4-(Trifluoromethyl)phenylboronic acid → HCID 66657621, compound

HRID 420913Notes

Reaction equation

HRID 420913 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([OH:15])[CH:13]=2)[N:8]([C:16]2[CH:21]=[CH:20][C:19]([CH2:22][C:23]([OH:25])=[O:24])=[CH:18][CH:17]=2)[C:7]=1[CH2:26][C:27]([OH:29])=[O:28])=[O:5])[CH3:2].[F:30][C:31]([F:42])([F:41])[C:32]1[CH:37]=[CH:36][C:35](B(O)O)=[CH:34][CH:33]=1>>[CH2:1]([O:3][C:4]([C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:15][C:35]3[CH:36]=[CH:37][C:32]([C:31]([F:42])([F:41])[F:30])=[CH:33][CH:34]=3)[CH:13]=2)[N:8]([C:16]2[CH:21]=[CH:20][C:19]([CH2:22][C:23]([OH:25])=[O:24])=[CH:18][CH:17]=2)[C:7]=1[CH2:26][C:27]([OH:29])=[O:28])=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 27343894-(Trifluoromethyl)phenylboronic acidHCID 66657624HCID 66657624, compound

Product 1

HCID 66657621HCID 66657621, compound

Procedure

The sub-title compound was prepared in accordance with step (c) Example 1 from 2-carboxymethyl-1-(4-carboxymethyl-phenyl)-5-hydroxyindole-3-carboxylic acid ethyl ester (235 mg, 0.5 mmol, see step (b) Example 7) and 4-trifluoromethylphenylboronic acid (143 mg, 0.75 mmol). Yield 122 mg, 41%.

Sources & evidence

ORD record
ord-9466b4955a834eeeb3d829a334f1696c
Source dataset
uspto-grants-2012_01
Patent number
US08097623B2

Reaction notes

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