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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 248961Generated: October 30, 2026

1,1'-Carbonyldiimidazole → N-[3-[N-[3-phenyl-3-(2-pyridyl)propyl]-N-methylamino]propyl]-N'-[3-[3-(piperidinomethyl)phenoxy]propyl]urea

https://huagongshe.com/reaction/248961

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant3-(3-(Piperidin-1-ylmethyl)phenoxy)propan-1-amineHCID 10220561—
ReactantHCID 19762511HCID 19762511—
SolventEthylacetate methanolHCID 21584119—
ProductN-[3-[N-[3-phenyl-3-(2-pyridyl)propyl]-N-methylamino]propyl]-N'-[3-[3-(piperidinomethyl)phenoxy]propyl]ureaHCID 19762493—

Reaction Steps

Preparation is effected analogously to Example 63, using 0.74 g (2.6 mmol) of N-methyl-N-[3-phenyl-3-(2-pyridyl)propyl]-1,3-propanediamine, an equimolar amount of 1,1'-carbonyldiimidazole and 0.65 g (2.6 mmol) of 3-[3-(piperidinomethyl)phenoxy]propaneamine as starting materials. Working up by chromatography (eluant: ethyl acetate/methanol 9+1) analogously to Example 63 yields the purified title compound in the form of an oil; MS (+FAB method): m/z (rel. int.[%])=558 ([M+H]+, 11), 196 (100); IR (KBr): 1639 cm-1 (C=O). For analytical purposes a sample is converted into the maleic acid salt and recrystallised from ether/ethanol; m.p.: from 70° C. with decomposition.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05212187
Source datasetuspto-grants-1993_05
ORD IDord-963dd2edfa274798bdff410eb4e62f1b
Source noteuspto-grants-1993_05