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

HRID 248942Notes

Reaction equation

HRID 248942 reaction equation
[CH3:1][N:2]([CH2:6][CH2:7][CH:8]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)[CH2:3][CH2:4][NH2:5].[C:21]([NH:23][C:24](=[N:32][CH2:33][CH2:34][CH2:35][O:36][C:37]1[CH:42]=[CH:41][CH:40]=[C:39]([CH2:43][N:44]2[CH2:49][CH2:48][CH2:47][CH2:46][CH2:45]2)[CH:38]=1)OC1C=CC=CC=1)#[N:22]>C(OCC)(=O)C>[C:21]([NH:23][C:24]([NH:5][CH2:4][CH2:3][N:2]([CH2:6][CH2:7][CH:8]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)[CH3:1])=[N:32][CH2:33][CH2:34][CH2:35][O:36][C:37]1[CH:42]=[CH:41][CH:40]=[C:39]([CH2:43][N:44]2[CH2:45][CH2:46][CH2:47][CH2:48][CH2:49]2)[CH:38]=1)#[N:22]

Participants

4

Reactant 2

HCID 13486636N-cyano-O-phenyl-N'-[3-(3-(piperidinomethyl)phenoxy]propyl]isoureaHCID 19762593HCID 19762593, compound

Product 1

HCID 54164813N-cyano-N'-[2-[N-[3-phenyl-3-(2-pyridyl)propyl]-N-methylamino]ethyl]-N"-[3-[3-(piperidinomethyl)phenoxy]propyl]guanidine

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Preparation is effected analogously to Example 1, using 0.7 g (2.6 mmol) of N-methyl-N-[3-phenyl-3-(2-pyridyl)propyl]-1,2-ethanediamine and 1 g (2.5 mmol) of N-cyano-O-phenyl-N'-[3-[3-(piperidinomethyl)phenoxy]propyl]isourea as starting materials. Working up by chromatography (eluant: ethyl acetate) analogously to Example 1 yields the purified title compound in the form of a viscous oil; MS (+FAB method): m/z (rel. int.[%])=568 ([M+H]+ 3), 196 (100).

Workup

  1. customPreparation
  2. custompurified title compound in the form of a viscous oil

Sources & evidence

ORD record
ord-1a906bae9ec44e9a8ebb911a545e4030
Source dataset
uspto-grants-1993_05
Patent number
US05212187

Reaction notes

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