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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2212714Generated: October 26, 2026

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

https://huagongshe.com/reaction/2212714

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 numberUS07102009B2
Source datasetuspto-grants-2006_09
ORD IDord-3d815f6a90f44c38b10d5ff34d0c5d05
Source noteuspto-grants-2006_09