Benzo[b]furan-2-boronic acid → 2-([(2-([3-(1-Benzofuran-2-yl)phenyl]amino)-2-oxoethoxy)acetyl]amino)-5-chlorobenzoic acid

HRID 1964030Notes

Reaction equation

HRID 1964030 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1B(O)O.Br[C:14]1[CH:15]=[C:16]([NH:20][C:21](=[O:38])[CH2:22][O:23][CH2:24][C:25]([NH:27][C:28]2[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][C:29]=2[C:30]([OH:32])=[O:31])=[O:26])[CH:17]=[CH:18][CH:19]=1>>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:14]1[CH:15]=[C:16]([NH:20][C:21](=[O:38])[CH2:22][O:23][CH2:24][C:25]([NH:27][C:28]2[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][C:29]=2[C:30]([OH:32])=[O:31])=[O:26])[CH:17]=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 2776266Benzo[b]furan-2-boronic acidHCID 866533492-[((2-[(3-Bromophenyl)amino]-2-oxoethoxy)acetyl)amino]-5-chlorobenzoic acid

Product 1

HCID 442504242-([(2-([3-(1-Benzofuran-2-yl)phenyl]amino)-2-oxoethoxy)acetyl]amino)-5-chlorobenzoic acid

Procedure

Using the same method as in Example 19-(ii), 2-benzofuran boronic acid was reacted with the 2-[((2-[(3-bromophenyl)amino]-2-oxoethoxy)acetyl)amino]-5-chlorobenzoic acid.methyl ester obtained in Example 19-(i) to give 2-([(2-([3-(1-benzofuran-2-yl)phenyl]amino)-2-oxoethoxy)acetyl]amino)-5-chlorobenzoic acid.methyl ester (yield: 44%).

Sources & evidence

ORD record
ord-2e2f69dc154441a59623070b8560db92
Source dataset
uspto-grants-2013_04
Patent number
US08415479B2

Reaction notes

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