Benzaldehyde → HCID 12003970, compound
Reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][N:9]([C:12](=[O:35])[C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C@@H:19]([N:27]3[CH2:32][C@@H:31]([CH3:33])[NH:30][CH2:29][C@@H:28]3[CH3:34])[C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([OH:26])[CH:21]=3)[CH:14]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2].[CH:36](=O)[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1>>[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][N:9]([C:12](=[O:35])[C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C@@H:19]([N:27]3[CH2:32][C@@H:31]([CH3:33])[N:30]([CH2:36][C:37]4[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=4)[CH2:29][C@@H:28]3[CH3:34])[C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([OH:26])[CH:21]=3)[CH:14]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2]Participants
3
Procedure
The title compound was made by a procedure identical to that of Example 60 using 1.0 g of 4-{3-[(R)-((2S,5R)-2,5-dimethyl-piperazin-1-yl)-(3-hydroxy-phenyl)-methyl]-benzoyl}-piperazine-1-carboxylic acid ethyl ester and 0.44 g of benzaldehyde (4.16 mmol, 2 equiv.) to give 0.42 g of the title compound as a light pink solid. 1H NMR (300 MHz, d6-DMSO): □ 1.00-1.01 (d, J=5.5 Hz, 6H); 1.14-1.19 (t, 3H), 1.56-2.00 (m, 2H); 2.48 (s, 4H); 2.56-2.65 (m, 4H); 3.39-3.51 (m, 5H); 3.72-3.76 (dd, 1H); 4.00-4.07 (q, 2H); 4.96 (s, 1H); 6.62-6.70 (m, 3H); 7.09-7.63 (m, 10H); 9.37 (s, 1H). Calculated for C34H42N4O4.0.44 CH2Cl2: C, 68.02; H, 7.11; N, 9.21. Found: C, 68.00; H, 7.20; N, 9.12.
Sources & evidence
- ORD record
- ord-fd3d48b7d99748cbacbb7318690396f0
- Source dataset
- uspto-grants-2010_03
- Patent number
- US07683168B2
Reaction notes
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