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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 273069Generated: October 31, 2026

Ethylenediamine → HCID 68576326, compound

https://huagongshe.com/reaction/273069

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylenediamineHCID 3301—
Reactant4-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]tetrahydro-2H-pyran-4-carbonitrileHCID 59837394—
CatalystCupric acetateHCID 8895—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductAmmonia methanolHCID 21705897—
ProductHCID 68576326HCID 6857632631%

Reaction Steps

4-[4-(3-Pyrrolidin-1-yl-propoxy)-phenyl]-tetrahydro-pyran-4-carbonitrile (0.5 g, 3.1 mmol), ethylenediamine (1.5 mL, 22 mmol), copper (II) acetate (0.07 g, 0.3 mmol) and N-methylpyrrolidinone (1.5 mL) were combined and subjected to microwave (Smith Personal Synthesiser) irradiation at 220° C. for 1 hour. The reaction mixture was concentrated in vacuo to provide a brown oil. This was columned by flash chromatography on silica gel eluting with dichlromethane:methanol:ammonia (94:6:0.6 to 85:15:1.5) to provide the title compound (0.157 g, 31%) as a yellow oil. LRMS ESI+ m/z 358 [MH]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07456164B2
Source datasetuspto-grants-2008_11
ORD IDord-c0e9231fcdaa4491873d8572353c975f
Source noteuspto-grants-2008_11