3,5-Dimethylphenylboronic acid → HCID 49803993, compound

HRID 1020398Notes

Reaction equation

HRID 1020398 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.[CH3:29][C:30]1[CH:31]=[C:32](B(O)O)[CH:33]=[C:34]([CH3:36])[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:32]3[CH:33]=[C:34]([CH3:36])[CH:35]=[C:30]([CH3:29])[CH:31]=3)[C:18]2=[O:27])=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 27343493,5-Dimethylphenylboronic acidHCID 49803713HCID 49803713, compound

Product 1

HCID 49803993HCID 49803993, compoundYield 84%

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 3,5-dimethylphenyl boronic acid instead of phenyl boronic acid to obtain the title compound (84%).

Sources & evidence

ORD record
ord-d8be0ad11b384268a745885516e2a695
Source dataset
uspto-grants-2014_05
Patent number
US08716326B2

Reaction notes

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