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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049020Generated: October 31, 2026

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

https://huagongshe.com/reaction/1049020

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 numberUS09382222B2
Source datasetuspto-grants-2016_07
ORD IDord-1f6acb0786c34e3ca8862c8391a899d9
Source noteuspto-grants-2016_07