2-Thiopheneboronic acid → HCID 44250554, compound

HRID 1964065Notes

Reaction equation

HRID 1964065 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1B(O)O.Br[C:10]1[CH:11]=[C:12]([CH:33]=[CH:34][CH:35]=1)[CH2:13][NH:14][C:15](=[O:32])[CH2:16][O:17][CH2:18][C:19]([NH:21][C:22]1[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][C:23]=1[C:24]([OH:26])=[O:25])=[O:20]>>[Cl:31][C:28]1[CH:29]=[CH:30][C:22]([NH:21][C:19](=[O:20])[CH2:18][O:17][CH2:16][C:15](=[O:32])[NH:14][CH2:13][C:12]2[CH:11]=[CH:10][CH:35]=[C:34]([C:2]3[S:1][CH:5]=[CH:4][CH:3]=3)[CH:33]=2)=[C:23]([CH:27]=1)[C:24]([OH:26])=[O:25]

Participants

3

Reactant 2

HCID 27339602-Thiopheneboronic acidHCID 86653355HCID 86653355, compound

Product 1

HCID 44250554HCID 44250554, compound

Procedure

Using the same method as in Example 19-(ii), 2-thiopheneboronic acid was reacted with the 2-[((2-[(3-bromobenzyl)amino]-2-oxoethoxy)acetyl)amino]-5-chlorobenzoic acid.methyl ester obtained in Example 72-(i) to give 5-chloro-2-([(2-oxo-2-([3-(thiophen-2-yl)benzyl]amino)ethoxy)acetyl]amino)benzoic acid.methyl ester (yield: 67%).

Sources & evidence

ORD record
ord-5eca878f5c504804840cef68adae1c0e
Source dataset
uspto-grants-2013_04
Patent number
US08415479B2

Reaction notes

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