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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 706644Generated: October 29, 2026

Benzyl Bromide → 1-benzyl-3-methyl-4-nitro-1H-indazole

https://huagongshe.com/reaction/706644

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantPotassium HydroxideHCID 14797—
ReactantHCID 178434281HCID 178434281—
SolventAcetoneHCID 180—
Product1-benzyl-3-methyl-4-nitro-1H-indazoleHCID 6797613634.5%

Reaction Steps

To a solution of 3-methyl-4-nitro-1H-indazole (0.100 g, 0.564 mmol) in acetone (0.4M, 1.4 mL) cooled to 0° C. was added potassium hydroxide (0.0475 g, 0.847 mmol). After 15 minutes at 0° C., (bromomethyl)benzene (0.0737 ml, 0.621 mmol) was added. The mixture was allowed to stir at ambient temperature overnight and then concentrated. The residue was purified on silica gel (10-50% EtOAc in hexanes) to provide 1-benzyl-3-methyl-4-nitro-1H-indazole (0.052 g, 34% yield) as a yellow gum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174981B2
Source datasetuspto-grants-2015_11
ORD IDord-00f293102e86491b81528ba2b4fc3a33
Source noteuspto-grants-2015_11