4-Bromo-3-fluorobenzenesulfonyl chloride → 4-Bromo-N-[4-chloro-2-(pyridine-3-carbonyl)-phenyl]-3-fluoro-benzenesulfonamide

HRID 29545Notes

Reaction equation

HRID 29545 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]([C:11]1[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=1)=[O:10].[Br:17][C:18]1[CH:23]=[CH:22][C:21]([S:24](Cl)(=[O:26])=[O:25])=[CH:20][C:19]=1[F:28]>N1C=CC=CC=1>[Br:17][C:18]1[CH:23]=[CH:22][C:21]([S:24]([NH:1][C:2]2[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=2[C:9]([C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)=[O:10])(=[O:26])=[O:25])=[CH:20][C:19]=1[F:28]

Participants

4

Reactant 2

HCID 27782184-Bromo-3-fluorobenzenesulfonyl chlorideHCID 13549723(2-Amino-5-chlorophenyl)(pyridin-3-yl)methanone

Product 1

HCID 597887464-Bromo-N-[4-chloro-2-(pyridine-3-carbonyl)-phenyl]-3-fluoro-benzenesulfonamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The title compound was prepared according to the general procedures for the synthesis of N-Aryl-benzenesulfonamides previously described using (2-amino-5-chloro-phenyl)-(pyridin-3-yl)-methanone 2 g (8.7 mmol) and 4-bromo-3-fluoro-benzenesulfonyl chloride 2.35 g (8.77 mmol) in 15 ml pyridine. Purification with silica chromatography eluted with dichlorometane:10-ethyl acetate gave a yellow powder.

Workup

  1. customPurification with silica chromatography
  2. washeluted with dichlorometane

Sources & evidence

ORD record
ord-ac8c319b5b1143d8a86f2a85f37bcc63
Source dataset
uspto-grants-2008_09
Patent number
US07420055B2

Reaction notes

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