Ethanol → HCID 21163089, compound

HRID 1278221Notes

Reaction equation

HRID 1278221 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[N:12]3[N:13]=[CH:14][C:15]([C:16]([O:18][CH2:19][CH3:20])=O)=[C:11]3[N:10]=[CH:9][CH:8]=2)[CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].C(O)C.O>CCOCC>[CH2:19]([O:18][CH2:16][C:15]1[CH:14]=[N:13][N:12]2[C:7]([C:3]3[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=3)=[CH:8][CH:9]=[N:10][C:11]=12)[CH3:20]

Participants

6

Reactant 4

HCID 702EthanolHCID 962WaterHCID 11196438ETHYL 7-(PYRIDIN-3-YL)PYRAZOLO[1,5-A]PYRIMIDINE-3-CARBOXYLATEHCID 21226445Aluminium lithium hydride

Product 1

HCID 21163089HCID 21163089, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 0.01 mole of ethyl 7-(3-pyridyl)pyrazolo[1,5-a]pyrimidine-3-carboxylate and lithium aluminum hydride in ether is heated at reflux temperature for 8 hours. To the mixture is added (dropwise) ethanol and water. The ethereal layer is separated, then ethanol and anhydrous hydrochloric acid is added to it. The resulting mixture is refluxed for 8 hours and the solvent is removed. The residue is extracted with dichloromethane. The dichloromethane extract is passed through a column of hydrous magnesium silicate. The eluent is concentrated and diluted with hexane to give the product of the example.

Workup

  1. temperatureis heated
  2. temperatureat reflux temperature for 8 hours
  3. customThe ethereal layer is separated
  4. additionethanol and anhydrous hydrochloric acid is added to it
  5. temperatureThe resulting mixture is refluxed for 8 hours
  6. customthe solvent is removed
  7. extractionThe residue is extracted with dichloromethane
  8. extractionThe dichloromethane extract
  9. concentrationThe eluent is concentrated
  10. additiondiluted with hexane
  11. customto give the product of the example

Sources & evidence

ORD record
ord-950075dc42e64cff9c8cf51210904b93
Source dataset
uspto-grants-1981_07
Patent number
US04281000

Reaction notes

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