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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2239019Generated: October 30, 2026

Hydrochloric Acid → 5-(2-methoxyethoxy)-7-(methyl[(1-methyl-1H-imidazol-2-yl)sulfonyl]amino}-1H-indole-2-carboxylic acid

https://huagongshe.com/reaction/2239019

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl 5-(2-methoxyethoxy)-7-{methyl[(1-methyl-1H-imidazol-2-yl)sulfonyl]amino}-1H-indole-2-carboxylateHCID 59135907—
SolventEthanolHCID 702—
SolventTetrahydrofuranHCID 8028—
SolventSodium HydroxideHCID 14798—
Product5-(2-methoxyethoxy)-7-(methyl[(1-methyl-1H-imidazol-2-yl)sulfonyl]amino}-1H-indole-2-carboxylic acidHCID 5913564695.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

Ethyl 5-(2-methoxyethoxy)-7-{methyl[(1-methyl-1H-imidazol-2-yl)sulfonyl]amino}-1H-indole-2-carboxylate (2.8 g) was dissolved in a mixed solvent of tetrahydrofuran (12 mL) and ethanol (12 mL), 1N aqueous sodium hydroxide solution (12 mL) was added, and the mixture was stirred at 60° C. for 1.5 hr. The reaction solution was acidified with 1N hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed successively with water and saturated brine, dried over magnesium sulfate, and filtrated, and the filtrate was concentrated under reduced pressure. The obtained crude product was recrystallized from ethyl acetate-hexane to give the title compound (2.5 g, yield 95%) as a white solid. melting point 174-175° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07718798B2
Source datasetuspto-grants-2010_05
ORD IDord-22aaea77c8b445c196950dd9f2bb688e
Source noteuspto-grants-2010_05