Potassium Hydroxide → HCID 178517804, compound

HRID 2065504Notes

Reaction equation

HRID 2065504 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-b9d5c6fda8574a23b5a5ab973f34ae34
Source dataset
uspto-grants-2012_10
Patent number
US08288536B2

Reaction notes

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