(1S)-1-(4-Nitrophenyl)ethan-1-amine → (S)-Ethyl 2'-((5-((1-(4-nitrophenyl)ethyl)carbamoyl)-1H-indol-1-yl)methyl)-[1,1'-biphenyl]-3-carboxylate
Reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[C:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH2:18][N:19]2[C:27]3[C:22](=[CH:23][C:24]([C:28]([OH:30])=O)=[CH:25][CH:26]=3)[CH:21]=[CH:20]2)[CH:9]=[CH:10][CH:11]=1)=[O:5])[CH3:2].[N+:31]([C:34]1[CH:39]=[CH:38][C:37]([C@@H:40]([NH2:42])[CH3:41])=[CH:36][CH:35]=1)([O-:33])=[O:32]>>[N+:31]([C:34]1[CH:35]=[CH:36][C:37]([C@@H:40]([NH:42][C:28]([C:24]2[CH:23]=[C:22]3[C:27](=[CH:26][CH:25]=2)[N:19]([CH2:18][C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[C:8]2[CH:9]=[CH:10][CH:11]=[C:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])[CH:7]=2)[CH:20]=[CH:21]3)=[O:30])[CH3:41])=[CH:38][CH:39]=1)([O-:33])=[O:32]Participants
3
Procedure
The title compound was prepared following the same protocol as described in Step 8, Example 1, using the 1-((3′-(ethoxycarbonyl)-[1,1′-biphenyl]-2-yl)methyl)-1H-indole-5-carboxylic acid instead of the 1-((2′-(tert-Butoxycarbonyl)biphenyl-4-yl)methyl)-2,3-dimethyl-1H-indole-5-carboxylic acid and the (S)-1-(4-nitrophenyl)ethanamine instead of the (S)-1-(4-bromophenyl)ethanamine.
Sources & evidence
- ORD record
- ord-82c5381f2aef495e92c8eab661a8a9a5
- Source dataset
- uspto-grants-2015_02
- Patent number
- US08957093B2
Reaction notes
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