HCID 15458521, compound → 2-(2-(3,5-dimethylphenyl)-3-{2-[4-(4-methanesulfonylamino-phenyl)butylamino]ethyl}-1H-indol-5-yl)-2-methylpropionic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4](=[O:28])[C:5]([C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][CH:16]=1)[NH:13][C:12]([C:17]1[CH:22]=[C:21]([CH3:23])[CH:20]=[C:19]([CH3:24])[CH:18]=1)=[C:11]2[CH2:25][CH2:26][NH2:27])([CH3:7])[CH3:6])[CH3:2].[CH3:29][S:30]([NH:33][C:34]1[CH:39]=[CH:38][C:37]([CH2:40][CH2:41][CH2:42][CH:43]=O)=[CH:36][CH:35]=1)(=[O:32])=[O:31]>>[CH2:1]([O:3][C:4](=[O:28])[C:5]([C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][CH:16]=1)[NH:13][C:12]([C:17]1[CH:18]=[C:19]([CH3:24])[CH:20]=[C:21]([CH3:23])[CH:22]=1)=[C:11]2[CH2:25][CH2:26][NH:27][CH2:43][CH2:42][CH2:41][CH2:40][C:37]1[CH:38]=[CH:39][C:34]([NH:33][S:30]([CH3:29])(=[O:32])=[O:31])=[CH:35][CH:36]=1)([CH3:7])[CH3:6])[CH3:2]Participants
3
Procedure
The reductive amination reaction of 2-[3-(2-aminoethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid ethyl ester and 4-[4-(methanesulfonamido)phenyl]butyraldehyde was carried out according to the procedure of Example 4 Step B to give the titled compound in 43% yield as a stiff foam; virtually homogenous by TLC in 92.5:7.5 CH2Cl2-MeOH. 500 MHz 1H NMR (CDCl3) was consistent with the assigned structure. Mass spectrum (PB-NH3/CI): m/e=604 (M+H).
Sources & evidence
- ORD record
- ord-63ad4125afc3422ba414b48d3bcdc085
- Source dataset
- uspto-grants-2001_03
- Patent number
- US06197975B1
Reaction notes
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