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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 925626Generated: October 25, 2026

N,N'-Dimethylethylenediamine → HCID 71599013, compound

https://huagongshe.com/reaction/925626

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N'-DimethylethylenediamineHCID 8070—
ReactantCesium carbonateHCID 10796—
Reactant1-methyl-1H-pyrrole-3-carboxylic acidHCID 10154054—
Reactant1-Cyclobutyl-4-(4-iodophenoxy)piperidineHCID 67548608—
CatalystCopper iodideHCID 83717—
SolventTolueneHCID 1140—
SolventChloroformHCID 6212—
ProductHCID 71599013HCID 71599013—

Reaction Conditions

Temperature110 °C

Reaction Steps

A suspension of 1-cyclobutyl-4-(4-iodophenoxy)piperidine (3 g; can be synthesized in accordance with the method described in WO2008072703), methyl 1H-pyrrole-3-carboxylic acid (1.75 g), N,N′-dimethylethylenediamine (0.592 g), copper iodide (0.32 g) and cesium carbonate (2.32 g) in toluene (8.4 mL) was stirred at 110° C. for 4 hours. The reaction mixture was left to cool to room temperature and, after adding chloroform, filtered through Celite (registered trademark). The filtrate was concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography (NH form silica gel; eluent: n-hexane/ethyl acetate=88/12-0/100) to give the titled compound as a colorless solid (1.42 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284324B2
Source datasetuspto-grants-2016_03
ORD IDord-31d8867a572f49cd99d12ce9673aa2bf
Source noteuspto-grants-2016_03