HCID 13486636, compound → N-[2-[N-[3-(4-chlorophenyl)-3-(2-pyridyl)propyl]-N-methylamino]ethyl]-N'-cyano-N"-[3-[3-(piperidinomethyl)phenoxy]propyl]guanidine

HRID 248936Notes

Reaction equation

HRID 248936 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=2)[CH2:9][CH2:10][N:11]([CH3:15])[CH2:12][CH2:13][NH2:14])=[CH:4][CH:3]=1.[C:22]([NH:24][C:25](=[N:33][CH2:34][CH2:35][CH2:36][O:37][C:38]1[CH:43]=[CH:42][CH:41]=[C:40]([CH2:44][N:45]2[CH2:50][CH2:49][CH2:48][CH2:47][CH2:46]2)[CH:39]=1)OC1C=CC=CC=1)#[N:23]>C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=2)[CH2:9][CH2:10][N:11]([CH2:12][CH2:13][NH:14][C:25]([NH:24][C:22]#[N:23])=[N:33][CH2:34][CH2:35][CH2:36][O:37][C:38]2[CH:43]=[CH:42][CH:41]=[C:40]([CH2:44][N:45]3[CH2:50][CH2:49][CH2:48][CH2:47][CH2:46]3)[CH:39]=2)[CH3:15])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 13486636HCID 13486636, compoundHCID 19762518N-[3-(4-chlorophenyl)-3-(2-pyridyl)propyl]-N-methyl-1,2-ethanediamine

Product 1

HCID 53773015N-[2-[N-[3-(4-chlorophenyl)-3-(2-pyridyl)propyl]-N-methylamino]ethyl]-N'-cyano-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 (2.3 mmol) of N-[3-(4-chlorophenyl)-3-(2-pyridyl)propyl]-N-methyl-1,2-ethanediamine and 0.85 g (2.2 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.[%])=602 ([M+H]+, 5), 230 (100); IR (KBr): 2165 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.: from 85° C. with decomposition.

Workup

  1. customPreparation
  2. custompurified title compound in the form of a viscous oil
  3. customrecrystallised from ether/isopropanol
  4. customfrom 85° C.

Sources & evidence

ORD record
ord-57c3239939544d319304a7db91d4494d
Source dataset
uspto-grants-1993_05
Patent number
US05212187

Reaction notes

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