3-Methylglutaric anhydride → (3RS)-3-methyl-5-oxo-5-[4-(2-oxo-2-pyrrolidin-1-ylethyl)piperazin-1-yl]pentanoic acid

HRID 413705

Reaktionsgleichung

Reaktionsgleichung von HRID 413705
[CH3:1][CH:2]1[CH2:8][C:7](=[O:9])[O:6][C:4](=[O:5])[CH2:3]1.[N:10]1([C:15]([CH2:17][N:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)=[O:16])[CH2:14][CH2:13][CH2:12][CH2:11]1>O1CCOCC1>[CH3:1][CH:2]([CH2:3][C:4](=[O:5])[N:21]1[CH2:20][CH2:19][N:18]([CH2:17][C:15](=[O:16])[N:10]2[CH2:11][CH2:12][CH2:13][CH2:14]2)[CH2:23][CH2:22]1)[CH2:8][C:7]([OH:6])=[O:9]

Komponenten

4

Edukt 2

HCID 778283-Methylglutaric anhydride2×HCID 1006141-((Pyrrolidine-1-carbonyl)methyl)piperazine

Produkt 1

HCID 18521560(3RS)-3-methyl-5-oxo-5-[4-(2-oxo-2-pyrrolidin-1-ylethyl)piperazin-1-yl]pentanoic acidAusbeute 110,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

1.6 g of 3-methylglutaric anhydride and then 2.62 g of pyrrolidinocarbonylmethyl-piperazine are added to 10 cm3 of dioxane. After stirring for 8 hours, an additional 320 mg of 3-methylglutaric anhydride are added and then the stirring is continued at 20° C. for 18 hours. The solvent is then evaporated under reduced pressure and then the resulting oil is dried at 45° C. (90 Pa) to give 4.5 g of (3RS)-3-methyl-5-oxo-5-[4-(2-oxo-2-pyrrolidin-1-ylethyl)piperazin-1-yl]pentanoic acid in the form of an orange-colored oil which is used as it is.

Aufarbeitung

  1. waitthe stirring is continued at 20° C. for 18 hours
  2. customThe solvent is then evaporated under reduced pressure
  3. customthe resulting oil is dried at 45° C. (90 Pa)

Quellen und Nachweise

ORD-Eintrag
ord-b05c9376a38d4c43968e121e5ce5d2fe
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06569854B1

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