(2,4-Dichlorophenyl)boronic acid → 5-(2,4-Dichlorophenyl)-1-(4-isopropoxyphenyl)-1H-indole-2-carboxylic acid

HRID 646170Notes

Reaction equation

HRID 646170 reaction equation
C([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([C:14]=1Cl)=[CH:12][C:11](Br)=[CH:10][CH:9]=2)=[O:5])C.[Cl:17][C:18]1[CH:23]=[C:22]([Cl:24])[CH:21]=[CH:20][C:19]=1B(O)O.[CH:28]([O:31][C:32]1[CH:37]=[CH:36][C:35](B(O)O)=[CH:34][CH:33]=1)([CH3:30])[CH3:29]>>[Cl:17][C:18]1[CH:23]=[C:22]([Cl:24])[CH:21]=[CH:20][C:19]=1[C:11]1[CH:12]=[C:13]2[C:8](=[CH:9][CH:10]=1)[N:7]([C:35]1[CH:36]=[CH:37][C:32]([O:31][CH:28]([CH3:30])[CH3:29])=[CH:33][CH:34]=1)[C:6]([C:4]([OH:3])=[O:5])=[CH:14]2

Participants

4

Reactant 3

HCID 2734659(2,4-Dichlorophenyl)boronic acidHCID 36987264-Isopropoxybenzeneboronic acidHCID 28330549ethyl 5-bromo-3-chloro-1H-indole-2-carboxylate

Product 1

HCID 687011755-(2,4-Dichlorophenyl)-1-(4-isopropoxyphenyl)-1H-indole-2-carboxylic acid

Procedure

The title compound was prepared in accordance with Example 54 from 5-bromo-3-chloro-1H-indole-2-carboxylic acid ethyl ester, 2,4-dichlorophenyl boronic acid and 4-isopropoxyphenyl boronic acid, followed by ester hydrolysis.

Sources & evidence

ORD record
ord-4c43511e39b344e98dde7b756350e722
Source dataset
uspto-grants-2010_04
Patent number
US07705023B2

Reaction notes

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