1,1'-Carbonyldiimidazole → HCID 19762517, compound

HRID 248994Notes

Reaction equation

HRID 248994 reaction equation
[F:1][C:2]1[CH:26]=[CH:25][C:5]([CH2:6][N:7]([CH2:14][CH2:15][N:16]([CH3:24])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][NH2:23])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)=[CH:4][CH:3]=1.[C:27](N1C=CN=C1)(N1C=CN=C1)=[O:28].[N:39]1([CH2:45][C:46]2[CH:47]=[C:48]([CH:54]=[CH:55][CH:56]=2)[O:49][CH2:50][CH2:51][CH2:52][NH2:53])[CH2:44][CH2:43][CH2:42][CH2:41][CH2:40]1>>[F:1][C:2]1[CH:26]=[CH:25][C:5]([CH2:6][N:7]([CH2:14][CH2:15][N:16]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][NH:23][C:27]([NH:53][CH2:52][CH2:51][CH2:50][O:49][C:48]2[CH:54]=[CH:55][CH:56]=[C:46]([CH2:45][N:39]3[CH2:44][CH2:43][CH2:42][CH2:41][CH2:40]3)[CH:47]=2)=[O:28])[CH3:24])[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 19762604HCID 19762604, compound

Product 1

HCID 19762517HCID 19762517, compound

Procedure

Preparation is effected analogously to Example 63, using 0.50 g (1.4 mmol) of N-[2-[N-(4-fluorobenzyl)-N-(2-pyridyl)amino]ethyl]-N-methyl-1,6-hexanediamine and the equimolar amounts of 1,1'-carbonyldiimidazole and 3-[3-(piperidinomethyl)phenoxy]propylamine as starting materials. Chromatographic working-up analogously to Example 63 yields the purified title compound in the form of a viscous oil; MS (+FAB method): m/z (rel. int. [%])=633 ([M+H]+, 1), 154 ([m-NO2 -benzylOH] 100); IR (KBr): 1640 cm-1 (C=O). For further analysis, a portion of the compound is converted into the tartaric acid salt in an ethanol/ether solvent mixture; m.p.: 65°-69° C. (ethanol/ether).

Workup

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

Sources & evidence

ORD record
ord-c20012e7405e411a81f3d33cc6c78bd4
Source dataset
uspto-grants-1993_05
Patent number
US05212187

Reaction notes

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