Methanol → 1-(1,2,4-Triazolo[1,5-a]pyrimidin-7-yl)ethanol

HRID 1290824Notes

Reaction equation

HRID 1290824 reaction equation
C([O:9][CH:10]([C:12]1[N:17]2[N:18]=[CH:19][N:20]=[C:16]2[N:15]=[CH:14][CH:13]=1)[CH3:11])(=O)C1C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+].CO>O>[N:18]1[N:17]2[C:12]([CH:10]([OH:9])[CH3:11])=[CH:13][CH:14]=[N:15][C:16]2=[N:20][CH:19]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 195916481-(1,2,4-Triazolo[1,5-a]pyrimidin-7-yl)ethyl benzoate

Product 1

HCID 109208511-(1,2,4-Triazolo[1,5-a]pyrimidin-7-yl)ethanol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1-(1,2,4-triazolo[1,5-a]pyrimidin-7-yl)ethyl benzoate (1 g), potassium carbonate (2 g), methanol (25 ml) and water (20 ml) was stirred at ambient temperature for 1 hour 30 minutes. The methanol was removed from the mixture under reduced pressure and the mixture was then diluted with brine (20 ml) before being continuously extracted with dichloromethane overnight. The extracts were dried over magnesium sulphate and the solvent evaporated under reduced pressure to give 1-(1,2,4-triazolo[1,5-a]pyrimidin-7-yl)ethanol. Yield 0.39 g.

Workup

  1. customThe methanol was removed from the mixture under reduced pressure
  2. additionthe mixture was then diluted with brine (20 ml)
  3. extractionbefore being continuously extracted with dichloromethane overnight
  4. dry with materialThe extracts were dried over magnesium sulphate
  5. customthe solvent evaporated under reduced pressure

Sources & evidence

ORD record
ord-274cec1ad8be4db797c471902fb8984a
Source dataset
uspto-grants-1998_05
Patent number
US05753665

Reaction notes

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