HCID 178422871, compound → HCID 178467744, compound

HRID 1455999Notes

Reaction equation

HRID 1455999 reaction equation
[OH:1][C:2]1[N:7]2[N:8]=[CH:9][CH:10]=[C:6]2[N:5]=[C:4]([CH2:11][CH2:12][C:13]2([CH3:18])OCC[O:14]2)[CH:3]=1>C(O)(=O)C.O>[OH:1][C:2]1[N:7]2[N:8]=[CH:9][CH:10]=[C:6]2[N:5]=[C:4]([CH2:11][CH2:12][C:13](=[O:14])[CH3:18])[CH:3]=1

Participants

3

Reactant 1

HCID 178422871HCID 178422871, compound

Product 1

HCID 178467744HCID 178467744, compoundYield 60.7%

Reagents, catalysts & solvents 1

HCID 21899381Acetic acid--water (1/1)Solvent

Conditions

Temperature
50 °C

Procedure

The compound obtained in step (1) (22 g) was dissolved in 500 ml of acetic acid-water (4:1) and stirred at 50° C. for 3 days. After completion of the reaction, the reaction mixture was concentrated under reduced pressure and the remaining acetic acid-water was azeotropically distilled off with benzene. The residue was recrystallized from ethanol-n-hexane to provide 11 g of 7-hydroxy-5-(3-oxobutyl)pyrazolo[1,5-a]pyrimidine as colorless crystals.

Workup

  1. customAfter completion of the reaction
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. distillationthe remaining acetic acid-water was azeotropically distilled off with benzene
  4. customThe residue was recrystallized from ethanol-n-hexane

Sources & evidence

ORD record
ord-5eb113c6a34543d6b678cf31f8ea9f34
Source dataset
uspto-grants-1998_12
Patent number
US05843951

Reaction notes

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