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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1987593Generated: November 1, 2026

Pyridine → 2-(4-Chloro-benzenesulfonylamino)-5,5,5-trifluoro-3-(2,2,2-trifluoroethyl)-pentanoic acid methyl ester

https://huagongshe.com/reaction/1987593

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant4-Chlorobenzenesulfonyl chlorideHCID 7398—
Reactant2-Amino-5,5,5-trifluoro-3-(2,2,2-trifluoroethyl)-pentanoic acid methyl esterHCID 57529277—
SolventDichloromethaneHCID 6344—
Product2-(4-Chloro-benzenesulfonylamino)-5,5,5-trifluoro-3-(2,2,2-trifluoroethyl)-pentanoic acid methyl esterHCID 5752927470.7%

Reaction Conditions

Temperature25 °C

Reaction Steps

4-Chlorophenyl sulphonyl chloride (85 mg, 0.40 mmol) was added to a solution of 2-amino-5,5,5-trifluoro-3-(2,2,2-trifluoroethyl)-pentanoic acid methyl ester (108 mg, 0.40 mmol) and pyridine (0.15 mL, 1.00 mmol) in CH2Cl2 (2 mL) and the reaction was subsequently stirred for 18 hours at 25° C. The solvent was removed in vacuo and the residue was dissolved in EtOAc (20 mL). This solution was washed with 1M HCl (2×10 mL) and brine (10 mL), dried over Na2SO4 and evaporated to afford a crude oil which was purified by flash chromatography, eluting with 20:80 EtOAc:hexanes, to provide the title compound (125 mg) as an oil in 70% yield. Mass Spectrum (−ESI): 446.0 [M−H]−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07550629B2
Source datasetuspto-grants-2009_06
ORD IDord-ce9cb1ec664a4fdca9ef043310f58147
Source noteuspto-grants-2009_06