3,4-Dimethoxyphenylboronic acid → HCID 49804292, compound

HRID 1020402Notes

Reaction equation

HRID 1020402 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][O:30][C:31]1[CH:32]=[C:33](B(O)O)[CH:34]=[CH:35][C:36]=1[O:37][CH3:38]>>[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][C:31]([O:30][CH3:29])=[C:36]([O:37][CH3:38])[CH:35]=3)[C:18]2=[O:27])=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 27347023,4-Dimethoxyphenylboronic acidHCID 49803713HCID 49803713, compound

Product 1

HCID 49804292HCID 49804292, compoundYield 91%

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 3,4-dimethoxyphenyl boronic acid instead of phenyl boronic acid to obtain the title compound (91%).

Sources & evidence

ORD record
ord-f7680c3a801d469687c61ea0471bd068
Source dataset
uspto-grants-2014_05
Patent number
US08716326B2

Reaction notes

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