(3-Acetamidophenyl)boronic acid → HCID 66689481, compound

HRID 1020408Notes

Reaction equation

HRID 1020408 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]([NH:32][C:33]1[CH:34]=[C:35](B(O)O)[CH:36]=[CH:37][CH:38]=1)(=[O:31])[CH3:30]>>[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:37]3[CH:36]=[CH:35][CH:34]=[C:33]([NH:32][C:29](=[O:31])[CH3:30])[CH:38]=3)[C:18]2=[O:27])=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 157274(3-Acetamidophenyl)boronic acidHCID 49803713HCID 49803713, compound

Product 1

HCID 66689481HCID 66689481, compoundYield 54%

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-acetamidophenyl boronic acid instead of phenyl boronic acid, to obtain the title compound (54%).

Sources & evidence

ORD record
ord-279cb9558a1144f58ee5cceef6d675af
Source dataset
uspto-grants-2014_05
Patent number
US08716326B2

Reaction notes

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