Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 547511Generated: November 1, 2026

Methyl iodide → methyl 1-methyl-5-nitro-1H-pyrazole-3-carboxylate

https://huagongshe.com/reaction/547511

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactantmethyl 3-nitro-1H-pyrazole-5-carboxylateHCID 135452337—
SolventDimethylformamideHCID 6228—
Productmethyl 1-methyl-5-nitro-1H-pyrazole-3-carboxylateHCID 5089683658%

Reaction Conditions

Temperature0 °C

Reaction Steps

500 mg (2.93 mM) of 5-nitro-1H-pyrazole-3-carboxylic acid methyl ester was dissolved in 5 ml of N,N-dimethylformamide, to which 810 mg (5.86 mM, eq) of potassium carbonate was added. Subsequently, 0.49 ml (3.22 mM) of iodomethane was added dropwise thereto at 0° C., and the resulting mixture was stirred under a nitrogen atmosphere for 1 hour. The solvent was distilled off under reduced pressure, and the resultant was extracted with ethyl acetate and brine. The organic solvent layer was dried over anhydrous sodium sulfate, filtered, and then distilled under reduced pressure. The resulting impure compound was purified by column chromatography (hexane:ethyl acetate=10:1), to obtain 314 mg (56%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07939550B2
Source datasetuspto-grants-2011_05
ORD IDord-177003ed0d044a3c838ae62699424ef6
Source noteuspto-grants-2011_05