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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1406578Generated: October 31, 2026

Hydrochloric Acid → 3-(5-iodo-1H-indazol-1-yl)benzoic acid

https://huagongshe.com/reaction/1406578

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassiumHCID 5462222—
ReactantButan-1-olateHCID 12476378—
Reactant3-(2-(2-Fluoro-5-iodobenzylidene)hydrazinyl)benzoic acidHCID 67041211—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product3-(5-iodo-1H-indazol-1-yl)benzoic acidHCID 57432097107.4%

Reaction Steps

3-(2-(2-Fluoro-5-iodobenzylidene)hydrazinyl)benzoic acid (I1b, 3.47 g, 9 mmol) and potassium tert, butoxide (2.3 g, 20.5 mmol) was stirred under argon atmosphere in NMP (45 mL) at 150° C. for 30 minutes. After cooling, the mixture was diluted with water (100 mL), acidified with aqueous HCl (1.7 M) and extracted trice with EtOAc. The combined organic phases were washed twice with water and then with brine. Evaporation of the organic phase afforded crude title compound (3.52 g, quant.) as a light brown, amorphous, gummy solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916600B2
Source datasetuspto-grants-2014_12
ORD IDord-d618c11c1d594aa1ae1ec940f8981fbc
Source noteuspto-grants-2014_12