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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 706727Generated: October 31, 2026

3-bromo-1-((6-isopropylpyridin-2-yl)methyl)-4-nitro-1H-indazole → 1-((6-isopropylpyridin-2-yl)methyl)-1H-indazol-4-amine

https://huagongshe.com/reaction/706727

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-bromo-1-((6-isopropylpyridin-2-yl)methyl)-4-nitro-1H-indazoleHCID 67975882—
CatalystPalladium hydroxideHCID 9942167—
SolventEthanolHCID 702—
Product1-((6-isopropylpyridin-2-yl)methyl)-1H-indazol-4-amineHCID 6797632068%

Reaction Steps

To 3-bromo-1-((6-isopropylpyridin-2-yl)methyl)-4-nitro-1H-indazole (2.10 g, 5.60 mmol) in EtOH (30 mL) was added Pd(OH)2/C (1.21 g, 1.72 mmol). The reaction mixture purged with N2 and H2 three times each. The reaction was then charged with H2 to 45 psi. The reaction mixture was stirred for 4 hours and filtered through Celite®. The Celite® was washed with EtOH (200 mL) and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel flash chromatography (EtOAc/hexane, 2:1) to give the desired product (68%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174981B2
Source datasetuspto-grants-2015_11
ORD IDord-b693734de79e4387a225ee3de344c8c8
Source noteuspto-grants-2015_11