HCID 20322002, compound → HCID 20322001, compound

HRID 436803Notes

Reaction equation

HRID 436803 reaction equation
C([C:4]1[C:5]([N:13]([CH3:15])[CH3:14])=[N:6][N:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=12)(=O)N>Cl>[CH3:14][N:13]([CH3:15])[C:5]1[CH:4]=[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][N:7]2[N:6]=1

Participants

3

Reactant 1

HCID 20322002HCID 20322002, compound

Product 1

HCID 20322001HCID 20322001, compoundYield 50.4%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 3.25g (1.6 × 10-2 mole) of 3-carbamoyl-2-dimethylaminopyrazolo[1,5-a]pyridine and 100 ml of concentrated hydrochloric acid was refluxed for 5 hours. After cooling, the solution was made to alkali and extracted with chloroform. The chloroform solution was dried over sodium sulfate and concentrated. The residue was column-chromatographed over alumina. The elution with methylene chloride gave crude product, which was recrystallized from n-hexane to give 1.3g of colorless needles, mp 51°-52° C. Yield 50%.

Workup

  1. temperaturewas refluxed for 5 hours
  2. temperatureAfter cooling
  3. extractionextracted with chloroform
  4. dry with materialThe chloroform solution was dried over sodium sulfate
  5. concentrationconcentrated
  6. customThe residue was column-chromatographed over alumina
  7. washThe elution with methylene chloride
  8. customgave crude product, which
  9. customwas recrystallized from n-hexane

Sources & evidence

ORD record
ord-f8627457fdf24e5b8599204e90e8eba5
Source dataset
uspto-grants-1977_06
Patent number
US04028370

Reaction notes

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