Hydrogen Bromide → 2-Amino-[1,2,4]triazolo[1,5-a]pyridin-6-ol hydrobromide

HRID 2095791Notes

Reaction equation

HRID 2095791 reaction equation
C[O:2][C:3]1[CH:4]=[CH:5][C:6]2[N:7]([N:9]=[C:10]([NH2:12])[N:11]=2)[CH:8]=1.[BrH:13]>>[BrH:13].[NH2:12][C:10]1[N:11]=[C:6]2[CH:5]=[CH:4][C:3]([OH:2])=[CH:8][N:7]2[N:9]=1

Participants

3

Reactant 2

HCID 260Hydrogen Bromide2×HCID 468640666-Methoxy-[1,2,4]triazolo[1,5-a]pyridin-2-amine

Product 1

HCID 468640672-Amino-[1,2,4]triazolo[1,5-a]pyridin-6-ol hydrobromideYield 89%

Procedure

A mixture of 6-methoxy[1,2,4]triazolo[1,5-a]pyridin-2-amine (780 mg, 4.75 mmol), 48% hydrobromic acid (3 mL) was stirred under refluxing conditions for 7 hr. 48% Hydrobromic acid (2 mL) was further added and the mixture was stirred under refluxing conditions for 3 hr. The mixture was concentrated under reduced pressure, and diisopropyl ether (2 mL) and ethanol (1 mL) were added to the residue. The precipitate was collected by filtration, and washed with diisopropyl ether to give the title compound (984 mg, 89%) as a brown solid.

Workup

  1. stirringthe mixture was stirred under refluxing conditions for 3 hr
  2. concentrationThe mixture was concentrated under reduced pressure, and diisopropyl ether (2 mL) and ethanol (1 mL)
  3. additionwere added to the residue
  4. filtrationThe precipitate was collected by filtration
  5. washwashed with diisopropyl ether

Sources & evidence

ORD record
ord-7b618a1deb80457e984b2c98fbb5c836
Source dataset
uspto-grants-2013_05
Patent number
US08445509B2

Reaction notes

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