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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 250752Generated: October 30, 2026

Methyl iodide → 3-(4-Fluorophenyl)-1-methyl-1h-pyrazole

https://huagongshe.com/reaction/250752

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 178505519HCID 178505519—
SolventDimethylformamideHCID 6228—
Product3-(4-Fluorophenyl)-1-methyl-1h-pyrazoleHCID 6686880029.5%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863310B2
Source datasetuspto-grants-2011_01
ORD IDord-2423c662901644009a9345bbccbb9a00
Source noteuspto-grants-2011_01