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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1983526Generated: October 31, 2026

Hydrochloric Acid → 3-Benzo[b]thiophen-2-yl-4-fluoro-1H-5-indazolecarboxylic Acid

https://huagongshe.com/reaction/1983526

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant3-benzo[b]thiophen-2-yl-4-fluoro-1H-5-indazolecarboxylic acid methyl esterHCID 68421132—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product3-Benzo[b]thiophen-2-yl-4-fluoro-1H-5-indazolecarboxylic AcidHCID 2226075471.5%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a solution of 152 mg of 3-benzo[b]thiophen-2-yl-4-fluoro-1H-5-indazolecarboxylic acid methyl ester obtained in Production Example II-13-f in a mixture of 2 ml of tetrahydrofuran and 2 ml of methanol was added 1 ml of 5 N aqueous sodium hydroxide solution, and the mixture was stirred at 55° C. for 2.5 hours. After standing to cool, 5.5 ml of 1 N hydrochloric acid was added and the mixture was extracted with ethyl acetate. The organic layer was sequentially washed with water and brine, dried over anhydrous magnesium sulfate and the solvent was evaporated. The crude product was recrystallized from tetrahydrofuran-ethyl acetate, to give 104 mg of the title compound as pale red crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07541376B2
Source datasetuspto-grants-2009_06
ORD IDord-d8afb76b13334839b4281c72ef1ec443
Source noteuspto-grants-2009_06