Piperazine → HCID 54439528, compound
Reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][NH:15][C:16](=[O:38])[C:17]2[CH:22]=[C:21]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([C:29]([F:32])([F:31])[F:30])[CH:24]=3)[C:20]([O:33][CH2:34][CH2:35]O)=[C:19]([Br:37])[CH:18]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH:39]1[CH2:44][CH2:43][NH:42][CH2:41][CH2:40]1>>[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][NH:15][C:16]([C:17]2[CH:22]=[C:21]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([C:29]([F:32])([F:31])[F:30])[CH:24]=3)[C:20]([O:33][CH2:34][CH2:35][N:39]3[CH2:44][CH2:43][NH:42][CH2:41][CH2:40]3)=[C:19]([Br:37])[CH:18]=2)=[O:38])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1Participants
3
Procedure
The title compound was prepared as a yellow oil (0.302 g, 45%) from N-(8-phenyl-octyl)-3-bromo-5-(m-trifluoromethylphenyl)-4-(2-hydroxyethoxy)-benzamide and piperazine using a procedure similar to Example 185. 1H NMR (DMSO-d6) 8.58 (t, 1H); 8.12 (d, 1H); 7.90-7.84 (m, 3H); 7.69 (d, 1H); 7.52 (dd, 1H); 7.26-7.10 (m, 5H); 3.61 (t, 2H); 3.23 (dd, 2H); 2.62 (t, 4H); 2.52 (t, 2H); 2.36 (t, 2H); 2.18 (m, 5H); 1.50 (m, 4H); 1.24 (m, 8H); IR (film) 3290, 2920, 2850, 1720, 1630, 1600, 1545, 1460, 1330, 1170, 1120, 1080 cm−1; mass spectrum [(+)ESI], mnz 660/662 (M+H)+; Anal. Calcd. for C34H41Br F3N3O2: C, 61.82; H, 6.26; N, 6.36, Found: C, 58.20; H, 6.00; N, 5.47.
Sources & evidence
- ORD record
- ord-2807c9c6f35543a5966aae9afb6eb79c
- Source dataset
- uspto-grants-2004_07
- Patent number
- US06765021B2
Reaction notes
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