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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2111875Generated: October 26, 2026

Water → HCID 178418901, compound

https://huagongshe.com/reaction/2111875

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant2-Amino-3-[4-[4-[(2,4-dioxo-5-thiazolidinyl)methyl]phenoxy]phenyl]propanoic acid methyl ester hydrochlorideHCID 21989681—
ProductHCID 178418901HCID 17841890186%

Reaction Steps

A solution of 5-[4-(4-(2-amino-2-methoxycarbonylethyl)phenoxy)benzyl]thiazolidin-2,4-dione hydrochloride (4 g, 9.16 mmol) and 2-N-t-butoxycarbonylamino-4-imidazole propionic acid (3.2 g, 12.82 mmol) in N,N-dimethylformamide (50 ml) was stirred for 1 h at −10° C. N,N′-Dicyclohexylcarbodiimide (3.01 g, 14.65 mmol) was added to this solution and stirred for 10 h at ambient temperature. Water (600 ml) was added to the reaction mixture, stirred for 20 minutes and extracted with ethyl acetate (3×300 ml). Ethyl acetate extract was washed with water (100 ml), dried over anhydrous sodium sulfate and concentrated to give the title compound, (5 g, yield 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07521466B2
Source datasetuspto-grants-2009_04
ORD IDord-2fbc53fe128e4248a63ce2addb69f57e
Source noteuspto-grants-2009_04