4-Ethoxycarbonylphenylboronic acid → 1-((4'-(Ethoxycarbonyl)-[1,1'-biphenyl]-2-yl)methyl)-1H-indole-5-carboxylic acid
Reaction equation
Br[C:2]1[CH:20]=[CH:19][CH:18]=[CH:17][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)[CH:7]=[CH:6]1.[CH2:21]([O:23][C:24]([C:26]1[CH:31]=[CH:30][C:29](B(O)O)=[CH:28][CH:27]=1)=[O:25])[CH3:22]>>[CH2:21]([O:23][C:24]([C:26]1[CH:31]=[CH:30][C:29]([C:2]2[CH:20]=[CH:19][CH:18]=[CH:17][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)[CH:7]=[CH:6]2)=[CH:28][CH:27]=1)=[O:25])[CH3:22]Participants
3
Procedure
The title compound was prepared following the same protocol as described in Step 5, Example 38, using 1-(2-bromobenzyl)-1H-indole-5-carboxylic acid instead of the (S)-1-(4-bromobenzyl)-N-(1-(4-nitrophenyl)ethyl)-1H-indole-5-carboxamide and the (4-(ethoxycarbonyl)phenyl)boronic acid instead of the phenylboronic acid. ESI-MS (m/z): 400 [M+H]+.
Sources & evidence
- ORD record
- ord-214d7af391bb4e129452d9c276fd7cc2
- Source dataset
- uspto-grants-2015_02
- Patent number
- US08957093B2
Reaction notes
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