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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 623363Generated: October 30, 2026

Pyridine → 5-Bromo-pyridine-2-sulfonic acid (4-fluoro-phenyl)-isobutyl-amide

https://huagongshe.com/reaction/623363

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantSodium BicarbonateHCID 516892—
Reactant4-Fluoro-N-(2-methylpropyl)anilineHCID 18543711—
Reactant5-Bromopyridine-2-sulfonyl chlorideHCID 44558097—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product5-Bromo-pyridine-2-sulfonic acid (4-fluoro-phenyl)-isobutyl-amideHCID 8672187382.9%

Reaction Steps

To a solution of 5-bromo-pyridine-2-sulfonyl chloride (330 mg, 1.29 mmol) in DCM (10 mL) was added pyridine (208 μL, 2.57 mmol) followed by a solution of (4-fluoro-phenyl)-isobutyl-amine (215 mg, 1.29 mmol) in DCM (10 mL) and the reaction was stirred at room temperature for 16 hours. Water and saturated aqueous 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 5-bromo-pyridine-2-sulfonic acid (4-fluoro-phenyl)-isobutyl-amide (414 mg, 78%). LCMS (m/z, Method A) ES+ 387/389 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09302985B2
Source datasetuspto-grants-2016_04
ORD IDord-7db6ec00e5934fa78fb19a674a039574
Source noteuspto-grants-2016_04