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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 593111Generated: October 29, 2026

1,3-Dimethyl-5-nitro-1h-indazole → 1,3-Dimethyl-1H-indazol-5-amine

https://huagongshe.com/reaction/593111

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Dimethyl-5-nitro-1h-indazoleHCID 290934—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product1,3-Dimethyl-1H-indazol-5-amineHCID 5885609584.4%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 307a (crude, 2.5 mmol) in ethanol (95%, 30 mL) was added NH2NH2 water (1.25 g, 25.0 mmol), Pd/C (100 mg) under nitrogen protection. The mixture was stirred at 50° C. for 1.5 h. It was then cooled to room temperature and filtered through a pad of CELITE®. The filtrate was concentrated under reduced pressure and the residue was recrystallized from anhydrous ethanol (5 mL) to afford 307b as white solid (340 mg, 84% over two steps). MS-ESI: [M+H]+ 162.3

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238655B2
Source datasetuspto-grants-2016_01
ORD IDord-5fbcf7b592064da18730c113273dff8b
Source noteuspto-grants-2016_01