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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1932547Generated: November 3, 2026

Maleic Acid → HCID 68525872, compound

https://huagongshe.com/reaction/1932547

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMaleic AcidHCID 444266—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
Reactant1-[(2,3-Dihydro-1,4-benzodioxin-6-yl)methyl]piperazineHCID 4962261—
ReactantHCID 68525947HCID 68525947—
SolventDimethylformamideHCID 6228—
ProductHCID 68525872HCID 68525872—

Reaction Steps

To a solution of ({4-[5-(3,4-dichlorobenzoyl-amino)pyridin-2-yloxy]phenyl}methylamino)acetic acid (2.50 g, 5.6 mmol) in DMF (55 mL) were added 1-(2,3-dihydrobenzo[1,4]dioxin-6-ylmethyl)piperazine (1.7 g, 7.3 mmol), 1-hydroxybenzotriazole monohydrate (0.86 g, 5.6 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.29 g, 6.7 mmol) under ice cooling, and the resulting solution was stirred for 30 minutes under ice cooling and for 17 hours at room temperature. This reaction solution was concentrated under reduced pressure. Water was added to the residue, and extracted with ethyl acetate. The ethyl acetate layer was washed with a saturated sodium bicarbonate solution and brine, dried over anhydrous magnesium sulfate, and evaporated. The residue was dissolved in ethanol (30 mL). To the resulting solution was added maleic acid (0.32 g, 2.7 mmol), and this solution was left to stand. The precipitates were collected by filtration, to thereby yield 1.45 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188277B2
Source datasetuspto-grants-2012_05
ORD IDord-6e311abed25b4fec870e30460af4a165
Source noteuspto-grants-2012_05