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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1497750Generated: October 25, 2026

4-Toluenesulfonyl chloride → N-[5-Bromo-4-methyl-3-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-4-methyl-benzenesulfonamide

https://huagongshe.com/reaction/1497750

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
Reactant5-Bromo-4-methyl-3-(3-trifluoromethyl-phenyl)-pyridin-2-ylamineHCID 86708086—
SolventPyridineHCID 1049—
ProductN-[5-Bromo-4-methyl-3-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-4-methyl-benzenesulfonamideHCID 8670808986.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 5-bromo-4-methyl-3-(3-trifluoromethyl-phenyl)-pyridin-2-ylamine (Int. 1, 1.91 g, 5.77 mmol) in pyridine (25 mL) was added p-toluenesulfonyl chloride (1.75 g, 9.18 mmol) and then the reaction mixture was heated at 80° C. for 23 hrs. The solvent was removed by evaporation in vacuo and then the residue was purified by flash chromatography, eluting with a gradient of 0-30% EtOAc in cyclohexane, to give the title compound as an off-white solid (2.41 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199984B2
Source datasetuspto-grants-2015_12
ORD IDord-4657d6cf9d7e48c288bfd5eb25657558
Source noteuspto-grants-2015_12