Potassium Carbonate → 7-(2-oxo-2H-benzo[cd]indol-1-yl)-heptanoic acid benzyloxyamide

HRID 9086Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 9086
[CH2:1]([O:8][NH:9][C:10](=[O:18])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:19]1[C:27]2[C:22]3[C:23](=[CH:28][CH:29]=[CH:30][C:21]=3[C:20]1=[O:31])[CH:24]=[CH:25][CH:26]=2.C(=O)([O-])[O-].[K+].[K+]>>[CH2:1]([O:8][NH:9][C:10](=[O:18])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][N:19]1[C:27]2[C:22]3[C:23](=[CH:28][CH:29]=[CH:30][C:21]=3[C:20]1=[O:31])[CH:24]=[CH:25][CH:26]=2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 3

HCID 11430Potassium CarbonateHCID 67222benz(cd)indol-2(1H)-oneHCID 865865457-Bromo-heptanoic acid benzyloxyamide

Produkt 1

HCID 865918827-(2-oxo-2H-benzo[cd]indol-1-yl)-heptanoic acid benzyloxyamide

Versuchsvorschrift

In a manner analogous to that of example 2(b), 7-bromo-heptanoic acid benzyloxy-amide 0.46 g, 1.5 mmol) was reacted with benzo[cd]indol-2(1H)-one (0.25 g, 1.5 mmol) in the presence of potassium carbonate (0.2 g, 1.4 mmol) to give 7-(2-oxo-2H-benzo[cd]indol-1-yl)-heptanoic acid benzyloxyamide as an amorphous solid (yield 0.08 g, 13%; purified by column chromatography using silica gel and ethyl acetate:heptane=1:1 as an eluent). MS (M+H+)=403.

Quellen und Nachweise

ORD-Eintrag
ord-10c22954f0c8489195af41f93b71e584
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091229B2

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