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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 397280Generated: October 26, 2026

Potassium Carbonate → 3-(2-methoxyethoxy)-1-methyl-4-(4-methylphenyl)-1H-pyrazol-5-ylamine

https://huagongshe.com/reaction/397280

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromoethyl methyl etherHCID 80972—
Reactant5-amino-1-methyl-4-(4-methylphenyl)-1H-pyrazol-3-olHCID 178423915—
SolventDimethylformamideHCID 6228—
Product3-(2-methoxyethoxy)-1-methyl-4-(4-methylphenyl)-1H-pyrazol-5-ylamineHCID 2299971351.4%

Reaction Steps

5-amino-1-methyl-4-(4-methylphenyl)-1H-pyrazol-3-ol (Preparation 11) (305 mg) was dissolved in dimethylformamide (2 ml), potassium carbonate (622 mg) and 2-bromoethyl methyl ether (208 mg) were added. The reaction was stirred at room temperature for 1.5 hours and then at 50° C. for 12 hours. The solvent was removed under reduced pressure. The crude product was purified on silica (10 g) eluted with a solvent gradient of pentane:ethyl acetate (1:0 to 0:1) to yield the title compound as a white solid (201 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06610518B2
Source datasetuspto-grants-2003_08
ORD IDord-ef7eb5ffd8b94f339321beb9876bceb8
Source noteuspto-grants-2003_08