(Naphthalen-2-yl)boronic acid → HCID 49804589, compound

HRID 1020406Notes

Reaction equation

HRID 1020406 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.B(O)(O)[C:30]1[CH:39]=[CH:38][C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH:31]=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:30]3[CH:39]=[CH:38][C:37]4[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=4)[CH:31]=3)[C:18]2=[O:27])=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 2734375(Naphthalen-2-yl)boronic acidHCID 49803713HCID 49803713, compound

Product 1

HCID 49804589HCID 49804589, compoundYield 68%

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 naphthalen-2-yl-2-boronic acid instead of phenyl boronic acid, to obtain the title compound (68%).

Sources & evidence

ORD record
ord-36ec546bb0fd46d9970b32ebe0b8d2fb
Source dataset
uspto-grants-2014_05
Patent number
US08716326B2

Reaction notes

Loading…