1-(2-Chloro-6-piperazin-1-yl-phenyl)-ethanone → 7-{4-[4-(2-Acetyl-3-chloro-phenyl)-piperazin-1-yl]-butoxy}-3,4-dihydro-1H-[1,8]naphthyridin-2-one

HRID 1373534Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1373534
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[C:3]=1[C:14](=[O:16])[CH3:15].[O:17]=[C:18]1[NH:27][C:26]2[N:25]=[C:24]([O:28][CH2:29][CH2:30][CH2:31][CH:32]=O)[CH:23]=[CH:22][C:21]=2[CH2:20][CH2:19]1>>[C:14]([C:3]1[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][C:4]=1[N:8]1[CH2:13][CH2:12][N:11]([CH2:32][CH2:31][CH2:30][CH2:29][O:28][C:24]2[N:25]=[C:26]3[C:21]([CH2:20][CH2:19][C:18](=[O:17])[NH:27]3)=[CH:22][CH:23]=2)[CH2:10][CH2:9]1)(=[O:16])[CH3:15]

Komponenten

3

Edukt 2

HCID 210731441-(2-Chloro-6-piperazin-1-yl-phenyl)-ethanoneHCID 210733774-((7-Oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)oxy)butanal

Produkt 1

HCID 210735677-{4-[4-(2-Acetyl-3-chloro-phenyl)-piperazin-1-yl]-butoxy}-3,4-dihydro-1H-[1,8]naphthyridin-2-one

Versuchsvorschrift

In a manner similar to that of other examples, above, 1-(2-chloro-6-piperazin-1-yl-phenyl)-ethanone was coupled by reductive amination to 4-(7-oxo-5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yloxy)-butyraldehyde followed by typical workup and purification to give the title compound, mp 115° C. MS: APCI: M+1: 457.2 (Exact Mass: 456.19).

Aufarbeitung

  1. customfollowed by typical workup and purification

Quellen und Nachweise

ORD-Eintrag
ord-765352bbd4204a32ab706ff8422bd5c0
Quelldatensatz
uspto-grants-2007_01
Patentnummer
US07160888B2

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