HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(5-Chloro-1,1-dioxo-1H-1lambda6-thiophen-2-yl)-2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | 1-(5-Chlorothiophen-2-yl)-2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]ethanol | HCID 24962015 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(5-Chloro-1,1-dioxo-1H-1lambda6-thiophen-2-yl)-2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]ethanol | HCID 59437255 | 13% |
Reaction Steps
To a room temperature solution of 100 mg (0.2 mmol) of 1-(5-chlorothiophen-2-yl)-2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]ethanol in 5 mL of CH2Cl2 was added 100 mg (0.5 mmol) of m-chloroperbenzoic acid. After 3 hours, the reaction was diluted with 5 mL of water and extracted with CH2Cl2. The combined organic layers were washed with brine, dried over sodium sulfate, and concentrated in vacuo. The residue was purified by flash chromatography using ethyl acetate in hexanes (10-30% gradient) to afford 14 mg (13%) of the title compound. MS m/z 459.82 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08658637B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-c8d1620f18984441a3a811360a94c993 |
| Source note | uspto-grants-2014_02 |