3,5-Bis-trifluoromethylphenylboronic acid → HCID 22998486, compound

HRID 2270728Notes

Reaction equation

HRID 2270728 reaction equation
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:4]=[C:5](B(O)O)[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.Br[C:19]1[S:23][C:22]([S:24]([N:27]2[CH:31]=[CH:30][CH:29]=[CH:28]2)(=[O:26])=[O:25])=[CH:21][CH:20]=1>>[F:1][C:2]([F:17])([F:16])[C:3]1[CH:4]=[C:5]([C:19]2[S:23][C:22]([S:24]([N:27]3[CH:31]=[CH:30][CH:29]=[CH:28]3)(=[O:25])=[O:26])=[CH:21][CH:20]=2)[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1

Participants

3

Reactant 2

HCID 1562653,5-Bis-trifluoromethylphenylboronic acidHCID 23445587N-(5-bromothiophenesulfonyl)pyrrole

Product 1

HCID 22998486HCID 22998486, compoundYield 93%

Procedure

N-{5-[3,5-bis(trifluoromethyl)phenyl]thiophene-2-sulfonyl}pyrrole was prepared in the same manner as described in Example 32C from 3,5-bis(trifluoromethyl)benzeneboronic acid (619 mg, 2.26 mmol) and N-[5-bromothiophene-2-sulfonyl]pyrrole (60 mg, 2.05 mmol). Purification by column chromatography using 2% ethyl acetate/hexanes gave the pure sulfonamide as a white solid in 93% yield.

Workup

  1. customPurification by column chromatography

Sources & evidence

ORD record
ord-0a771bafa1f641daac3f8263085203e8
Source dataset
uspto-grants-2001_12
Patent number
US06331637B1

Reaction notes

Loading…