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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1827362Generated: October 31, 2026

1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → Cyclopropane-1,1-dicarboxylic acid amide [4-(3-fluoro-benzyloxy)-phenyl]-amide

https://huagongshe.com/reaction/1827362

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-(Aminocarbonyl)-1-cyclopropanecarboxylic acidHCID 2733272—
Reactant4-(3-Fluoro-benzyloxy)-phenylamineHCID 16775314—
SolventDichloromethaneHCID 6344—
ProductCyclopropane-1,1-dicarboxylic acid amide [4-(3-fluoro-benzyloxy)-phenyl]-amideHCID 1033660856%

Reaction Steps

A solution of 126 mg (1 mmol) of 1-(aminocarbonyl)-1-cyclopropan-carboxylic acid and of 212 mg (1 mmol) 4-(3-fluoro-benzyloxy)-phenylamine (prepared as in example 1b) in 10 ml dichloromethane is cooled to 0° C. and treated with 206 mg (1.1 mmol) N-(−3-dimethylaminopropyl)-N′-ethyl-carbodiimide-hydrochloride (EDCI). The mixture is stirred for additional 2 h at room temperature, evaporated and acidified with dil. citric acid. Extraction with ethyl acetate and recrystallisation from methanol yields 178 mg (56%) of the title compound. Yellowish solid; MS: m/e=329.3 (M++H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07053245B2
Source datasetuspto-grants-2006_05
ORD IDord-d1f3a27ef9cd46eb9c6abc748422e2b9
Source noteuspto-grants-2006_05