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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79402Generated: October 25, 2026

3-cyclopropyl-1-((6-methylpyridin-2-yl)methyl)-4-nitro-1H-indazole → 3-cyclopropyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazole-4-amine

https://huagongshe.com/reaction/79402

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-cyclopropyl-1-((6-methylpyridin-2-yl)methyl)-4-nitro-1H-indazoleHCID 67260809—
CatalystPalladiumHCID 23938—
SolventTolueneHCID 1140—
Product3-cyclopropyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazole-4-amineHCID 6725927279.5%

Reaction Conditions

Temperature75 °C

Reaction Steps

3-Cyclopropyl-1-((6-methylpyridin-2-yl)methyl)-4-nitro-1H-indazole (17.0 g, 55.1 mmol) and 10% Pd/C (1.2 g, 0.6 mmol) were added to toluene (170 mL) in an autoclave. The solution was stirred under 40 psi of H2 at 75° C. for 18 hours. The catalyst was removed by filtration through Celite® and the filter cake was rinsed with toluene (34 mL). The filtrate was concentrated to about 35 mL and heptane (85 mL) was added to the filtrate to precipitate the product which was collected by vacuum filtration and dried under vacuum for 18 hours to afford 3-cyclopropyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-amine (12.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841455B2
Source datasetuspto-grants-2014_09
ORD IDord-8b1baa9a4c414152956b97c6f6e31739
Source noteuspto-grants-2014_09