3-Fluoro-4-methoxyphenylboronic acid → HCID 49804592, compound

HRID 1020409Notes

Reaction equation

HRID 1020409 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.[F:29][C:30]1[CH:31]=[C:32](B(O)O)[CH:33]=[CH:34][C:35]=1[O:36][CH3:37]>>[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]=[CH:34][C:35]([O:36][CH3:37])=[C:30]([F:29])[CH:31]=3)[C:18]2=[O:27])=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 27821943-Fluoro-4-methoxyphenylboronic acidHCID 49803713HCID 49803713, compound

Product 1

HCID 49804592HCID 49804592, compoundYield 51%

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-fluoro-4-methoxyphenyl boronic acid instead of phenyl boronic acid, to obtain the title compound (51%).

Sources & evidence

ORD record
ord-58c12d2d917c49c7bb40e13fa41797ed
Source dataset
uspto-grants-2014_05
Patent number
US08716326B2

Reaction notes

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