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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2382373Generated: October 31, 2026

(3R)-1-benzylpyrrolidin-3-amine → 3-[3-((R)-1-benzyl-pyrrolidin-3-yl)-ureido]-benzenesulfonamide

https://huagongshe.com/reaction/2382373

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3R)-1-benzylpyrrolidin-3-amineHCID 1519354—
Reactantphenyl N-(3-sulfamoylphenyl)carbamateHCID 39870106—
SolventMethanolHCID 887—
Product3-[3-((R)-1-benzyl-pyrrolidin-3-yl)-ureido]-benzenesulfonamideHCID 66631113—

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of (R)—N-benzyl-3-aminopyrrolidine (14.9 g, 0.084 mol) in methanol (100 mL) is added to a suspension of (3-sulfamoyl-phenyl)-carbamic acid phenyl ester (25 g, 0.084 mol). The resulting pale orange solution is stirred at mild reflux (DrySyn @ 80° C.) for two hours, then allowed to cool to room temperature, before the volatile components are removed under reduced pressure. The orange syrup is purified by flash column chromatography (silica; DCM/methanol 10:1) to give a beige foamed solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08258141B2
Source datasetuspto-grants-2012_09
ORD IDord-397265bda2344fad97ccab781732454c
Source noteuspto-grants-2012_09