1,1'-Carbonyldiimidazole → 4-benzyl-1-(1H-indol-5-yl)piperazine-2,6-dione

HRID 459849

Reaktionsgleichung

Reaktionsgleichung von HRID 459849
[CH2:1]([N:8]([CH2:13][C:14]([OH:16])=O)[CH2:9][C:10]([OH:12])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1N=CN(C(N2C=NC=C2)=O)C=1.[NH2:29][C:30]1[CH:31]=[C:32]2[C:36](=[CH:37][CH:38]=1)[NH:35][CH:34]=[CH:33]2>C1COCC1>[CH2:1]([N:8]1[CH2:9][C:10](=[O:12])[N:29]([C:30]2[CH:31]=[C:32]3[C:36](=[CH:37][CH:38]=2)[NH:35][CH:34]=[CH:33]3)[C:14](=[O:16])[CH2:13]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 682631,1'-CarbonyldiimidazoleHCID 77606N-Benzylaminodiacetic acidHCID 788675-Aminoindole

Produkt 1

HCID 229310254-benzyl-1-(1H-indol-5-yl)piperazine-2,6-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

N-Benzyliminodiacetic acid was reacted with CDI and 5-aminoindole in THF to obtain 4-benzyl-1-(1H-indol-5-yl)piperazine-2,6-dione, which was then reacted with lithium aluminum hydride in THF. Conc. hydrochloric acid and palladium hydroxide were added to an ethanol solution of thus obtained compound and the whole was reacted under a hydrogen atmosphere of 3 atm for 65 hours to obtain an objective compound.

Quellen und Nachweise

ORD-Eintrag
ord-b6dd4d4e1f0746f5a86b715e167a3784
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07196080B2

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