Benzamide → HCID 49803994, compound

HRID 1020399Notes

Reaction equation

HRID 1020399 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(N)(=O)C1C=CC=CC=1.[F:38][C:39]([F:50])([F:49])[C:40]1[CH:45]=[CH:44][C:43](B(O)O)=[CH:42][CH:41]=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:43]3[CH:44]=[CH:45][C:40]([C:39]([F:50])([F:49])[F:38])=[CH:41][CH:42]=3)[C:18]2=[O:27])=[CH:12][CH:11]=1

Participants

4

Reactant 3

HCID 2331BenzamideHCID 27343894-(Trifluoromethyl)phenylboronic acidHCID 49803713HCID 49803713, compound

Product 1

HCID 49803994HCID 49803994, compoundYield 85%

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-(trifluoromethyl)phenyl boronic acid instead of phenyl boronic acid to obtain the title compound (85%).

Sources & evidence

ORD record
ord-7c77db35ee7f4046b636baaeff1c2af7
Source dataset
uspto-grants-2014_05
Patent number
US08716326B2

Reaction notes

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