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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1960404Generated: October 30, 2026

Hydrochloric Acid → 5-(3-methoxypropoxy)-7-[methyl(pyridin-2-ylsulfonyl)amino]-1H-indole-2-carboxylic acid

https://huagongshe.com/reaction/1960404

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthanolHCID 702—
ReactantSodium HydroxideHCID 14798—
Reactantethyl 5-(3-methoxypropoxy)-7-[methyl(pyridin-2-ylsulfonyl)amino]-1H-indole-2-carboxylateHCID 57476211—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product5-(3-methoxypropoxy)-7-[methyl(pyridin-2-ylsulfonyl)amino]-1H-indole-2-carboxylic acidHCID 57476213100%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of ethyl 5-(3-methoxypropoxy)-7-[methyl(pyridin-2-ylsulfonyl)amino]-1H-indole-2-carboxylate (3.50 g), 1N aqueous sodium hydroxide solution (10 mL), ethanol (10 mL) and tetrahydrofuran (10 mL) was stirred at 50° C. for 1 hr. 1N Hydrochloric acid (10 mL) and water were added to the reaction mixture, and the mixture was extracted with a mixed solvent of tetrahydrofuran-ethyl acetate. The organic layer was washed with saturated brine, dried (MgSO4), and concentrated. The obtained crystals were washed with hexane to give the title compound (3.26 g, 100%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410087B2
Source datasetuspto-grants-2013_04
ORD IDord-053fbb74f31b40bbaa998426d14c0025
Source noteuspto-grants-2013_04