Glutaric anhydride → HCID 18521585, compound

HRID 413708Notes

Reaction equation

HRID 413708 reaction equation
[C:1]1(=[O:8])[O:7][C:5](=[O:6])[CH2:4][CH2:3][CH2:2]1.[N:9]1([C:14]([CH2:16][N:17]2[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)=[O:15])[CH2:13][CH2:12][CH2:11][CH2:10]1>O1CCOCC1>[O:6]=[C:5]([N:20]1[CH2:19][CH2:18][N:17]([CH2:16][C:14](=[O:15])[N:9]2[CH2:10][CH2:11][CH2:12][CH2:13]2)[CH2:22][CH2:21]1)[CH2:4][CH2:3][CH2:2][C:1]([OH:7])=[O:8]

Participants

4

Reactant 2

HCID 7940Glutaric anhydrideHCID 1006141-((Pyrrolidine-1-carbonyl)methyl)piperazine

Product 1

HCID 18521585HCID 18521585, compoundYield 81.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

1.52 g of glutaric anhydride and then 2.62 g of pyrrolidinocarbonylmethylpiperazine are added to 10 cm3 of dry didoxane. After stirring for 4 hours, the precipitate formed is diluted with 10 cm3 of dioxane and then stirred for 1 hour. The insoluble matter is filtered on No. 4 sintered glass, rinsed several times with diethyl ether and then dried (90 Pa) at 20° C. to give 3.36 g of 5-oxo-5-[4-(2-oxo-2-pyrrolidin-1-yl ethyl)piperazin-1-yl]pentanoic acid in the form of a white solid.

Workup

  1. customthe precipitate formed
  2. stirringstirred for 1 hour
  3. filtrationThe insoluble matter is filtered on No
  4. wash4 sintered glass, rinsed several times with diethyl ether
  5. customdried (90 Pa) at 20° C.

Sources & evidence

ORD record
ord-3bd394e303ea4e0da4c5ef0d5ddc7c19
Source dataset
uspto-grants-2003_05
Patent number
US06569854B1

Reaction notes

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