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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 7347Generated: October 26, 2026

Diethylamine → HCID 178418901, compound

https://huagongshe.com/reaction/7347

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethylamineHCID 8021—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant5[4-(4-(2-Amino-2-methoxycarbonylethyl)phenoxy)benzylidene]thiazolidin-2,4-dione hydrochlorideHCID 73038788—
ReactantHCID 178418300HCID 178418300—
SolventDimethylformamideHCID 6228—
ProductHCID 178418901HCID 178418901163.8%

Reaction Steps

Diethylamine (1.04 ml, 6.0 mmol) and N,N′-dicyclohexylcarbodiimide (0.64 g, 3.13 mmol) were added to the stirred suspension of 5-[4-(4-(2-amino-2-methoxycarbonylethyl)phenoxy)benzylidene]thiazolidin-2,4-dione hydrochloride (1.3 g, 3.0 mmol), 2-N-t-butoxycarbonylamino-4-imidazole propionic acid (0.8 g, 3.13 mmol) and hydroxylbenzotriazole (0.42 g, 3.13 mmol) in N,N-dimethyl formamide (15 ml). The stirring was continued for 24 h and the reaction mixture was concentrated in vacuum. The obtained residue was washed with 10% sodium bicarbonate, brine and purified with preparative HPLC to yield the title compound (1.5 g, yield 79%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07087576B2
Source datasetuspto-grants-2006_08
ORD IDord-b7b3ed40ed644461b6f858f1a00c0109
Source noteuspto-grants-2006_08