Sodium hydride → 1-Benzyl-2,3-dihydro-1H-pyrrolo[2,3-b]quinolin-4-ylamine

HRID 2120710

Reaktionsgleichung

Reaktionsgleichung von HRID 2120710
[CH2:1]([N:8]1[CH2:12][CH2:11][CH2:10][C:9]1=[N:13][C:14]1[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=1[C:16]#[N:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(#N)C1[C:24](=CC=CC=1)[NH2:25].CC(C)([O-])C.[K+].[H-].[Na+]>>[NH:13]1[C:14]2[C:21]([CH:20]=[CH:19][C:18]3[C:15]=2[CH:16]=[CH:24][N:25]=3)=[CH:11][CH:10]=[CH:9]1.[CH2:1]([N:8]1[C:9]2=[N:13][C:14]3[C:15]([C:16]([NH2:17])=[C:10]2[CH2:11][CH2:12]1)=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

6

Edukt 4

HCID 24758Sodium hydrideHCID 729132-AminobenzonitrileHCID 7584062-(1-Benzyl-pyrrolidin-2-ylideneamino)benzonitrileHCID 23665647Potassium tert-butoxide

Produkt 2

HCID 7119891-Benzyl-2,3-dihydro-1H-pyrrolo[2,3-b]quinolin-4-ylamineHCID 178420813HCID 178420813, Verbindung

Versuchsvorschrift

Pyrroloquinoline compounds were synthesized as follows. The compound 1-benzyl-2, 3-dihydro-1H-pyrrolo[2,3-b]quinolin-4-ylamine was prepared from the cyclization of an amidine derivative, 2-(1-benzyl-pyrrolidin-2-ylideneamino)benzonitrile, which was synthesized by condensing an anthranilonitrile and 1-benzyl-2-pyrrolidione. This compound was then reacted with potassium tert-butoxide or sodium hydride and the corresponding alkyl chloride or acyl chloride (FIG. 6).

Quellen und Nachweise

ORD-Eintrag
ord-fdab5978492943479003eed717b7f729
Quelldatensatz
uspto-grants-2004_02
Patentnummer
US06693112B2

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