Potassium Hydroxide → HCID 178517804, compound

HRID 2234832Notes

Reaction equation

HRID 2234832 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](SC)[N:5]2[N:10]=[CH:11][N:12]=[C:4]2[CH:3]=1.[OH-:13].[K+]>CO>[Cl:1][C:2]1[N:7]=[C:6]([OH:13])[N:5]2[N:10]=[CH:11][N:12]=[C:4]2[CH:3]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 592990517-Chloro-5-methylsulfanyl-[1,2,4]triazolo[1,5-c]pyrimidine

Product 1

HCID 178517804HCID 178517804, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

7-Chloro-5-methylsulfanyl-[1,2,4]triazolo[1,5-c]pyrimidine (181 mg, 0.91 mmol) was dissolved in MeOH (4 ml). 2N KOH (8 ml) was added and the mixture was stirred at reflux for 2 hours. The solvents were removed by a rotavap. The residue was added 4N HCl in dioxane and stirred for an hour before it was concentrated. Water was added and the mixture was extracted with DCM to give 7-Chloro-[1,2,4]triazolo[1,5-c]pyrimidin-5-ol (35 mg) as a solid. [M+H] calc'd for C5H3ClN4O, 171; found, 171.

Workup

  1. temperatureat reflux for 2 hours
  2. customThe solvents were removed by a rotavap
  3. additionThe residue was added 4N HCl in dioxane
  4. stirringstirred for an hour before it
  5. concentrationwas concentrated
  6. additionWater was added
  7. extractionthe mixture was extracted with DCM

Sources & evidence

ORD record
ord-063591a73724481bb6dea4f9aaa0706f
Source dataset
uspto-grants-2010_05
Patent number
US07713973B2

Reaction notes

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