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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1994902Generated: October 29, 2026

Citric Acid → HCID 57476293, compound

https://huagongshe.com/reaction/1994902

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantTetrahydrofuranHCID 8028—
ReactantLithium borohydrideHCID 4148881—
ReactantEthyl(2-{7-[methyl(2-thienylsulfonyl)amino]-1H-indol-2-yl}-4,5-dihydro-1,3-thiazol-5-yl)acetateHCID 57476282—
SolventMethanolHCID 887—
ProductHCID 57476293HCID 5747629396%

Reaction Steps

To a mixture of ethyl (2-{7-[methyl(2-thienylsulfonyl)amino]-1H-indol-2-yl}-4,5-dihydro-1,3-thiazol-5-yl)acetate (0.21 g), lithium borohydride (20 mg) and tetrahydrofuran (10 mL) was added methanol (2 mL), and the mixture was stirred at room temperature for 3 hr. Aqueous citric acid solution was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound (182 mg, yield: 96%) as pale-yellow crystals. A part of the crystals was recrystallized from ethyl acetate-hexane to give pale-yellow crystals. MS: 422 (MH+). melting point 174-175° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07652133B2
Source datasetuspto-grants-2010_01
ORD IDord-1fcb2deb55ae402db97ae643320f4a2c
Source noteuspto-grants-2010_01