1,1'-Carbonyldiimidazole → HCID 19762547, compound

HRID 248987Notes

Reaction equation

HRID 248987 reaction equation
[CH3:1][O:2][C:3]1[CH:24]=[CH:23][C:6]([CH2:7][N:8]([CH2:15][CH2:16][N:17]([CH3:22])[CH2:18][CH2:19][CH2:20][NH2:21])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)=[CH:5][CH:4]=1.[C:25](N1C=CN=C1)(N1C=CN=C1)=[O:26].[N:37]1([CH2:43][C:44]2[CH:45]=[C:46]([CH:52]=[CH:53][CH:54]=2)[O:47][CH2:48][CH2:49][CH2:50][NH2:51])[CH2:42][CH2:41][CH2:40][CH2:39][CH2:38]1>>[CH3:1][O:2][C:3]1[CH:24]=[CH:23][C:6]([CH2:7][N:8]([CH2:15][CH2:16][N:17]([CH2:18][CH2:19][CH2:20][NH:21][C:25]([NH:51][CH2:50][CH2:49][CH2:48][O:47][C:46]2[CH:52]=[CH:53][CH:54]=[C:44]([CH2:43][N:37]3[CH2:42][CH2:41][CH2:40][CH2:39][CH2:38]3)[CH:45]=2)=[O:26])[CH3:22])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 102205613-(3-(Piperidin-1-ylmethyl)phenoxy)propan-1-amineHCID 19762492HCID 19762492, compound

Product 1

HCID 19762547HCID 19762547, compound

Procedure

Preparation is effected analogously to Example 63, using 0.54 g (1.65 mmol) of N-[2-[N-(4-methoxybenzyl)-N-(2-pyridyl)amino]ethyl]-N-methyl-1,3-propanediamine and the equimolar amounts of 1,1'-carbonyldiimidazole and 3-[3-(piperidinomethyl)phenoxy]propylamine 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. [%])=603 ([M+H]+, 10), 121 (100); IR (KBr): 1639 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.: 120° C. (isopropanol/ether).

Workup

  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

Sources & evidence

ORD record
ord-8fb4a9b9824b48c7a964832c0e276c18
Source dataset
uspto-grants-1993_05
Patent number
US05212187

Reaction notes

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