HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → N-(3-ethynyl-4-methoxyphenyl)-1-methylpiperidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-{4-Methoxy-3-[(trimethylsilyl)ethynyl]phenyl}-1-methylpiperidin-4-amine | HCID 86725293 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | N-(3-ethynyl-4-methoxyphenyl)-1-methylpiperidin-4-amine | HCID 71239579 | 86.1% |
Reaction Steps
To a solution of N-{4-methoxy-3-[(trimethylsilyl)ethynyl]phenyl}-1-methylpiperidin-4-amine (128 mg, 0.404 mmol) in methanol (2 mL) powdered anhydrous potassium carbonate (56 mg, 0.404 mmol) was added and the mixture was stirred at room temperature for 1 h. The solvent was removed under vacuum and the residue was taken up with EtOAc (30 mL). The solution obtained was washed with brine, (3×5 mL), water (5 m), dried over sodium sulfate and the solvent was removed under vacuum. The dark brown oil was purified by flash chromatography (EtOAc/MeOH/33% NH4OH 90/10/0.1) to yield the title compound as a yellow solid (85 mg, 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912200B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-350625cf5c01486595bc7e253c647c0e |
| Source note | uspto-grants-2014_12 |