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

HRID 1874354Notes

Reaction equation

HRID 1874354 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) and 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 with heating under reflux 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
  2. temperaturewith heating
  3. temperatureunder reflux for 3 hr
  4. concentrationThe mixture was concentrated under reduced pressure, and diisopropyl ether (2 mL) and ethanol (1 mL)
  5. additionwere added to the residue
  6. filtrationThe precipitate was collected by filtration
  7. washwashed with diisopropyl ether

Sources & evidence

ORD record
ord-bca2fa451e0c46bda643a10a1a9091dc
Source dataset
uspto-grants-2012_11
Patent number
US08304557B2

Reaction notes

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