N-(3-amino-4-methylphenyl)-2-morpholinopyridine-4-carboxamide → N-{3-[3-(1-tert-butoxycarbonylpiperidin-4-yloxy)4-methoxybenzamido]-4-methylphenyl}-2-morpholinopyridine-4-carboxamide
Reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:16]=[C:17]([CH:21]=[CH:22][C:23]=2[O:24][CH3:25])[C:18](O)=[O:19])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:26][C:27]1[CH:28]=[C:29]([NH:34][C:35]([C:37]2[CH:42]=[CH:41][N:40]=[C:39]([N:43]3[CH2:48][CH2:47][O:46][CH2:45][CH2:44]3)[CH:38]=2)=[O:36])[CH:30]=[CH:31][C:32]=1[CH3:33]>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:16]=[C:17]([CH:21]=[CH:22][C:23]=2[O:24][CH3:25])[C:18]([NH:26][C:27]2[CH:28]=[C:29]([NH:34][C:35]([C:37]3[CH:42]=[CH:41][N:40]=[C:39]([N:43]4[CH2:44][CH2:45][O:46][CH2:47][CH2:48]4)[CH:38]=3)=[O:36])[CH:30]=[CH:31][C:32]=2[CH3:33])=[O:19])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]Participants
3
Reactant 2
Product 1
Procedure
Using an analogous procedure to that described in the first paragraph of Example 26, 3-(1-tert-butoxycarbonylpiperidin-4-yloxy)-4-methoxybenzoic acid was reacted with N-(3-amino4-methylphenyl)-2-morpholinopyridine-4-carboxamide to give N-{3-[3-(1-tert-butoxycarbonylpiperidin-4-yloxy)4-methoxybenzamido]-4-methylphenyl}-2-morpholinopyridine-4-carboxamide; NMR Spectrum: (DMSOd6) 1.38 (s, 9H), 1.72 (m, 2H), 1.85 (m, 2H), 2.21 (s, 3H), 3.15 (m, 2H), 3.5 (t, 4H), 3.76 (m, 6H), 3.83 (s, 1H), 4.41 (m, 1H), 6.84 (d, 1H), 6.87 (d, 1H), 7.01 (s, 1H), 7.16 (d, 1H), 7.37 (m, 1H), 7.44 (d, 1H), 7.57 (m, 2H), 8.03 (d, 1H), 8.21 (d, 1H), 9.8 (s, 1H), 10.22 (s, 1H); Mass Spectrum: M+H+ 646.
Sources & evidence
- ORD record
- ord-e923c8bf47594265ab63e61de488b51f
- Source dataset
- uspto-grants-2002_09
- Patent number
- US06455520B1
Reaction notes
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