HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 1-[5-(trifluoromethyl)pyridin-2-yl]piperidine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-[5-(Trifluoromethyl)pyridin-2-yl]piperidine-4-carboxylic acid | HCID 2777788 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 1-[5-(trifluoromethyl)pyridin-2-yl]piperidine-4-carboxylate | HCID 52341485 | 98% |
Reaction Steps
Methyl iodide (0.30 mL, 4.82 mmol) was added to a solution of 1-[5-(trifluoromethyl)pyridin-2-yl]piperidine-4-carboxylic acid (1.00 g, 3.65 mmol) and potassium carbonate (800 mg, 5.79 mmol) in DMF (10 mL), and the mixture was stirred at room temperature for 6 hours. Water was added to the reaction solution, followed by extraction with diethyl ether twice. The obtained organic layer was washed with brine and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography [elute: hexane/ethyl acetate=100/0-60/40 (gradient)] to obtain the title compound (1.03 g, yield: 98%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150575B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-edbe95c214074eb5b2b7322913d2c43a |
| Source note | uspto-grants-2015_10 |