HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 3-(3-Ethoxy-1,2,4-oxadiazol-5-yl)-5-[3-fluoro-4-(trifluoromethoxy)phenyl]piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Tert-butyl 3-(3-ethoxy-1,2,4-oxadiazol-5-yl)-5-[3-fluoro-4-(trifluoromethoxy)phenyl]piperidine-1-carboxylate | HCID 58116493 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(3-Ethoxy-1,2,4-oxadiazol-5-yl)-5-[3-fluoro-4-(trifluoromethoxy)phenyl]piperidine | HCID 58116536 | — |
Reaction Steps
387 mg (0.50 mmol) of tert-butyl 3-(3-ethoxy-1,2,4-oxadiazol-5-yl)-5-[3-fluoro-4-(trifluoromethoxy)phenyl]piperidine-1-carboxylate were initially charged in 30 ml of dichloromethane and admixed with 0.38 ml (567 mg, 4.97 mmol) of trifluoroacetic acid. The reaction mixture was stirred at RT for 16 hours, admixed with the same amount of trifluoroacetic acid and stirred at RT for a further 3.5 hours. The reaction mixture was concentrated under reduced pressure, taken up in ethyl acetate and washed twice with saturated aqueous sodium hydrogencarbonate solution. The organic phase was dried over magnesium sulphate, filtered and concentrated under reduced pressure. Yield: 195 mg (96% of theory)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08084469B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-8dfc9d2fbe7246ae96be280ae50fa4b3 |
| Source note | uspto-grants-2011_12 |