HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(4-bromo-1H-pyrazol-1-yl)-1-methylpiperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-(4-Bromo-1H-pyrazol-1-yl)piperidine | HCID 52191621 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(4-bromo-1H-pyrazol-1-yl)-1-methylpiperidine | HCID 59599418 | 63.1% |
Reaction Steps
To a solution of 4-(4-bromo-pyrazol-1-yl)-piperidine (375 mg, 1.63 mmol) in DMF (3.26 mL) was added NEt3 (230 μL, 1.63 mmol) and stirred for 5 minutes. Methyliodide (MeI) (1.63 mL, 1M MeI in DMF, freshly made) was added and the reaction was stirred overnight at room temperature. Water was added and the solution was extracted with EtOAc (4×10 mL). The organic solution was washed with brine, dried with Na2SO4, concentrated, and dried in vacuo to afford 4-(4-bromo-pyrazol-1-yl)-1-methyl-piperidine (251 mg, 63% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785632B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-5d70c6a2616543b4bcfbc9b6d830cfba |
| Source note | uspto-grants-2014_07 |