HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 1-{6-[2-(Benzyloxy)-1,1,1,3,3,3-hexafluoropropan-2-yl]-4-propylpyridin-3-yl}piperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Tert-butyl 4-{6-[2-(benzyloxy)-1,1,1,3,3,3-hexafluoropropan-2-yl]-4-propylpyridin-3-yl}piperazine-1-carboxylate | HCID 86647196 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-{6-[2-(Benzyloxy)-1,1,1,3,3,3-hexafluoropropan-2-yl]-4-propylpyridin-3-yl}piperazine | HCID 86647198 | 103.9% |
Reaction Steps
tert-Butyl 4-{6-[2-(benzyloxy)-1,1,1,3,3,3-hexafluoropropan-2-yl]-4-propylpyridin-3-yl}piperazine-1-carboxylate (32 mg, 0.0563 mmol) was dissolved in dichloromethane (10 mL). Under ice-cold conditions, trifluoro acetic acid (43 μL, 0.563 mmol) was added and the mixture was stirred at room temperature for 0.5 hours. The reaction solution was added a saturated aqueous solution of sodium hydrogen carbonate under ice-cold conditions, and extracted with chloroform. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The obtained residue was purified by silica-gel column chromatography (chloroform), and the title compound (27 mg (yield >99%)) was obtained as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08551985B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-5540ca212bdb4180aa6b15f133c2c44a |
| Source note | uspto-grants-2013_10 |