Water → 4H,5H,6H,7H-pyrazolo(1,5-a)pyrimidine

HRID 1681648Notes

Reaction equation

HRID 1681648 reaction equation
O=[C:2]1[CH2:7][CH2:6][N:5]2[N:8]=[CH:9][CH:10]=[C:4]2[NH:3]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[F-].[Na+].O>O1CCCC1>[N:8]1[N:5]2[CH2:6][CH2:7][CH2:2][NH:3][C:4]2=[CH:10][CH:9]=1

Participants

6

Reactant 4

HCID 962WaterHCID 5235Sodium FluorideHCID 21226445Aluminium lithium hydrideHCID 1356367084H,5H,6H,7H-pyrazolo(1,5-a)pyrimidin-5-one

Product 1

HCID 1356276294H,5H,6H,7H-pyrazolo(1,5-a)pyrimidineYield 57.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of 5-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine (0.5 g) in tetrahydrofuran (10 ml) was added lithium aluminum hydride (0.277 g) at room temperature. The mixture was stirred at ambient temperature for 30 minutes. To the mixture was added sodium fluoride (1.22 g), and then water (0.394 g) was added dropwise thereto under ice-cooling. The mixture was stirred at 0°-5° C. for 30 minutes and filtered. The filtrate was evaporated to give 4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine (257 mg).

Workup

  1. temperatureunder ice-cooling
  2. stirringThe mixture was stirred at 0°-5° C. for 30 minutes
  3. filtrationfiltered
  4. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-24be3a6b702b42aa893d254a3d048eb4
Source dataset
uspto-grants-1992_12
Patent number
US05173485

Reaction notes

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