4-Bromo-3-fluorobenzenesulfonyl chloride → 4-Bromo-N-[4-chloro-2-(6-methyl-pyridine-3-carbonyl)-phenyl]-3-fluoro-benzenesulfonamide

HRID 29542Notes

Reaction equation

HRID 29542 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][C:14]([CH3:17])=[CH:15][CH:16]=1)=[O:10].[Br:18][C:19]1[CH:24]=[CH:23][C:22]([S:25](Cl)(=[O:27])=[O:26])=[CH:21][C:20]=1[F:29]>N1C=CC=CC=1>[Br:18][C:19]1[CH:24]=[CH:23][C:22]([S:25]([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][C:14]([CH3:17])=[CH:15][CH:16]=2)=[O:10])(=[O:27])=[O:26])=[CH:21][C:20]=1[F:29]

Participants

4

Reactant 2

HCID 27782184-Bromo-3-fluorobenzenesulfonyl chlorideHCID 22327305(2-Amino-5-chloro-phenyl)-(6-methyl-pyridin-3-yl)methanone

Product 1

HCID 597885734-Bromo-N-[4-chloro-2-(6-methyl-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)-(6-methyl-pyridin-3-yl)-methanone 2.4 g (8.77 mmol) and 4-bromo-3-fluoro-benzenesulfonyl chloride 2.16 g (8.77 mmol) stirred in 14 ml pyridine. Purification on silica gel with flash column chromatography gave a light orange solid.

Workup

  1. customPurification on silica gel with flash column chromatography
  2. customgave a light orange solid

Sources & evidence

ORD record
ord-35831674dea7462d90f862e99b4a3891
Source dataset
uspto-grants-2008_09
Patent number
US07420055B2

Reaction notes

Loading…