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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 18405Generated: October 29, 2026

1,1'-Carbonyldiimidazole → 1-[2-(1-Adamantyl)ethyl]-3-[3-(4-pyridyl)propyl]hexahydropyrimidin-2-one

https://huagongshe.com/reaction/18405

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantN-[2-(1-adamantyl)ethyl]-N'-[3-(4-pyridyl)propyl]-1,3-propanediamineHCID 21974043—
SolventDichloromethaneHCID 6344—
Product1-[2-(1-Adamantyl)ethyl]-3-[3-(4-pyridyl)propyl]hexahydropyrimidin-2-oneHCID 219739659.4%

Reaction Steps

A solution of the obtained N-[2-(1-adamantyl)ethyl]-N′-[3-(4-pyridyl)propyl]-1,3-propanediamine (80 mg, 0.23 mmol) in anhydrous methylene chloride (10 ml) and a solution of 1,1′-carbonyldiimidazole (40 mg, 0.26 mmol) in anhydrous methylene chloride (10 ml) were simultaneously added dropwise to anhydrous methylene chloride (60 ml) at room temperature with stirring over 20 minutes. The mixture was stirred overnight, then the reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography to give the target compound (8.0 mg, 9.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07741346B2
Source datasetuspto-grants-2010_06
ORD IDord-5f0c0a62ca2a4779a79ebd938f5528bb
Source noteuspto-grants-2010_06