3-Aminophenylboronic acid → HCID 49804294, compound

HRID 1020404Notes

Reaction equation

HRID 1020404 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:28])[C:10]1[CH:15]=[CH:14][C:13]([CH2:16][N:17]2[CH2:25][C:24]3[C:19](=[CH:20][CH:21]=[CH:22][C:23]=3Br)[C:18]2=[O:27])=[CH:12][CH:11]=1.[NH2:29][C:30]1[CH:31]=[C:32](B(O)O)[CH:33]=[CH:34][CH:35]=1>>[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:28])[C:10]1[CH:15]=[CH:14][C:13]([CH2:16][N:17]2[CH2:25][C:24]3[C:19](=[CH:20][CH:21]=[CH:22][C:23]=3[C:34]3[CH:33]=[CH:32][CH:31]=[C:30]([NH2:29])[CH:35]=3)[C:18]2=[O:27])=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 922693-Aminophenylboronic acidHCID 49803713HCID 49803713, compound

Product 1

HCID 49804294HCID 49804294, compoundYield 81%

Procedure

The procedure of Example 2 was repeated except for using N-(2-aminophenyl)-4-((4-bromo-1-oxoisoindolin-2-yl)methyl)benzamide obtained in Example 9 instead of N-(2-aminophenyl)-4-((4-bromo-5,6-dimethoxy-1-oxoisoindolin-2-yl)methyl)benzamide, and 3-aminophenyl boronic acid instead of phenyl boronic acid, to obtain the title compound (81%).

Sources & evidence

ORD record
ord-defdb1f71c6f4132a6960abfd6ffdd83
Source dataset
uspto-grants-2014_05
Patent number
US08716326B2

Reaction notes

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