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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 537857Generated: October 25, 2026

N-(3-Aminophenyl)methanesulfamide → tert-butyl 2-(2-((3-(methylsulfonamido) phenyl)amino)oxazol-5-yl)-1H-indole-1-carboxylate

https://huagongshe.com/reaction/537857

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(3-Aminophenyl)methanesulfamideHCID 2734262—
Reactanttert-butyl 2-(2-chlorooxazol-5-yl)-1H-indole-1-carboxylateHCID 71060197—
SolventIsopropanolHCID 3776—
Producttert-butyl 2-(2-((3-(methylsulfonamido) phenyl)amino)oxazol-5-yl)-1H-indole-1-carboxylateHCID 7106023954%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of tert-butyl 2-(2-chlorooxazol-5-yl)-1H-indole-1-carboxylate 21 (0.281 g, 0.883 mmol) and commercially available N-(3-aminophenyl)methanesulfonamide 6 (0.321 g, 1.723 mmol) in 2-propanol (20 mL) was heated to 80° C. for 14 h with stirring. Upon cooling, solvent was evaporated and silica column purified (Biotage) (Acetone/hexane as an eluent) to provide tert-butyl 2-(2-((3-(methylsulfonamido) phenyl)amino)oxazol-5-yl)-1H-indole-1-carboxylate 24 (0.221 g, 54% yield) as solid. MS (ES) m/z 469 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08865709B2
Source datasetuspto-grants-2014_10
ORD IDord-da04752b604f471ca476c8cefccdfde2
Source noteuspto-grants-2014_10