(3-Chlorophenyl)boronic acid → HCID 66657675, compound

HRID 420965Notes

Reaction equation

HRID 420965 reaction equation
C[O:2][C:3]([C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([OH:14])[CH:12]=2)[N:7]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH:22]([CH3:24])[CH3:23])=[CH:17][CH:16]=2)[C:6]=1[C:25]1[CH:30]=[CH:29][C:28]([C:31]([O:33]C)=[O:32])=[CH:27][CH:26]=1)=[O:4].[Cl:35][C:36]1[CH:37]=[C:38](B(O)O)[CH:39]=[CH:40][CH:41]=1>>[C:31]([C:28]1[CH:27]=[CH:26][C:25]([C:6]2[N:7]([C:15]3[CH:20]=[CH:19][C:18]([O:21][CH:22]([CH3:23])[CH3:24])=[CH:17][CH:16]=3)[C:8]3[C:13]([C:5]=2[C:3]([OH:2])=[O:4])=[CH:12][C:11]([O:14][C:40]2[CH:39]=[CH:38][CH:37]=[C:36]([Cl:35])[CH:41]=2)=[CH:10][CH:9]=3)=[CH:30][CH:29]=1)([OH:33])=[O:32]

Participants

3

Reactant 2

HCID 2734323(3-Chlorophenyl)boronic acidHCID 66657622HCID 66657622, compound

Product 1

HCID 66657675HCID 66657675, compound

Procedure

The sub-title compound was prepared in accordance with step (c) Example 1 from 5-hydroxy-1-(4-isopropoxyphenyl)-2-(4-methoxycarbonylphenyl)indole-3-carboxylic acid methyl ester (150 mg, 0.32 mmol, see step (b) Example 43) and 3-chloro-phenylboronic acid (100 mg, 0.64 mmol. Yield 97 mg (54%).

Sources & evidence

ORD record
ord-e59891f7b23d4b0aa82233416eb73810
Source dataset
uspto-grants-2012_01
Patent number
US08097623B2

Reaction notes

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