3,5-Dichlorophenylboronic acid → HCID 24874644, compound

HRID 2264741Notes

Reaction equation

HRID 2264741 reaction equation
[C:1]([OH:4])(=[O:3])[CH3:2].Br[C:6]1[CH:7]=[C:8]([C:12]2([C:22]3[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=3)[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14]([NH2:21])=[N:13]2)[CH:9]=[CH:10][CH:11]=1.[Cl:30][C:31]1[CH:32]=[C:33](B(O)O)[CH:34]=[C:35]([Cl:37])[CH:36]=1>>[C:1]([OH:4])(=[O:3])[CH3:2].[Cl:30][C:31]1[CH:32]=[C:33]([C:6]2[CH:11]=[CH:10][CH:9]=[C:8]([C:12]3([C:22]4[CH:23]=[CH:24][C:25]([O:28][CH3:29])=[CH:26][CH:27]=4)[C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[C:14]([NH2:21])=[N:13]3)[CH:7]=2)[CH:34]=[C:35]([Cl:37])[CH:36]=1

Participants

3

Reactant 2

HCID 27343313,5-Dichlorophenylboronic acidHCID 67272649HCID 67272649, compound

Product 1

HCID 24874644HCID 24874644, compoundYield 28%

Procedure

The title compound was prepared as described for Example 78 (Scheme #14, N) starting from 1-(3-bromophenyl)-1-(4-methoxyphenyl)-1H-isoindole-3-amine acetate (Example 87) and (3,5-dichlorophenyl)boronic acid in 28% yield: 1H NMR (DMSO-d6) δ 7.78-7.74 (m, 2 H), 7.59-7.52 (m, 5 H), 7.47-7.41 (m, 2 H), 7.41-7.34 (m, 2 H), 7.23-7.18 (m, 2 H), 6.82-6.77 (m, 2 H), 3.69 (s, 3 H), 1.88 (s, 3 H); MS (ES) m/z 459, 461, 463 [M+1]+.

Sources & evidence

ORD record
ord-ab36018b9def4fa98a5416c0d1ef13f6
Source dataset
uspto-grants-2010_12
Patent number
US07855213B2

Reaction notes

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