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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2095758Generated: October 31, 2026

Water → HCID 140562199, compound

https://huagongshe.com/reaction/2095758

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIodoacetamideHCID 3727—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 58158517HCID 58158517—
SolventDimethylformamideHCID 6228—
ProductHCID 140562199HCID 14056219972%

Reaction Steps

To a solution of benzyl {3-fluoro-4-[(6-{[(4-methylphenyl)sulfonyl]amino}pyridin-3-yl)oxy]phenyl}carbamate (35.0 g, 69.0 mmol) in N,N-dimethylformamide (350 mL) were added N,N-diisopropylethylamine (15.6 mL, 89.6 mmol) and iodoacetamide (16.6 g, 89.6 mmol), and the mixture was stirred at room temperature for 24 hr. Water was added to the reaction mixture, and the mixture was extracted twice with ethyl acetate/tetrahydrofuran. The combined organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and filtered. The solvent was evaporated under reduced pressure, and the residue was washed with hexane/ethyl acetate and collected by filtration to give the title compound (28.0 g, 72%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08445509B2
Source datasetuspto-grants-2013_05
ORD IDord-25abf445a9524789bfd70b4c897d0b5d
Source noteuspto-grants-2013_05