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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 504693Generated: October 26, 2026

Citric Acid → {4-[(2-{7-[(2-thienylsulfonyl)amino]-1H-indol-2-yl}-1,3-thiazol-5-yl)methyl]piperazin-1-yl}acetic acid

https://huagongshe.com/reaction/504693

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantSodium ChlorideHCID 5234—
ReactantSodium HydroxideHCID 14798—
Reactantethyl {4-[(2-{7-[(2-thienylsulfonyl)amino]-1H-indol-2-yl}-1,3-thiazol-5-yl)methyl]piperazin-1-yl}acetateHCID 59136017—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product{4-[(2-{7-[(2-thienylsulfonyl)amino]-1H-indol-2-yl}-1,3-thiazol-5-yl)methyl]piperazin-1-yl}acetic acidHCID 5913567276%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of ethyl {4-[(2-{7-[(2-thienylsulfonyl)amino]-1H-indol-2-yl}-1,3-thiazol-5-yl)methyl]piperazin-1-yl}acetate (0.500 g) in a mixed solvent of tetrahydrofuran (15 ml) and methanol (5 ml) was added 2N aqueous sodium hydroxide solution (1.5 ml), and the mixture was stirred at 50° C. for 2 hr. 10% Aqueous citric acid solution, ethyl acetate, sodium chloride and tetrahydrofuran were successively added to the reaction solution, and the precipitated crystals were collected by filtration, washed with ethyl acetate, and dried to give the title compound (0.360 g, yield 76%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07777047B2
Source datasetuspto-grants-2010_08
ORD IDord-ca988b40f60f4e03917183070ada6638
Source noteuspto-grants-2010_08