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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 248937Generated: October 30, 2026

N-cyano-O-phenyl-N'-[3-(3-(piperidinomethyl)phenoxy]propyl]isourea → N-cyano-N'-[4-[N-[3-(4-fluorophenyl)-3-(2-pyridyl)propyl]-N-methylamino]-butyl]-N"-[3-[3-(piperidinomethyl)phenoxy]propyl]guanidine

https://huagongshe.com/reaction/248937

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-cyano-O-phenyl-N'-[3-(3-(piperidinomethyl)phenoxy]propyl]isoureaHCID 13486636—
ReactantHCID 19762522HCID 19762522—
ProductN-cyano-N'-[4-[N-[3-(4-fluorophenyl)-3-(2-pyridyl)propyl]-N-methylamino]-butyl]-N"-[3-[3-(piperidinomethyl)phenoxy]propyl]guanidineHCID 53857005—

Reaction Steps

Preparation is effected analogously to Example 1, using 0.8 g (2.5 mmol) of N-[3-(4-fluorophenyl)-3-(2-pyridyl)propyl]-N-methyl-1,4-butanediamine and 0.99 g (2.5 mmol) of N-cyano-O-phenyl-N'-[3-[3-(piperidinomethyl)phenoxy]propyl]isourea as starting materials. Working up by chromatography analogously to Example 1 yields the purified title compound in the form of a viscous oil; MS (+FAB method): m/z (rel. int.[%])=614 ([M+H]+, 3), 214 (50.2), 154 ([m-NO2 -benzylOH], 100); IR (KBr): 2163 cm-1 (C≡N). For analytical purposes a sample is converted into the O,O'-ditoluoyltartaric acid salt and recrystallised from ether/isopropanol; m.p.: 105°-110° C. with decomposition.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05212187
Source datasetuspto-grants-1993_05
ORD IDord-83ecae2375ef4608b059f0370f83612b
Source noteuspto-grants-1993_05