(4-Propylphenyl)boronic acid → N-[5-(4-propylphenyl)thiophene-2-sulfonyl]pyrrole

HRID 234384

Reaction equation

HRID 234384 reaction equation
[CH2:1]([C:4]1[CH:9]=[CH:8][C:7](B(O)O)=[CH:6][CH:5]=1)[CH2:2][CH3:3].Br[C:14]1[S:18][C:17]([S:19]([N:22]2[CH:26]=[CH:25][CH:24]=[CH:23]2)(=[O:21])=[O:20])=[CH:16][CH:15]=1>>[CH2:1]([C:4]1[CH:9]=[CH:8][C:7]([C:14]2[S:18][C:17]([S:19]([N:22]3[CH:26]=[CH:25][CH:24]=[CH:23]3)(=[O:20])=[O:21])=[CH:16][CH:15]=2)=[CH:6][CH:5]=1)[CH2:2][CH3:3]

Participants

3

Reactant 2

HCID 4100861(4-Propylphenyl)boronic acidHCID 23445587N-(5-bromothiophenesulfonyl)pyrrole

Product 1

HCID 22998454N-[5-(4-propylphenyl)thiophene-2-sulfonyl]pyrroleYield 55%

Procedure

N-[5-(4-propylphenyl)thiophene-2-sulfonyl]pyrrole was prepared in the same manner as described in Example 33C, from 4-propylphenyl boronic acid and N-(5-bromothiophenesulfonyl)pyrrole. Purification by column chromatography using 10% ethyl acetate/hexanes gave the pure sulfonamide as a white solid in 55% yield, m.p. 106°-108° C.

Workup

  1. customPurification by column chromatography

Sources & evidence

ORD record
ord-8d293ef0b7d547b089e97ebbc157a920
Source dataset
uspto-grants-1997_01
Patent number
US05594021

Linked notes

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