2,4-Dimethoxybenzeneboronic acid → HCID 49805795, compound

HRID 1020433Notes

Reaction equation

HRID 1020433 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][NH:16][C:17](=[O:26])[C:18]1[CH:23]=[CH:22][C:21](Br)=[C:20]([CH3:25])[CH:19]=1)=[O:10].[CH3:27][O:28][C:29]1[CH:34]=[C:33]([O:35][CH3:36])[CH:32]=[CH:31][C:30]=1B(O)O>>[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][NH:16][C:17](=[O:26])[C:18]1[CH:23]=[CH:22][C:21]([C:32]2[CH:31]=[CH:30][C:29]([O:28][CH3:27])=[CH:34][C:33]=2[O:35][CH3:36])=[C:20]([CH3:25])[CH:19]=1)=[O:10]

Participants

3

Reactant 2

HCID 27343412,4-Dimethoxybenzeneboronic acidHCID 49805562HCID 49805562, compound

Product 1

HCID 49805795HCID 49805795, compoundYield 66%

Procedure

The procedure of Example 81 was repeated except for using N-(5-(2-aminophenylcarbamoyl)pentyl)-4-bromo-3-methylbenzamide instead of N-(5-(2-aminophenylcarbomoyl)pentyl)-3-bromo-2-methylbenzamide, and 2,4-dimethoxyphenyl boronic acid instead of phenyl boronic acid to obtain the title compound (38 mg, 66%).

Sources & evidence

ORD record
ord-5935cefc1afa4a68a32208f36cdce4b5
Source dataset
uspto-grants-2014_05
Patent number
US08716326B2

Reaction notes

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