6-bromo-1-methyl-1H-imidazo(4,5-b)pyridine → 4-amino-7-methyl-8-(1-methyl-1H-imidazo[4,5-b]pyridin-6-yl)cinnoline-3-carboxamide
Reaction equation
Br[C:2]1[CH:3]=[C:4]2[N:10]([CH3:11])[CH:9]=[N:8][C:5]2=[N:6][CH:7]=1.[NH2:12][C:13]1[C:22]2[C:17](=[C:18](Br)[C:19]([CH3:23])=[CH:20][CH:21]=2)[N:16]=[N:15][C:14]=1[C:25]([NH2:27])=[O:26]>>[NH2:12][C:13]1[C:22]2[C:17](=[C:18]([C:2]3[CH:3]=[C:4]4[N:10]([CH3:11])[CH:9]=[N:8][C:5]4=[N:6][CH:7]=3)[C:19]([CH3:23])=[CH:20][CH:21]=2)[N:16]=[N:15][C:14]=1[C:25]([NH2:27])=[O:26]Participants
3
Procedure
The title compound was prepared in a manner similar to EXAMPLE 96 using 6-bromo-1-methyl-1H-imidazo[4,5-b]pyridine and 4-amino-8-bromo-7-methylcinnoline-3-carboxamide. 1H NMR (400 MHz, CD3OD) δ ppm 2.37 (s, 3 H), 3.98 (s, 3 H), 7.76 (d, J=9.09 Hz, 1 H), 8.09 (d, J=1.77 Hz, 1 H), 8.29 (d, J=8.59 Hz, 1 H), 8.39 (d, J=2.02 Hz, 1H), 8.47 (s, 1 H); ESI-MS m/z [M+H]+ 334.2.
Sources & evidence
- ORD record
- ord-6c9e79d2febc4a78b523717f97f530cf
- Source dataset
- uspto-grants-2016_06
- Patent number
- US09365566B2
Reaction notes
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