4-(Methanesulfonyl)phenylboronic acid → 5-(4-tert-Butylphenyl)-1-(4-(methylsulfonyl)phenyl)indole-2-carboxylic acid

HRID 646116Notes

Reaction equation

HRID 646116 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]=[CH:19][C:18]([C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:17][CH:16]=1)=[CH:10][CH:9]=2)=[O:5])C.[CH3:25][S:26]([C:29]1[CH:34]=[CH:33][C:32](B(O)O)=[CH:31][CH:30]=1)(=[O:28])=[O:27]>>[C:21]([C:18]1[CH:17]=[CH:16][C:15]([C:11]2[CH:12]=[C:13]3[C:8](=[CH:9][CH:10]=2)[N:7]([C:32]2[CH:33]=[CH:34][C:29]([S:26]([CH3:25])(=[O:28])=[O:27])=[CH:30][CH:31]=2)[C:6]([C:4]([OH:3])=[O:5])=[CH:14]3)=[CH:20][CH:19]=1)([CH3:23])([CH3:22])[CH3:24]

Participants

3

Reactant 2

HCID 27343644-(Methanesulfonyl)phenylboronic acidHCID 68475095Ethyl 5-(4-(tert-butyl)phenyl)-1H-indole-2-carboxylate

Product 1

HCID 686980615-(4-tert-Butylphenyl)-1-(4-(methylsulfonyl)phenyl)indole-2-carboxylic acid

Procedure

The title compound was prepared in accordance with Example 8(c) using 5-(4-tert-butylphenyl)indole-2-carboxylic acid ethyl ester and 4-(methylsulfonyl)phenylboronic acid, followed by hydrolysis in accordance with the procedure described in Example 1(c).

Workup

  1. customfollowed by hydrolysis in accordance with the procedure

Sources & evidence

ORD record
ord-5671100268804f699d483457d2f95413
Source dataset
uspto-grants-2010_04
Patent number
US07705023B2

Reaction notes

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