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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 896621Generated: October 28, 2026

Citric Acid → HCID 59749206, compound

https://huagongshe.com/reaction/896621

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantEthyl bromoacetateHCID 7748—
ReactantSodium hydrideHCID 24758—
ReactantHCID 22350969HCID 22350969—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59749206HCID 59749206—

Reaction Steps

The compound (1.1 g) obtained in Example 321 (2) was dissolved in tetrahydrofuran (20 ml), and thereto was added portionwise sodium hydride (410 mg, 60% dispersion in oil) in several portions under nitrogen atmosphere in an ice bath, and the mixture was stirred for 30 minutes. To the reaction mixture was added ethyl bromoacetate (0.45 ml), and the mixture was warmed to room temperature, and then stirred for 6 hours. The reaction mixture was poured into a 5% aqueous citric acid solution under ice-cooling, and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated brine, dried over sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography [n-hexane:ethyl acetate (8:2)] to give the title compound (980 mg) as colorless oil. (2) [2-((tert-Butoxycarbonyl){3-[2-[(4-chloro-2-methoxyphenyl)imino]-4-(4-fluorophenyl)thiazol-3(2H)-yl]propyl}amino)ethoxy]acetic Acid

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06919361B2
Source datasetuspto-grants-2005_07
ORD IDord-7597499d1856458686a520ff99daf03a
Source noteuspto-grants-2005_07