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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1161820Generated: October 29, 2026

Trifluoroacetic acid → 7-fluoro-6-(2-fluoro-4-iodophenylamino)-2,3-dimethyl-2H-indazole-5-carboxylic acid methyl ester

https://huagongshe.com/reaction/1161820

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantN-IodosuccinimideHCID 120273—
Reactant7-fluoro-6-(2-fluoro-phenylamino)-2,3-dimethyl-2H-indazole-5-carboxylic acid methyl esterHCID 59519484—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product7-fluoro-6-(2-fluoro-4-iodophenylamino)-2,3-dimethyl-2H-indazole-5-carboxylic acid methyl esterHCID 5951941570%

Reaction Steps

To a solution of 7-fluoro-6-(2-fluoro-phenylamino)-2,3-dimethyl-2H-indazole-5-carboxylic acid methyl ester (141 mg, 0.43 mmol) in DMF (5 ml) were added NIS (144 mg, 0.64 mmol) and TFA (0.20 mL), and the reaction was stirred at room temp for 4 h. The crude was diluted with EtOAc and washed with H2O. The organic fraction is dried over MgSO4 and concentrated under reduced pressure. Silica gel chromatography (EtOAc:Hexanes=75:25) yielded 137 mg (70%) of the title compound as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07820664B2
Source datasetuspto-grants-2010_10
ORD IDord-da0b33701bf64da4be996514706917dd
Source noteuspto-grants-2010_10