HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 3-((5-(1H-indol-2-yl)oxazol-2-yl)amino)phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-butyl 2-(2-((3-hydroxyphenyl)amino)oxazol-5-yl)-1H-indole-1-carboxylate | HCID 71060496 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-((5-(1H-indol-2-yl)oxazol-2-yl)amino)phenol | HCID 71060414 | 29.1% |
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:Trifluoroaceticacid (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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08865709B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-e9a432c6b7734cd79ac069e8114cd0a4 |
| Source note | uspto-grants-2014_10 |