(5-Methylthiophen-2-yl)boronic acid → N-[5-(5-methyl-2-thienyl)thiophene-2-sulfonyl]pyrrole

HRID 1166970Notes

Reaction equation

HRID 1166970 reaction equation
[CH3:1][C:2]1[S:3][C:4](B(O)O)=[CH:5][CH:6]=1.Br[C:11]1[S:15][C:14]([S:16]([N:19]2[CH:23]=[CH:22][CH:21]=[CH:20]2)(=[O:18])=[O:17])=[CH:13][CH:12]=1>>[CH3:1][C:2]1[S:3][C:4]([C:11]2[S:15][C:14]([S:16]([N:19]3[CH:23]=[CH:22][CH:21]=[CH:20]3)(=[O:17])=[O:18])=[CH:13][CH:12]=2)=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 2734374(5-Methylthiophen-2-yl)boronic acidHCID 23445587N-(5-bromothiophenesulfonyl)pyrrole

Product 1

HCID 22998476N-[5-(5-methyl-2-thienyl)thiophene-2-sulfonyl]pyrroleYield 72%

Procedure

N-[5-(5-methyl-2-thienyl)thiophene-2-sulfonyl]pyrrole was prepared in the same manner as described in Example 32C from 2-methyl-thiophene-5-boronic acid and N-(5-bromothiophene-2-sulfonyl)pyrrole. Purification by column chromatography using 2% ether/hexanes gave the pure sulfonamide in 72% yield as a white solid.

Workup

  1. customPurification by column chromatography

Sources & evidence

ORD record
ord-dc3069526f0e4e5d9b7ee99f99b47ead
Source dataset
uspto-grants-2003_09
Patent number
US06613804B2

Reaction notes

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