1-(4-Bromophenyl)-4-methylpiperazine → HCID 57502391, compound
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:12]2[CH:17]=[CH:16][C:15]([S:18]([CH3:21])(=[O:20])=[O:19])=[CH:14][CH:13]=2)[C:5]2[N:6]([N:8]=[C:9]([NH2:11])[N:10]=2)[CH:7]=1.Br[C:23]1[CH:28]=[CH:27][C:26]([N:29]2[CH2:34][CH2:33][N:32]([CH3:35])[CH2:31][CH2:30]2)=[CH:25][CH:24]=1>>[F:1][C:2]1[CH:3]=[C:4]([C:12]2[CH:13]=[CH:14][C:15]([S:18]([CH3:21])(=[O:20])=[O:19])=[CH:16][CH:17]=2)[C:5]2[N:6]([N:8]=[C:9]([NH:11][C:23]3[CH:24]=[CH:25][C:26]([N:29]4[CH2:34][CH2:33][N:32]([CH3:35])[CH2:31][CH2:30]4)=[CH:27][CH:28]=3)[N:10]=2)[CH:7]=1Participants
3
Procedure
[6-Fluoro-8-(4-methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-[4-(4-methyl-piperazin-1-yl)-phenyl]-amine was prepared from 6-fluoro-8-(4-methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine and 1-(4-bromo-phenyl)-4-methyl-piperazine in a manner analogous to Step 2d and was isolated as an orange solid (23% yield). 1H NMR (400 MHz, CDCl3, δ, ppm): 8.45 (s, 1H), 8.26 (d, J=8.0 Hz, 2H), 8.11 (d, J=7.7 Hz, 2H), 7.58 (d, J=9.0 Hz, 1H), 7.48 (dd, J=11.5 Hz, 7.8 Hz, 2H), 6.98 (d, J=7.9 Hz, 2H), 6.76 (s, 1H), 3.27 (bm, 4H), 3.12 (s, 3H), 2.62 (bm, 4H), 2.38 (s, 3H).
Sources & evidence
- ORD record
- ord-d12764bc52ea4f1caf94ec737b399a84
- Source dataset
- uspto-grants-2013_08
- Patent number
- US08501936B2
Reaction notes
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