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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038422Generated: October 30, 2026

Trifluoroacetic acid → 3-((5-(1H-indol-2-yl)oxazol-2-yl)amino)phenol

https://huagongshe.com/reaction/1038422

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-butyl 2-(2-((3-hydroxyphenyl)amino)oxazol-5-yl)-1H-indole-1-carboxylateHCID 71060496—
SolventDichloromethaneHCID 6344—
Product3-((5-(1H-indol-2-yl)oxazol-2-yl)amino)phenolHCID 7106041429.1%

Reaction Steps

To a stirred solution of tert-butyl 2-(2-((3-hydroxyphenyl)amino)oxazol-5-yl)-1H-indole-1-carboxylate 22 (0.125 g, 0.319 mmol) in anhydrous CH2Cl2 (20 mL) was added 1:1 mixture of CH2Cl2:Trifluoroacetic acid (5 mL) at 0° C. Reaction was stirred for 1 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 preparative-TLC to obtain 3-((5-(1H-indol-2-yl)oxazol-2-yl)amino)phenol 23 (0.027 g, 16% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08551992B2
Source datasetuspto-grants-2013_10
ORD IDord-d5befdfeb17f4c66ba41a4b82c36e033
Source noteuspto-grants-2013_10