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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79364Generated: October 26, 2026

1-((2-methoxy-6-methylpyridin-3-yl)methyl)-4-nitro-3-vinyl-1H-indazole → 3-ethyl-1-((2-methoxy-6-methylpyridin-3-yl)methyl)-1H-indazol-4-amine

https://huagongshe.com/reaction/79364

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-((2-methoxy-6-methylpyridin-3-yl)methyl)-4-nitro-3-vinyl-1H-indazoleHCID 67260677—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
Product3-ethyl-1-((2-methoxy-6-methylpyridin-3-yl)methyl)-1H-indazol-4-amineHCID 6725959729.9%

Reaction Steps

To 1-((2-methoxy-6-methylpyridin-3-yl)methyl)-4-nitro-3-vinyl-1H-indazole (395 mg, 1.22 mmol) in a Parr flask was added palladium hydroxide on carbon (171 mg, 20% wt) and MeOH (6 mL) for solubility. The Parr flask was attached to the shaker and applied with 40 psi H2 for seven hours. The reaction mixture was evacuated, purged with nitrogen, filtered through Celite, and the filter pad was rinsed with MeOH. The filtrate was concentrated to a yellow oily residue under reduced pressure. Silica gel chromatography eluting with 1% MeOH, 0.5% NH4OH in DCM gave the product (108 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841455B2
Source datasetuspto-grants-2014_09
ORD IDord-6af71843a4a346c4bf454b16b9e6b0e2
Source noteuspto-grants-2014_09