N,N-Dimethyl-1,3-propanediamine → N-[2-methyl-5(2-morpholinopyrid-4-ylcarbonylamino)phenyl]-5-(3-dimethylaminopropylamino)-2-nitrobenzamide
Reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([C:11]2[CH:16]=[CH:15][N:14]=[C:13]([N:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)[CH:12]=2)=[O:10])=[CH:4][C:3]=1[NH:23][C:24](=[O:35])[C:25]1[CH:30]=[C:29](Cl)[CH:28]=[CH:27][C:26]=1[N+:32]([O-:34])=[O:33].[CH3:36][N:37]([CH3:42])[CH2:38][CH2:39][CH2:40][NH2:41]>>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([C:11]2[CH:16]=[CH:15][N:14]=[C:13]([N:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)[CH:12]=2)=[O:10])=[CH:4][C:3]=1[NH:23][C:24](=[O:35])[C:25]1[CH:30]=[C:29]([NH:41][CH2:40][CH2:39][CH2:38][N:37]([CH3:42])[CH3:36])[CH:28]=[CH:27][C:26]=1[N+:32]([O-:34])=[O:33]Participants
3
Procedure
In an analogous procedure to that described in Example 15, N-[2-methyl-5-(2-morpholinopyrid-4-ylcarbonylamino)phenyl]-5-chloro-2-nitrobenzamide was reacted with 3-dimethylaminopropylamine to give the title compound; NMR Spectrum: (DMSOd6) 1.6-1.72 (m, 2H), 2.12 (s, 6H), 2.22-2.28 (m, 5H), 3.2-3.25 (m, 2H), 3.5-3.54 (m, 4H), 3.69-3.73 (m, 4H), 6.65-6.68 (m, 2H), 7.04 (d, 1H), 7.2 (d, 1H), 7.25 (d, 1H), 7.29 (t, 1H), 7.68 (d, 1H), 8.84 (s, 1H), 8.0 (d, 1H), 8.26 (d, 1H), 9.82 (s, 1H), 10.34 (s, 1H); Mass Spectrum: M+H+ 562.
Sources & evidence
- ORD record
- ord-7dbb71afd0e547a79dd6cbea326b5df8
- Source dataset
- uspto-grants-2002_09
- Patent number
- US06455520B1
Reaction notes
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