4-Isopropylphenylboronic acid → N-[5-(4-isopropylphenyl)thiophene-2-sulfonyl]pyrrole

HRID 1166892Notes

Reaction equation

HRID 1166892 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][C:7](B(O)O)=[CH:6][CH:5]=1)([CH3:3])[CH3:2].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>>[CH: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)([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 27734804-Isopropylphenylboronic acidHCID 23445587N-(5-bromothiophenesulfonyl)pyrrole

Product 1

HCID 22998466N-[5-(4-isopropylphenyl)thiophene-2-sulfonyl]pyrroleYield 84%

Procedure

N-[5-(4-isopropylphenyl)thiophene-2-sulfonyl]pyrrole was prepared in the same manner as described in Example 33C, from 4-isopropylphenyl boronic acid and N-(5-bromothiophene sulfonyl)-pyrrole. Purification by column chromatography using 10% ethyl acetate/hexanes gave the pure sulfonamide as an off white colored solid in 84% yield, m.p. 112-114° C.

Workup

  1. customPurification by column chromatography

Sources & evidence

ORD record
ord-5b7a446410be48a7929f2f4683b74230
Source dataset
uspto-grants-2003_09
Patent number
US06613804B2

Reaction notes

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