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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1889193Generated: November 1, 2026

4-Methylmorpholine → 2-(4-Cyclopropanesulfonyl-phenyl)-2-(2,4-difluoro-phenoxy)-N-(5-methoxy-thiazol-2-yl)-acetamide

https://huagongshe.com/reaction/1889193

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant5-Methoxy-1,3-thiazol-2-amineHCID 20316283—
Reactant2-(4-Cyclopropylsulfonylphenyl)-2-(2,4-difluorophenoxy)acetic acidHCID 59610032—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product2-(4-Cyclopropanesulfonyl-phenyl)-2-(2,4-difluoro-phenoxy)-N-(5-methoxy-thiazol-2-yl)-acetamideHCID 5961006534.7%

Reaction Steps

To a mixture of 2-(4-cyclopropanesulfonylphenyl)-2-(2,4-difluorophenoxy)acetic acid (0.1 g, 0.27 mmol), 5-methoxy-thiazol-2-ylamine (0.042 g, 0.33 mmol), HOBt (0.044 g, 0.33 mmol), and EDCI (0.062 g, 0.33 mmol), in DMF (10 mL), was added N-methyl morpholine (0.034 g, 0.33 mmom). The resulting mixture was stirred at room temperature overnight followed by dilution with DCM. The reaction mixture was poured into water; organic layer was washed with water, brine, dried over sodium sulfate, and the organic solvent evaporated to get a residue which was purified by column chromatoghaphy using 40-50% ethylacetate in hexane as eluent to provide the title compound (0.045 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501955B2
Source datasetuspto-grants-2013_08
ORD IDord-5c6e757e906644d6bc995ef116271db8
Source noteuspto-grants-2013_08