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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038428Generated: October 31, 2026

Trifluoroacetic acid → N-(3-((5-(1H-indol-2-yl)oxazol-2-yl)amino)phenyl)-1-phenyl methane sulfonamide

https://huagongshe.com/reaction/1038428

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-butyl 2-(2-((3-(phenylmethylsulfonamido)phenyl)amino)oxazol-5-yl)-1H-indole-1-carboxylateHCID 71060369—
SolventDichloromethaneHCID 6344—
ProductN-(3-((5-(1H-indol-2-yl)oxazol-2-yl)amino)phenyl)-1-phenyl methane sulfonamideHCID 7106042671.4%

Reaction Steps

To a stirred solution of tert-butyl 2-(2-((3-(phenylmethylsulfonamido) phenyl)amino)oxazol-5-yl)-1H-indole-1-carboxylate 28 (0.24 g, 0.441 mmol) in anhydrous CH2Cl2 (20 mL) was added 1:1 mixture of CH2Cl2:Trifluoroacetic acid (10 mL) at room temperature. Reaction was stirred for 1.5 hour at ambient temperature. It was quenched with aq. saturated NaHCO3 and CH2Cl2 layer was separated. After evaporation of solvent, crude product was purified using MPLC silica column (Biotage) (Acetone/hexane as an eluent) to obtain N-(3-((5-(1H-indol-2-yl)oxazol-2-yl)amino)phenyl)-1-phenyl methane sulfonamide 29 (0.14 g, 71% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08551992B2
Source datasetuspto-grants-2013_10
ORD IDord-66f17183c4cc47d1a0f06158e4eb687b
Source noteuspto-grants-2013_10