(3-Carbamoylphenyl)boronic acid → HCID 49800566, compound

HRID 1020411Notes

Reaction equation

HRID 1020411 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.[C:29]([C:32]1[CH:33]=[C:34](B(O)O)[CH:35]=[CH:36][CH:37]=1)(=[O:31])[NH2:30]>>[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]([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:36]3[CH:37]=[C:32]([CH:33]=[CH:34][CH:35]=3)[C:29]([NH2:30])=[O:31])[C:18]2=[O:27])=[CH:12][CH:11]=1)=[O:28]

Participants

3

Reactant 2

HCID 2737814(3-Carbamoylphenyl)boronic acidHCID 49803713HCID 49803713, compound

Product 1

HCID 49800566HCID 49800566, compoundYield 73%

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-carbamoylphenyl boronic acid instead of phenyl boronic acid, to obtain the title compound (73%).

Sources & evidence

ORD record
ord-4b27faff158c4c63a77a993db26e7888
Source dataset
uspto-grants-2014_05
Patent number
US08716326B2

Reaction notes

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