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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79466Generated: October 29, 2026

Potassium Carbonate → 3-iodo-1-((6-methylpyridin-3-yl)methyl)-4-nitro-1H-indazole

https://huagongshe.com/reaction/79466

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant5-(chloromethyl)-2-methylpyridine hydrochlorideHCID 12214339—
ReactantHCID 178526562HCID 178526562—
SolventDimethylformamideHCID 6228—
Product3-iodo-1-((6-methylpyridin-3-yl)methyl)-4-nitro-1H-indazoleHCID 6726081092%

Reaction Steps

To a solution of 3-iodo-4-nitro-1H-indazole (3.0 g, 10.4 mmol) in DMF (25 mL) was added potassium carbonate (2.87 g, 20.8 mmol) at ambient temperature. After 15 minutes, 5-(chloromethyl)-2-methylpyridine hydrochloride (2.03 g, 11.4 mmol) was added. The mixture was allowed to stir at ambient temperature for 18 hours. The mixture was concentrated under reduced pressure and diluted with ice-water (300 mL). The precipitated solids were collected by filtration and washed with water to provide 3-iodo-1-((6-methylpyridin-3-yl)methyl)-4-nitro-1H-indazole (3.77 g, 92% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841455B2
Source datasetuspto-grants-2014_09
ORD IDord-35057fbfc1004311b9f20fcc32bc5dc1
Source noteuspto-grants-2014_09