Formic Acid → 7-Bromo-[1,2,4]triazolo[4,3-a]pyridine

HRID 473948Notes

Reaction equation

HRID 473948 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH:8][NH2:9])[CH:3]=1.[CH:10](O)=O>>[Br:1][C:2]1[CH:7]=[CH:6][N:5]2[CH:10]=[N:9][N:8]=[C:4]2[CH:3]=1

Participants

3

Reactant 2

HCID 284Formic AcidHCID 534028634-Bromo-2-hydrazinylpyridine

Product 1

HCID 231159667-Bromo-[1,2,4]triazolo[4,3-a]pyridine

Procedure

A solution of (4-bromo-pyridin-2-yl)-hydrazine (0.50 g) in formic acid (0.50 mL) is stirred at reflux temperature overnight. After cooling to room temperature, the solution was concentrated under reduced pressure. Water was added to the residue and the resulting mixture was extracted with ethyl acetate. The combined organic extracts were washed with brine, dried (MgSO4), and concentrated to give the title compound.

Workup

  1. temperatureat reflux temperature overnight
  2. concentrationthe solution was concentrated under reduced pressure
  3. additionWater was added to the residue
  4. extractionthe resulting mixture was extracted with ethyl acetate
  5. washThe combined organic extracts were washed with brine
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-bca5c035ec1c4ccead8f24f845f55811
Source dataset
uspto-grants-2014_01
Patent number
US08637505B2

Reaction notes

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