HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-cyano-O-phenyl-N'-[3-(3-(piperidinomethyl)phenoxy]propyl]isourea | HCID 13486636 | — |
| Reactant | HCID 19762522 | HCID 19762522 | — |
| Product | N-cyano-N'-[4-[N-[3-(4-fluorophenyl)-3-(2-pyridyl)propyl]-N-methylamino]-butyl]-N"-[3-[3-(piperidinomethyl)phenoxy]propyl]guanidine | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05212187 |
| Source dataset | uspto-grants-1993_05 |
| ORD ID | ord-83ecae2375ef4608b059f0370f83612b |
| Source note | uspto-grants-1993_05 |