1,1'-Carbonyldiimidazole → HCID 19762533, compound

HRID 248995Notes

Reaction equation

HRID 248995 reaction equation
[F:1][C:2]1[CH:27]=[CH:26][C:5]([CH2:6][N:7]([CH2:14][CH2:15][N:16]([CH3:25])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][NH2:24])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)=[CH:4][CH:3]=1.[C:28](N1C=CN=C1)(N1C=CN=C1)=[O:29].[N:40]1([CH2:46][C:47]2[CH:48]=[C:49]([CH:55]=[CH:56][CH:57]=2)[O:50][CH2:51][CH2:52][CH2:53][NH2:54])[CH2:45][CH2:44][CH2:43][CH2:42][CH2:41]1>>[F:1][C:2]1[CH:27]=[CH:26][C:5]([CH2:6][N:7]([CH2:14][CH2:15][N:16]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][NH:24][C:28]([NH:54][CH2:53][CH2:52][CH2:51][O:50][C:49]2[CH:55]=[CH:56][CH:57]=[C:47]([CH2:46][N:40]3[CH2:45][CH2:44][CH2:43][CH2:42][CH2:41]3)[CH:48]=2)=[O:29])[CH3:25])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 102205613-(3-(Piperidin-1-ylmethyl)phenoxy)propan-1-amineHCID 19762519HCID 19762519, compound

Product 1

HCID 19762533HCID 19762533, compound

Procedure

Preparation is effected analogously to Example 63, using 0.59 g (1.6 mmol) of N-[2-[N-(4-fluorobenzyl)-N-(2-pyridyl)amino]ethyl]-N-methyl-1,7-heptanediamine 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. [%])=647 ([M+H]+, 7), 229 (100); IR (KBr): 1634 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.: 112° 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-a6a1987babf8454888b09ea6016d3135
Source dataset
uspto-grants-1993_05
Patent number
US05212187

Reaction notes

Loading…