Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 248956Generated: October 27, 2026

1,1'-Carbonyldiimidazole → N-[2-[N-[3-(4-chlorophenyl)-3-(2-pyridyl)propyl]-N-methylamino]ethyl]-N'-[3-[3-(piperidinomethyl)phenoxy]propyl]urea

https://huagongshe.com/reaction/248956

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant3-(3-(Piperidin-1-ylmethyl)phenoxy)propan-1-amineHCID 10220561—
ReactantN-[3-(4-chlorophenyl)-3-(2-pyridyl)propyl]-N-methyl-1,2-ethanediamineHCID 19762518—
SolventEthyl AcetateHCID 8857—
ProductN-[2-[N-[3-(4-chlorophenyl)-3-(2-pyridyl)propyl]-N-methylamino]ethyl]-N'-[3-[3-(piperidinomethyl)phenoxy]propyl]ureaHCID 19762585—

Reaction Steps

Preparation is effected analogously to Example 63, using 0.92 g (3 mmol) of N-[3-(4-chlorophenyl)-3-(2-pyridyl)propyl]-N-methyl-1,2-ethanediamine, an equimolar amount of 1,1'-carbonyldiimidazole and 0.88 g (3.5 mmol) of 3-[3-(piperidinomethyl)phenoxy]propaneamine as starting materials. Working up by chromatography (eluant: ethyl acetate) analogously to Example 63 yields the purified title compound in the form of an oil; MS (+FAB method): m/z (rel. int.[%])=578 ([M+H]+, 2), 230 (38), 78 (100); IR (KBr): 1637 cm-1 (C=O). For analytical purposes a sample is converted into the O,O'-ditoluoyltartaric acid salt and recrystallised from ether/isopropanol; m.p.: 99°-105° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05212187
Source datasetuspto-grants-1993_05
ORD IDord-360a4364dfb745599990e638bb4e46c8
Source noteuspto-grants-1993_05