1-(3-Chloro-2-ethyl-phenyl)-piperazine hydrochloride → 7-{4-[4-(3-Chloro-2-ethyl-phenyl)-piperazin-1-yl]-butoxy}-1H-[1,8]naphthyridin-2-one

HRID 1373557Notes

Reaction equation

HRID 1373557 reaction equation
Cl.[Cl:2][C:3]1[C:4]([CH2:15][CH3:16])=[C:5]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1.[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[CH:20]=[CH:19]1>>[Cl:2][C:3]1[C:4]([CH2:15][CH3:16])=[C:5]([N:9]2[CH2:14][CH2:13][N:12]([CH2:32][CH2:31][CH2:30][CH2:29][O:28][C:24]3[N:25]=[C:26]4[C:21]([CH:20]=[CH:19][C:18](=[O:17])[NH:27]4)=[CH:22][CH:23]=3)[CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 210731551-(3-Chloro-2-ethyl-phenyl)-piperazine hydrochlorideHCID 210733804-(7-Oxo-7,8-dihydro-1,8-naphthyridin-2-yloxy)butanal

Product 1

HCID 210736537-{4-[4-(3-Chloro-2-ethyl-phenyl)-piperazin-1-yl]-butoxy}-1H-[1,8]naphthyridin-2-one

Procedure

In a manner similar to that of other examples above, 1-(3-chloro-2-ethyl-phenyl)-piperazine hydrochloride was coupled by reductive amination to 4-(7-oxo-7,8-dihydro-[1,8]naphthyridin-2-yloxy)-butyraldehyde followed by typical workup and purification to give the title compound. MS: APCI: M+1: 441.2 (Exact Mass: 440.20).

Workup

  1. customfollowed by typical workup and purification

Sources & evidence

ORD record
ord-146853ed099a4175a9cb49cebc24fe63
Source dataset
uspto-grants-2007_01
Patent number
US07160888B2

Reaction notes

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