(3-Ethoxycarbonylphenyl)boronic acid → 1-((3'-(Ethoxycarbonyl)-[1,1'-biphenyl]-2-yl)methyl)-2,3-dimethyl-1H-indole-5-carboxylic acid
Reaction equation
Br[C:2]1[CH:22]=[CH:21][CH:20]=[CH:19][C:3]=1[CH2:4][N:5]1[C:13]2[C:8](=[CH:9][C:10]([C:14]([OH:16])=[O:15])=[CH:11][CH:12]=2)[C:7]([CH3:17])=[C:6]1[CH3:18].[CH2:23]([O:25][C:26]([C:28]1[CH:29]=[C:30](B(O)O)[CH:31]=[CH:32][CH:33]=1)=[O:27])[CH3:24]>>[CH2:23]([O:25][C:26]([C:28]1[CH:33]=[C:32]([C:2]2[CH:22]=[CH:21][CH:20]=[CH:19][C:3]=2[CH2:4][N:5]2[C:13]3[C:8](=[CH:9][C:10]([C:14]([OH:16])=[O:15])=[CH:11][CH:12]=3)[C:7]([CH3:17])=[C:6]2[CH3:18])[CH:31]=[CH:30][CH:29]=1)=[O:27])[CH3:24]Participants
3
Procedure
The title compound was prepared following the same protocol as described in Step 5, Example 38, using 1-(2-bromobenzyl)-2,3-dimethyl-1H-indole-5-carboxylic acid instead of the (S)-1-(4-bromobenzyl)-N-(1-(4-nitrophenyl)ethyl)-1H-indole-5-carboxamide and the (3-(ethoxycarbonyl)phenyl)boronic acid instead of the phenylboronic acid. ESI-MS (m/z): 428 [M+H]+.
Sources & evidence
- ORD record
- ord-c114e2b10b38478d8bd3a2b77b4dd04c
- Source dataset
- uspto-grants-2015_02
- Patent number
- US08957093B2
Reaction notes
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