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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1098949Generated: October 26, 2026

Potassium tert-butoxide → 1-(4-Fluorophenyl)-5-methoxy-1H-indazole

https://huagongshe.com/reaction/1098949

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium tert-butoxideHCID 23665647—
Reactant1-(2-Fluoro-5-methoxybenzylidene)-2-(4-fluorophenyl)hydrazineHCID 66812598—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product1-(4-Fluorophenyl)-5-methoxy-1H-indazoleHCID 5933962236.1%

Reaction Steps

1-(2-fluoro-5-methoxybenzylidene)-2-(4-fluorophenyl)hydrazine (10 g, 38 mmol) and potassium tert. butoxide (5 g, 46 mmol) was stirred under argon atmosphere in NMP (50 mL) at 150° C. for 45 min. The reaction mixture was then cooled and poured with stirring into ice-water and extracted trice with ethyl acetate. The combined organic phases were washed with water and brine, and were then evaporated. The residue crystallized slowly from methanol-water to afford 1-(4-fluorophenyl)-5-methoxy-1H-indazole as beige crystals (3.32 g, 36%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143290B2
Source datasetuspto-grants-2012_03
ORD IDord-bbd2af09d3d14c6481e03a8845da419e
Source noteuspto-grants-2012_03