3-Pyridinylboronic acid → HCID 49800849, compound

HRID 1020417Notes

Reaction equation

HRID 1020417 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:26])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][N:15]1[CH2:23][C:22]2[C:17](=[CH:18][CH:19]=[CH:20][C:21]=2Br)[C:16]1=[O:25].[N:27]1[CH:32]=[CH:31][CH:30]=[C:29](B(O)O)[CH:28]=1>>[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:26])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][N:15]1[CH2:23][C:22]2[C:17](=[CH:18][CH:19]=[CH:20][C:21]=2[C:29]2[CH:28]=[N:27][CH:32]=[CH:31][CH:30]=2)[C:16]1=[O:25]

Participants

3

Reactant 2

HCID 27343783-Pyridinylboronic acidHCID 49800847HCID 49800847, compound

Product 1

HCID 49800849HCID 49800849, compoundYield 94%

Procedure

The procedure of Example 2 was repeated except for using N-(2-aminophenyl)-6-(4-bromo-1-oxoisoindolin-2-yl)hexanamide obtained in Example 36 instead of N-(2-aminophenyl)-4-((4-bromo-5,6-dimethoxy-1-oxoisoindolin-2-yl)methyl)benzamide, and 3-pyridinyl boronic acid instead of phenyl boronic acid, to obtain the title compound (94%).

Sources & evidence

ORD record
ord-56ada4d9dd474ba09a3b5bcdfbdc9c90
Source dataset
uspto-grants-2014_05
Patent number
US08716326B2

Reaction notes

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