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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2109604Generated: October 25, 2026

Methyl iodide → 1H-Indazole, 1-methyl-6-nitro-

https://huagongshe.com/reaction/2109604

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant6-NitroindazoleHCID 24239—
ReactantSodium hydrideHCID 24758—
SolventTetrahydrofuranHCID 8028—
Product1H-Indazole, 1-methyl-6-nitro-HCID 81290—

Reaction Steps

To a solution of 6-nitroindazole (8 g) in THF (200 ml) was added NaH (2.5 g) at 0° C. The reaction was stirred for 30 min and MeI (3.7 ml) was added and stirred at RT overnight. The reaction was quenched with water and extracted with EtOAc twice, then was further purified by column chromatography to give 1-methyl-6-nitro-1H-indazole which was hydrogenated with an H2 atmosphere in the presence of Pd/C (400 mg) to give 1-methyl-6-amino-1H-indazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07514564B2
Source datasetuspto-grants-2009_04
ORD IDord-835a83ce04864bafa11613670aadab6b
Source noteuspto-grants-2009_04