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

HRID 869009Notes

Reaction equation

HRID 869009 reaction equation
[CH3:1][C:2]1[N:7]=C(C#N)[C:5]([N:10]2[N:14]=[CH:13][CH:12]=[N:11]2)=[CH:4][CH:3]=1.[OH-:15].[Na+].[CH3:17][CH2:18][OH:19]>>[CH3:1][C:2]1[N:7]=[C:17]([C:18]([OH:15])=[O:19])[C:5]([N:10]2[N:14]=[CH:13][CH:12]=[N:11]2)=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 682815826-Methyl-3-(2H-1,2,3-triazol-2-yl)picolinonitrile

Product 1

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

Conditions

Temperature
100 °C

Procedure

To a solution of the title compound of Step A (730 mg, 4 mmol) in EtOH (10 mL) was added 4 N NaOH (1 mL, 4 mmol). The mixture was heated at 100° C. for 24 h. The reaction mixture was concentrated in vacuo to a white solid which was used without further purification in subsequent steps. MS (ESI) mass calcd. for C9H8N4O2, 204.1. m/z found 205.1 [M+H]+.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo to a white solid which
  2. customwas used without further purification in subsequent steps

Sources & evidence

ORD record
ord-835d5dcd8b5e4d88bb6c2d1c8b86e618
Source dataset
uspto-grants-2015_03
Patent number
US08969352B2

Reaction notes

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