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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1691805Generated: November 2, 2026

3-Methyl-1-(4-methylbenzene-1-sulfonyl)-6-nitro-1H-indazole → 3-methyl-1-(toluene-4-sulfonyl)-1H-indazol-6-ylamine

https://huagongshe.com/reaction/1691805

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Methyl-1-(4-methylbenzene-1-sulfonyl)-6-nitro-1H-indazoleHCID 12320664—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product3-methyl-1-(toluene-4-sulfonyl)-1H-indazol-6-ylamineHCID 5937778238.9%

Reaction Steps

3-Methyl-6-nitro-1-(toluene-4-sulfonyl)-1H-indazole (750 mg, 2.26 mmol) was dissolved in 30 ml of methanol at room temperature. 10% Palladium on Carbon (200 mg) was added and the mixture was stirred under a balloon of hydrogen overnight. The mixture was filtered through celite and the filtrate was concentrated in vacuo. The residue was purified by flash chromatography (gradient 9:1 to 4:1 Hexanes/Ethyl Acetate) to give 3-methyl-1-(toluene-4-sulfonyl)-1H-indazol-6-ylamine (265 mg, 38.9%) as a light tan crystalline solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153809B2
Source datasetuspto-grants-2012_04
ORD IDord-8902edcb74ea4ccdb69032fe15de16b2
Source noteuspto-grants-2012_04