Lithium Hydroxide → 6-methyl-3-(2H-1,2,3-triazol-2-yl)picolinic acid

HRID 1094775

Reaktionsgleichung

Reaktionsgleichung von HRID 1094775
[CH3:1][C:2]1[N:7]=[C:6]([C:8]([O:10]C)=[O:9])[C:5]([N:12]2[N:16]=[CH:15][CH:14]=[N:13]2)=[CH:4][CH:3]=1.[Li+].[OH-]>C1COCC1.O>[CH3:1][C:2]1[N:7]=[C:6]([C:8]([OH:10])=[O:9])[C:5]([N:12]2[N:16]=[CH:15][CH:14]=[N:13]2)=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 3939Lithium HydroxideHCID 59363722HCID 59363722, Verbindung

Produkt 1

HCID 593637336-methyl-3-(2H-1,2,3-triazol-2-yl)picolinic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21881883Oxolane--water (1/1)Lösungsmittel

Versuchsvorschrift

A solution of methyl 6-methyl-3-(2H-1,2,3-triazol-2-yl)-2-pyridinecarboxylate D39 (36 mg) and LiOH (5.93 mg, 0.247 mmol) in THF/water (2:1, 3 ml) was stirred overnight. The mixture was evaporated under reduced pressure; the residue was taken up in water (2 ml) and neutralised with 1 M HCl water solution and then loaded onto a pre-conditioned C18 5 g column (the column was eluted with water and then MeOH). The methanol fractions were evaporated under reduced pressure to give the title compound D40 (34 mg) as a white solid. UPLC (Basic QC_POS—50-800): rt=0.30 minutes. peak observed: 205 (M+1). C9H8N4O2 requires 204. 1H NMR (400 MHz, MeOD) δ (ppm) 8.24 (d, 1 H), 7.99 (s, 2 H), 7.61 (d, 1 H), 2.67 (s, 3 H).

Aufarbeitung

  1. customThe mixture was evaporated under reduced pressure
  2. washwas eluted with water
  3. customThe methanol fractions were evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3e69663ce57c40eca2cab48ea7cc3cba
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08133908B2

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