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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 706536Generated: October 30, 2026

Dimethylformamide → 3-bromo-1-((6-isopropylpyridin-2-yl)methyl)-4-nitro-1H-indazole

https://huagongshe.com/reaction/706536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant2-(Chloromethyl)-6-isopropylpyridine hydrochlorideHCID 67974153—
ReactantHCID 178526560HCID 178526560—
SolventWaterHCID 962—
Product3-bromo-1-((6-isopropylpyridin-2-yl)methyl)-4-nitro-1H-indazoleHCID 6797588292%

Reaction Conditions

Temperature35 °C

Reaction Steps

A flask was charged with 3-bromo-4-nitro-1H-indazole (64 g, 0.264 mol), 2-(chloromethyl)-6-isopropylpyridine hydrochloride (55 g, 0.264 mol), powdered potassium carbonate (91 g, 0.661 mol), and 500 mL of DMF. This mixture was warmed to 35° C. for 72 hours, then poured into 2 liters of cold water, upon which a tan solid precipitated. After stirring for 20 minutes, the solids were collected by filtration and dried under vacuum to give 91 g (92%) of 3-bromo-1-((6-isopropylpyridin-2-yl)methyl)-4-nitro-1H-indazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174981B2
Source datasetuspto-grants-2015_11
ORD IDord-1e2a864c99c54d15852079d11ef81b85
Source noteuspto-grants-2015_11