HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 1-(2-(2-Fluoropyridin-3-YL)piperidin-1-YL)ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Tert-butyl 2-(2-fluoropyridin-3-yl)piperidine-1-carboxylate | HCID 59327149 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(2-(2-Fluoropyridin-3-YL)piperidin-1-YL)ethanone | HCID 59326960 | — |
Reaction Steps
To a solution of tert-butyl 2-(2-fluoropyridin-3-yl)piperidine-1-carboxylate (70 mg, 0.250 mmol) and DCM (5 mL) was added TFA (0.50 mL, 6.49 mmol). After 1 hour, the reaction was washed with 10% Na2CO3. The organic layer was treated with TEA (0.070 mL, 0.499 mmol), then acetic anhydride (0.024 mL, 0.250 mmol). After 15 minutes, LC-MS shows conversion to the desired product [M+1=223]. The reaction was washed with water and concentrated in vacuo to give 1-(2-(2-fluoropyridin-3-yl)piperidin-1-yl)ethanone as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08759532B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-37835a7bbfb94b878231530e7bb6f6e7 |
| Source note | uspto-grants-2014_06 |