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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428740Generated: October 31, 2026

Pyridine → Phenyl 3-fluoro-4-(methylsulfonamidomethyl)phenylcarbamate

https://huagongshe.com/reaction/1428740

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantPhenyl chloroformateHCID 15891—
ReactantN-(4-amino-2-fluorobenzyl)methanesulfonamideHCID 86679367—
SolventAcetonitrileHCID 6342—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductPhenyl 3-fluoro-4-(methylsulfonamidomethyl)phenylcarbamateHCID 8667936885%

Reaction Steps

To a stirred solution of N-(4-amino-2-fluorobenzyl)methanesulfonamide (190 mg, 0.871 mmol) in tetrahydrofuran and acetonitrile as co-solvent were added phenylchloroformate (0.115 ml, 0.914 mmol) and pyridine (0.084 ml, 1.045 mmol). The reaction mixture was stirred for 1 h at room temperature. The mixture dissolved in ethyl acetate and washed with water and brine. The organic layer was dried over magnesium sulfate and filtered. The filtrate was removed in vacuo. The crude was purified by column chromatography. Phenyl 3-fluoro-4-(methylsulfonamidomethyl)phenylcarbamate (250 mg) was obtained as 85% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08937092B2
Source datasetuspto-grants-2015_01
ORD IDord-ecfd50b90de44a79ae2b49c635cca9b9
Source noteuspto-grants-2015_01