8-(Benzyloxy)-[1,2,4]triazolo[4,3-a]pyridine → [1,2,4]Triazolo[4,3-a]pyridin-8-ol

HRID 1809642Notes

Reaction equation

HRID 1809642 reaction equation
C([O:8][C:9]1[C:10]2[N:11]([CH:15]=[N:16][N:17]=2)[CH:12]=[CH:13][CH:14]=1)C1C=CC=CC=1>CCO.[Pd]>[N:17]1[N:16]=[CH:15][N:11]2[CH:12]=[CH:13][CH:14]=[C:9]([OH:8])[C:10]=12

Participants

4

Reactant 1

HCID 205193998-(Benzyloxy)-[1,2,4]triazolo[4,3-a]pyridine

Product 1

HCID 67487712[1,2,4]Triazolo[4,3-a]pyridin-8-olYield 87.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a 8-(benzyloxy)-[1,2,4]triazolo[4,3-a]pyridine (8.05 g, 35.7 mmol) dissolved in EtOH 100 ml was added 300 mg 10% Pd/C (Degussa). The reaction vessel was inerted with nitrogen and then purged with hydrogen 3 times, and the reaction was stirred under double balloon pressure of hydrogen overnight. The catalyst was removed by filtration and the filtrate concentrated to give a residue of [1,2,4]triazolo[4,3-a]pyridin-8-ol (4.23 g, 87% yield) that was used in the next step without further purification.

Workup

  1. custompurged with hydrogen 3 times
  2. customThe catalyst was removed by filtration
  3. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-3f00fba11a584c7882bca786d7609d4a
Source dataset
uspto-grants-2013_01
Patent number
US08362037B2

Reaction notes

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