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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049017Generated: October 30, 2026

Pyridine → Chloro-pyridine-3-sulfonic acid (4-fluoro-phenyl)-isobutyl-amide

https://huagongshe.com/reaction/1049017

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantDichloromethaneHCID 6344—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Chloro-5-pyridinesulfonyl chlorideHCID 2792792—
Reactant4-Fluoro-N-(2-methylpropyl)anilineHCID 18543711—
SolventWaterHCID 962—
ProductChloro-pyridine-3-sulfonic acid (4-fluoro-phenyl)-isobutyl-amideHCID 8672187280%

Reaction Steps

To a solution of (4-fluoro-phenyl)-isobutyl-amine (250 mg, 1.5 mmol) in DCM (5 mL) was added pyridine (242 μL, 3.0 mmol) followed by 6-chloropyridine-3-sulfonylchloride (379 mg, 1.8 mmol) and the reaction was stirred at room temperature for 2 hours. Water and saturated NaHCO3 were added and then extracted with DCM, filtered through a phase separator, concentrated then purified by silica gel column chromatography (0-20% EtOAC in cyclohexane) to give chloro-pyridine-3-sulfonic acid (4-fluoro-phenyl)-isobutyl-amide (411 mg, 80%) LCMS (m/z, Method A) ES+ 343 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382222B2
Source datasetuspto-grants-2016_07
ORD IDord-e62a2f49510444bd81eb0e87bd98fd34
Source noteuspto-grants-2016_07