4-Amino-8-bromo-7-methylcinnoline-3-carboxamide → HCID 178422918, compound
Reaction equation
Br[C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH:11]3[CH2:13][CH2:12]3)=[N:7][NH:8]2)=[CH:4][CH:3]=1.[NH2:14][C:15]1[C:24]2[C:19](=[C:20](Br)[C:21]([CH3:25])=[CH:22][CH:23]=2)[N:18]=[N:17][C:16]=1[C:27]([NH2:29])=[O:28]>>[NH2:14][C:15]1[C:24]2[C:19](=[C:20]([C:2]3[CH:10]=[C:9]4[C:5]([C:6]([CH:11]5[CH2:13][CH2:12]5)=[N:7][NH:8]4)=[CH:4][CH:3]=3)[C:21]([CH3:25])=[CH:22][CH:23]=2)[N:18]=[N:17][C:16]=1[C:27]([NH2:29])=[O:28]Participants
3
Procedure
The title compound was prepared in a manner similar to EXAMPLE 96 using 6-bromo-3-cyclopropyl-1H-indazole and 4-amino-8-bromo-7-methylcinnoline-3-carboxamide. 1H NMR (500 MHz, CD3OD) δ ppm 1.09 (d, J=7.32 Hz, 4H), 2.31 (s, 3 H), 2.31-2.41 (m, 1H), 7.03 (d, J=8.30 Hz, 1 H), 7.37 (s, 1 H), 7.71 (d, J=8.79 Hz, 1 H), 7.90 (d, J=7.81 Hz, 1 H), 8.22 (d, J=8.79 Hz, 1 H); ESI-MS m/z [M+H]+ 359.3.
Sources & evidence
- ORD record
- ord-3ef35a0789934430a76adc827ab43109
- Source dataset
- uspto-grants-2016_06
- Patent number
- US09365566B2
Reaction notes
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