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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620094Generated: October 27, 2026

Water → 3-methyl-5-nitro-2-(1H-pyrazol-1-yl)pyridine

https://huagongshe.com/reaction/1620094

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyrazoleHCID 1048—
ReactantCesium carbonateHCID 10796—
ReactantDimethylacetamideHCID 31374—
Reactant6-Chloro-5-methylpyridin-3-amineHCID 12295607—
Product3-methyl-5-nitro-2-(1H-pyrazol-1-yl)pyridineHCID 63811636—

Reaction Steps

Cesium carbonate (75 mg) and pyrazole (12 mg) were added to an N,N-dimethylacetamide (5 ml) solution containing 6-chloro-5-methylpyridin-3-amine (12 mg), followed by reflux for 3.5 hours. Water was added to the reaction solution, followed by extraction with ethyl acetate. The resultant was washed with saturated saline and dried over anhydrous sodium sulfate. Subsequently, the solvent was distilled away under reduced pressure, the obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=1:0 to 10:1), and a light yellow solid of 3-methyl-5-nitro-2-(1H-pyrazol-1-yl)pyridine (12 mg) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772320B2
Source datasetuspto-grants-2014_07
ORD IDord-4dc39f3a01484349b102410e852a7f98
Source noteuspto-grants-2014_07