4-Isopropoxybenzeneboronic acid → 5-(3.5-Dichlorophenyl)-1-(4-isopropoxyphenyl)-1H-indole-2-carboxylic acid

HRID 646169Notes

Reaction equation

HRID 646169 reaction equation
C([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([C:15]1[CH:20]=[C:19]([Cl:21])[CH:18]=[C:17]([Cl:22])[CH:16]=1)=[CH:10][CH:9]=2)=[O:5])C.[CH:23]([O:26][C:27]1[CH:32]=[CH:31][C:30](B(O)O)=[CH:29][CH:28]=1)([CH3:25])[CH3:24]>>[Cl:22][C:17]1[CH:16]=[C:15]([C:11]2[CH:12]=[C:13]3[C:8](=[CH:9][CH:10]=2)[N:7]([C:30]2[CH:31]=[CH:32][C:27]([O:26][CH:23]([CH3:25])[CH3:24])=[CH:28][CH:29]=2)[C:6]([C:4]([OH:3])=[O:5])=[CH:14]3)[CH:20]=[C:19]([Cl:21])[CH:18]=1

Participants

3

Reactant 2

HCID 36987264-Isopropoxybenzeneboronic acidHCID 686972085-(3,5-dichlorophenyl)-1H-indole-2-carboxylic acid ethyl ester

Product 1

HCID 686979925-(3.5-Dichlorophenyl)-1-(4-isopropoxyphenyl)-1H-indole-2-carboxylic acid

Procedure

The title compound was prepared in accordance with Example 8(c) from 5-(3,5-dichlorophenyl)-1H-indole-2-carboxylic acid ethyl ester (see step (a) above) and 4-isopropoxyphenylboronic acid, followed by ester hydrolysis in accordance with the procedure described in Example 35, Method 3, step (b).

Sources & evidence

ORD record
ord-81b3166bea96405cad0f432a95e6be1f
Source dataset
uspto-grants-2010_04
Patent number
US07705023B2

Reaction notes

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