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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 42342Generated: October 30, 2026

N-methyl-2-pyrrolidone → 5-Aminomethyl-N-tert-butyl-2-fluoro-benzenesulfonamide

https://huagongshe.com/reaction/42342

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant5-Chloro-2-fluorobenzenesulfonyl chlorideHCID 2778273—
Reactant4-Aminomethyl-N-tert-butyl-3-methyl-benzenesulfonamideHCID 58275344—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Product5-Aminomethyl-N-tert-butyl-2-fluoro-benzenesulfonamideHCID 28716369—

Reaction Conditions

Temperature120 °C

Reaction Steps

5-Aminomethyl-N-tert-butyl-2-fluoro-benzenesulfonamide was synthesized in a manner analogous to 4-Aminomethyl-N-tert-butyl-3-methyl-benzenesulfonamide in Example 4, using 5-chloro-2-fluorobenzene-1-sulfonyl chloride in place of 4-bromo-3-methylbenzene-1-sulfonyl chloride. In the second step NMP was used as the solvent, Pd(dppf)Cl2 alone was used as catalyst and the reaction mixture was stirred at 120° C. for 15 hours.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536187B2
Source datasetuspto-grants-2013_09
ORD IDord-d091dfa4a41044699fc0cce15c88e16a
Source noteuspto-grants-2013_09