 0° C
  3. filtrationIt is filtered
  4. washrinsed with water and heptane
  5. customdried (3.0 g)

Quellen und Nachweise

ORD-Eintrag
ord-b46050ff1e964b5ea06008e685357766
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08299086B2

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