HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 6-(2-(Piperidin-4-yl)ethoxy)-2-bromo-3-(3,5-difluorophenyl)-1H-inden-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | t-Butyl 4-(2-(2-bromo-3-(3,5-difluorophenyl)-1-oxo-1H-inden-6-yloxy)ethyl)piperidine-1-carboxylate | HCID 70313410 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-(2-(Piperidin-4-yl)ethoxy)-2-bromo-3-(3,5-difluorophenyl)-1H-inden-1-one | HCID 70315005 | 99% |
Reaction Steps
To a solution of t-Butyl 4-(2-(2-bromo-3-(3,5-difluorophenyl)-1-oxo-1H-inden-6-yloxy)ethyl)piperidine-1-carboxylate (700 mg, 1.4 mmol) obtained in Step 1 in CH2Cl2 was added TFA (20 eq, 27 mmol). The solution was stirred for 1 h at room temperature and diluted with CH2Cl2. The mixture was basicified to with 3N aq. NaOH. The organic layer was washed with H2O and brine, dried over MgSO4, and concentrated to obtain the title compound (99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08877747B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-0599a71c46b54c3f91f05a108c3fdc3c |
| Source note | uspto-grants-2014_11 |