4-tert-Butylphenylboronic acid → HCID 49800568, compound

HRID 1020413Notes

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:33]1[CH:38]=[CH:37][C:36](B(O)O)=[CH:35][CH:34]=1)([CH3:32])([CH3:31])[CH3:30]>>[C:29]([C:33]1[CH:38]=[CH:37][C:36]([C:23]2[CH:22]=[CH:21][CH:20]=[C:19]3[C:24]=2[CH2:25][N:17]([CH2:16][C:13]2[CH:14]=[CH:15][C:10]([C:9]([NH:8][C:3]4[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=4[NH2:1])=[O:28])=[CH:11][CH:12]=2)[C:18]3=[O:27])=[CH:35][CH:34]=1)([CH3:32])([CH3:31])[CH3:30]

Participants

Reactant 2

HCID 27343204-tert-Butylphenylboronic acid

HCID 49803713HCID 49803713, compound

Product 1

HCID 49800568HCID 49800568, compoundYield 58%

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-tert-butylphenyl boronic acid instead of phenyl boronic acid, to obtain the title compound (58%).

Sources & evidence

ORD record: ord-5c7d221c92ed41959e7b7c5330b1dc66
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08716326B2

Reaction notes

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