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

HRID 2380281Notes

Reaction equation

HRID 2380281 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-dec7d03b28c14635bfb77711264cf598
Source dataset
uspto-grants-1994_11
Patent number
US05366970

Reaction notes

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