8-(1-piperazinyl)Quinoline → 6-Fluoro-7-[4-(4-quinolin-8-yl-piperazin-1-yl)-butoxy]-3,4-dihydro-1H-[1,8]naphthyridin-2-one

HRID 1373655Notes

Reaction equation

HRID 1373655 reaction equation
[F:1][C:2]1[C:3]([O:13][CH2:14][CH2:15][CH2:16][CH:17]=O)=[N:4][C:5]2[NH:6][C:7](=[O:12])[CH2:8][CH2:9][C:10]=2[CH:11]=1.[N:19]1([C:25]2[CH:26]=[CH:27][CH:28]=[C:29]3[C:34]=2[N:33]=[CH:32][CH:31]=[CH:30]3)[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>>[F:1][C:2]1[CH:11]=[C:10]2[C:5](=[N:4][C:3]=1[O:13][CH2:14][CH2:15][CH2:16][CH2:17][N:22]1[CH2:23][CH2:24][N:19]([C:25]3[CH:26]=[CH:27][CH:28]=[C:29]4[C:34]=3[N:33]=[CH:32][CH:31]=[CH:30]4)[CH2:20][CH2:21]1)[NH:6][C:7](=[O:12])[CH2:8][CH2:9]2

Participants

3

Reactant 2

HCID 118307868-(1-piperazinyl)QuinolineHCID 210733404-(3-Fluoro-7-oxo-5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yloxy)-butyraldehyde

Product 1

HCID 210734656-Fluoro-7-[4-(4-quinolin-8-yl-piperazin-1-yl)-butoxy]-3,4-dihydro-1H-[1,8]naphthyridin-2-one

Procedure

The title compound was prepared by reductive amination of 4-(3-fluoro-7-oxo-5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yloxy)-butyraldehyde with 8-piperazin-1-yl-quinoline using a procedure similar to Example A1′. MS: APCI: M+1: 450.2 (Exact Mass: 449.22).

Sources & evidence

ORD record
ord-e9085fb703444eddb683f7dfbb969fe0
Source dataset
uspto-grants-2007_01
Patent number
US07160888B2

Reaction notes

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