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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1608187Generated: October 31, 2026

1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → Mosapride

https://huagongshe.com/reaction/1608187

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant2-Aminomethyl-4-(4-fluorobenzyl)morpholineHCID 10242735—
Reactant4-Amino-5-chloro-2-ethoxybenzoic acidHCID 10536658—
SolventDichloromethaneHCID 6344—
ProductMosaprideHCID 11958463.8%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of 2-aminomethyl-4-(4-fluorobenzyl)morpholine (2.5 g) in dichloromethane (50 ml), 4-amino-5-chloro-2-ethoxybenzoic acid (2.7 g) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (2.4 g) are added, and the mixture is stirred at 25° C. for 4 hours. The reaction mixture is washed successively with water, aqueous sodium hydroxide solution and saturated aqueous sodium chloride solution, dried over magnesium sulfate, and evaporated under reduced pressure. The residue is recrystallized from ethanol to give the title compound (3.0 g), mp 151°-153° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04870074
Source datasetuspto-grants-1989_09
ORD IDord-8f1e81abb3cd47bd95c481b5e714425b
Source noteuspto-grants-1989_09