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

HRID 248996

Reaktionsgleichung

Reaktionsgleichung von HRID 248996
[F:1][C:2]1[CH:23]=[CH:22][C:5]([CH2:6][N:7]([CH2:14][CH2:15][N:16]([CH3:21])[CH2:17][CH2:18][CH2:19][NH2:20])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)=[CH:4][CH:3]=1.[C:24](N1C=CN=C1)(N1C=CN=C1)=[O:25].[N:36]1([CH2:42][C:43]2[CH:44]=[C:45]([CH:52]=[CH:53][CH:54]=2)[O:46][CH2:47][CH2:48][CH2:49][CH2:50][NH2:51])[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]1>>[F:1][C:2]1[CH:23]=[CH:22][C:5]([CH2:6][N:7]([CH2:14][CH2:15][N:16]([CH2:17][CH2:18][CH2:19][NH:20][C:24]([NH:51][CH2:50][CH2:49][CH2:48][CH2:47][O:46][C:45]2[CH:52]=[CH:53][CH:54]=[C:43]([CH2:42][N:36]3[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]3)[CH:44]=2)=[O:25])[CH3:21])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)=[CH:4][CH:3]=1

Komponenten

4

Edukt 3

HCID 682631,1'-CarbonyldiimidazoleHCID 137906124-(3-Piperidinomethylphenoxy)butaneamineHCID 19762569HCID 19762569, Verbindung

Produkt 1

HCID 19762571N-[3-[N-[2-[N-(4-fluorobenzyl)-N-(2-pyridyl)amino]ethyl]-N-methylamino]propyl]-N'-[4-[3-(piperidinomethyl)phenoxy]butyl]urea

Versuchsvorschrift

Preparation is effected analogously to Example 63, using 0.42 g (1.0 mmol) of N-[2-[N-(4-fluorobenzyl)-N-(2-pyridyl)amino]ethyl]-N-methyl-1,3-propanediamine and the equimolar amounts of 1,1'-carbonyldiimidazole and 4-[3-(piperidinomethyl)phenoxy]butylamine as starting materials. Working up by chromatography analogously to Example 63 yields the purified title compound in the form of a viscous oil; MS (+FAB method): m/z (rel. int. [%])=605 ([M+H]+, 14), 229 (100); IR (KBr): 1631 cm-1 (C=O). For further analysis, a portion of the compound is converted into the O,O'-ditoluoyltartaric acid salt and recrystallised from isopropanol/ether; m.p.: 115° C. (isopropanol/ether).

Aufarbeitung

  1. customPreparation
  2. customWorking up by chromatography analogously to Example 63 yields the
  3. custompurified title compound in the form of a viscous oil
  4. customrecrystallised from isopropanol/ether

Quellen und Nachweise

ORD-Eintrag
ord-7cbfda4f80694c718b05d46d8bc615ba
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05212187

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