Glutaric anhydride → 5-Oxo-5-(4-propylpiperazin-1-yl)pentanoic acid

HRID 413711Notes

Reaction equation

HRID 413711 reaction equation
[C:1]1(=[O:8])[O:7][C:5](=[O:6])[CH2:4][CH2:3][CH2:2]1.[CH2:9]([N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1)[CH2:10][CH3:11]>O1CCOCC1>[O:6]=[C:5]([N:15]1[CH2:16][CH2:17][N:12]([CH2:9][CH2:10][CH3:11])[CH2:13][CH2:14]1)[CH2:4][CH2:3][CH2:2][C:1]([OH:7])=[O:8]

Participants

4

Reactant 2

HCID 7940Glutaric anhydrideHCID 415812Piperazine, 1-propyl-, hydrochloride (1:2)

Product 1

HCID 185215865-Oxo-5-(4-propylpiperazin-1-yl)pentanoic acidYield 78.7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

1.5 g of glutaric anhydride and then 1.66 g of N-propylpiperazine in solution in 5 cm3of dioxane are added to 10 cm3 of dioxane in a round-bottomed flask kept under an argon atmosphere. After stirring for 2.5 hours at room temperature, the solvent is evaporated under reduced pressure and then the resulting oil is supplemented with 100 cm3 of diethyl ether. After stirring for one hour, the solid obtained is filtered, dried at 20° C. (90 Pa) to give 2.47 g of 5-oxo-5-(4-propylpiperazin-1-yl)pentanoic acid in the form of a white solid which is used as it is.

Workup

  1. customthe solvent is evaporated under reduced pressure
  2. stirringAfter stirring for one hour
  3. customthe solid obtained
  4. filtrationis filtered
  5. customdried at 20° C. (90 Pa)

Sources & evidence

ORD record
ord-a86ae84a799946a087ceb04a0cd4248b
Source dataset
uspto-grants-2003_05
Patent number
US06569854B1

Reaction notes

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