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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428741Generated: October 31, 2026

Phenyl 3-fluoro-4-(methylsulfonamidomethyl)phenylcarbamate → N-(2-Fluoro-4-(3-((2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methyl)ureido)benzyl)methanesulfonamide

https://huagongshe.com/reaction/1428741

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenyl 3-fluoro-4-(methylsulfonamidomethyl)phenylcarbamateHCID 86679368—
Reactant(2-m-Tolyl-6-(trifluoromethyl)pyridin-3-yl)methanamineHCID 86680208—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
ProductN-(2-Fluoro-4-(3-((2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methyl)ureido)benzyl)methanesulfonamideHCID 7153969072%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a stirred solution of phenyl 3-fluoro-4-(methylsulfonamidomethyl)-phenylcarbamate (67 mg, 0.198 mmol) and (2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methanamine (53 mg, 0.198 mmol) in acetonitrile were added 4-dimethylaminopyridine (24 mg, 0.198 mmol). The reaction mixture was stirred for 15 h at 50° C. The mixture was dissolved in ethyl acetate and washed with water and brine. The organic layer was dried over magnesium sulfate and filtered. The filtrate removed in vacuo. The crude was purified by column chromatography. N-(2-Fluoro-4-(3-((2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methyl)ureido)benzyl)methanesulfonamide (example 27) (72 mg) was obtained as 72% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08937092B2
Source datasetuspto-grants-2015_01
ORD IDord-c85e12543eaf490da142f71af7409c9c
Source noteuspto-grants-2015_01