4-Phenoxyphenylboronic acid → HCID 49800569, compound

HRID 1020414Notes

Reaction equation

HRID 1020414 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.[O:29]([C:36]1[CH:41]=[CH:40][C:39](B(O)O)=[CH:38][CH:37]=1)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=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:39]3[CH:40]=[CH:41][C:36]([O:29][C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)=[CH:37][CH:38]=3)[C:18]2=[O:27])=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 27343774-Phenoxyphenylboronic acidHCID 49803713HCID 49803713, compound

Product 1

HCID 49800569HCID 49800569, compoundYield 42%

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 4-phenoxyphenyl boronic acid instead of phenyl boronic acid, to obtain the title compound (42%).

Sources & evidence

ORD record
ord-c47839bc2b254af8995ab2c23c030fc5
Source dataset
uspto-grants-2014_05
Patent number
US08716326B2

Reaction notes

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