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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1037524Generated: October 31, 2026

Ethanol → 2-(4-bromophenyl)-5-cyclopropyl-6-nitro-2H-indazole-3-carboxylic acid

https://huagongshe.com/reaction/1037524

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium HydroxideHCID 14798—
Reactant2-(4-bromophenyl)-5-cyclopropyl-6-nitro-2H-indazole-3-carbonitrileHCID 67514067—
SolventWaterHCID 962—
Product2-(4-bromophenyl)-5-cyclopropyl-6-nitro-2H-indazole-3-carboxylic acidHCID 6777452063%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a stirred suspension of compound (vi) (3.3 g, 8.6 mmol) in ethanol (35 mL) was added aqueous NaOH (3.44 g, 86 mmol) and the reaction mixture was heated to 90° C. and maintained for 15 h when TLC and LCMS showed the absence of SM and formation of product. Concentration of the solvent gave a crude residue which was dissolved in water and filtered. The filtrate was acidified with dilute HCl at which time the product precipitated and was filtered to give the crude product which was purified by acid-base treatment to give 2-(4-bromophenyl)-5-cyclopropyl-6-nitro-2H-indazole-3-carboxylic acid (vii) (2.2 g, 63%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546389B2
Source datasetuspto-grants-2013_10
ORD IDord-8cba4bb1f3c0476b89a3b81eac0682fa
Source noteuspto-grants-2013_10