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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1821418Generated: November 2, 2026

Water → 1H-Indazole

https://huagongshe.com/reaction/1821418

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant4-[4-(2-Methoxyethyl)piperazin-1-yl]-2-nitrobenzaldehydeHCID 86628216—
ReactantHCID 178419401HCID 178419401—
SolventMethanolHCID 887—
Product1H-IndazoleHCID 9221597.5%

Reaction Steps

A solution of 4-[4-(2-methoxyethyl)piperazin-1-yl]-2-nitrobenzaldehyde (0.23 g, 0.68 mmol) obtained in Step 1 was dissolved in methanol (8.0 mL) and the solution was added with (1H-indazol-3-ylmethyl)triphenylphosphonium bromide (0.32 g, 0.68 mmol) and potassium carbonate (0.19 g, 1.4 mmol), followed by stirring at room temperature for 1.5 hours. The reaction mixture was added with water and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate) to obtain (E)-3-{2-[4-(2-methoxyethyl)piperazin-1-yl]-2-nitrophenyl}vinyl}-1H-indazole (0.48 g, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07605272B2
Source datasetuspto-grants-2009_10
ORD IDord-1f935d76bff34ce4a68cc5c01c608219
Source noteuspto-grants-2009_10