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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1526302Generated: October 26, 2026

Water → 3-bromo-1-(2-methoxyethyl)-1H-pyrazole

https://huagongshe.com/reaction/1526302

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant2-(3-bromo-1H-pyrazol-1-yl)ethan-1-olHCID 59402299—
SolventDimethylformamideHCID 6228—
Product3-bromo-1-(2-methoxyethyl)-1H-pyrazoleHCID 97178977—

Reaction Steps

To a solution of 2-(3-bromo-1H-pyrazol-1-yl)ethanol obtained in Step D of Example 6 (300 mg) in N,N-dimethylformamide (16 mL) were added sodium hydride (55%, 137 mg) and iodomethane (196 μL) under ice-cooling. The reaction mixture was stirred under ice-cooling for 2 hr, water was added thereto, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (150 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09085578B2
Source datasetuspto-grants-2015_07
ORD IDord-71e9632191554930a2cd0d0635f241e0
Source noteuspto-grants-2015_07