4-(7-Oxo-7,8-dihydro-1,8-naphthyridin-2-yloxy)butanal → HCID 21073717, compound

HRID 1373565Notes

Reaction equation

HRID 1373565 reaction equation
[N:1]1([C:7]2[CH:16]=[CH:15][CH:14]=[C:13]3[C:8]=2[CH2:9][CH2:10][CH2:11][C:12]3=[O:17])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[O:18]=[C:19]1[NH:28][C:27]2[N:26]=[C:25]([O:29][CH2:30][CH2:31][CH2:32][CH:33]=O)[CH:24]=[CH:23][C:22]=2[CH:21]=[CH:20]1>>[O:17]=[C:12]1[CH2:11][CH2:10][CH2:9][C:8]2[C:7]([N:1]3[CH2:2][CH2:3][N:4]([CH2:33][CH2:32][CH2:31][CH2:30][O:29][C:25]4[N:26]=[C:27]5[C:22]([CH:21]=[CH:20][C:19](=[O:18])[NH:28]5)=[CH:23][CH:24]=4)[CH2:5][CH2:6]3)=[CH:16][CH:15]=[CH:14][C:13]1=2

Participants

3

Reactant 2

HCID 210733804-(7-Oxo-7,8-dihydro-1,8-naphthyridin-2-yloxy)butanalHCID 21073422HCID 21073422, compound

Product 1

HCID 21073717HCID 21073717, compound

Procedure

In a manner similar to that of other examples above, 5-piperazin-1-yl-3,4-dihydro-2H-naphthalen-1-one 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, mp 158–160° C. MS: APCI: M+1: 447.3 (Exact Mass: 446.23).

Workup

  1. customfollowed by typical workup and purification

Sources & evidence

ORD record
ord-b44dd0c493764665960582c82fa680b5
Source dataset
uspto-grants-2007_01
Patent number
US07160888B2

Reaction notes

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