HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 3-(4-Fluorophenyl)-1-methyl-1h-pyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 178505519 | HCID 178505519 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(4-Fluorophenyl)-1-methyl-1h-pyrazole | HCID 66868800 | 29.5% |
Reaction Steps
Treat a solution of 3-(4-fluorophenyl)pyrazole (7.17 g, 44.2 mmol) in dry DMF (60 mL) with NaH (2.2 g, 92.8 mmol) at 0° C. for 15 min. Add iodomethane (3.3 mL, 53.04 mmol) and slowly warm to RT. Quench the reaction mixture with methanol (5 mL) and dilute with water (100 mL). Extract with EtOAc (3×70 mL), dry (MgSO4) and concentrate and purify (Biotage system eluting with dichloromethane:methanol 50:1) to give desired compound as a white solid (2.3 g, 29% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07863310B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-2423c662901644009a9345bbccbb9a00 |
| Source note | uspto-grants-2011_01 |