7-Bromoimidazo(1,5-a)pyridine → 4-Amino-8-(imidazo[1,5-a]pyridin-7-yl)-7-methylcinnoline-3-carboxamide
Reaction equation
Br[C:2]1[CH:7]=[CH:6][N:5]2[CH:8]=[N:9][CH:10]=[C:4]2[CH:3]=1.[NH2:11][C:12]1[C:21]2[C:16](=[C:17](Br)[C:18]([CH3:22])=[CH:19][CH:20]=2)[N:15]=[N:14][C:13]=1[C:24]([NH2:26])=[O:25]>>[NH2:11][C:12]1[C:21]2[C:16](=[C:17]([C:2]3[CH:7]=[CH:6][N:5]4[CH:8]=[N:9][CH:10]=[C:4]4[CH:3]=3)[C:18]([CH3:22])=[CH:19][CH:20]=2)[N:15]=[N:14][C:13]=1[C:24]([NH2:26])=[O:25]Participants
3
Procedure
The title compound was prepared in a manner similar to EXAMPLE 96 using 7-bromoimidazo[1,5-a]pyridine and 4-amino-8-bromo-7-methylcinnoline-3-carboxamide. 1H NMR (400 MHz, CD3OD) δ ppm 2.44 (s, 3 H), 6.64 (dd, J=7.07, 1.52 Hz, 1 H), 7.44 (s, 1 H), 7.50 (s, 1 H), 7.71 (d, J=8.59 Hz, 1 H), 8.23 (d, J=8.84 Hz, 1 H), 8.35 (d, J=7.07 Hz, 1 H), 8.42 (s, 1 H); ESI-MS m/z [M+H]+ 319.1.
Sources & evidence
- ORD record
- ord-c398e2c0e5c6420ba9ba2c67411eb96a
- Source dataset
- uspto-grants-2016_06
- Patent number
- US09365566B2
Reaction notes
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