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

HRID 248960Notes

Reaction equation

HRID 248960 reaction equation
[CH3:1][N:2]([CH2:8][CH2:9][CH:10]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=1)[CH2:3][CH2:4][CH2:5][CH2:6][NH2:7].[C:23](N1C=CN=C1)(N1C=CN=C1)=[O:24].[N:35]1([CH2:41][C:42]2[CH:43]=[C:44]([CH:50]=[CH:51][CH:52]=2)[O:45][CH2:46][CH2:47][CH2:48][NH2:49])[CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]1>>[C:17]1([CH:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)[CH2:9][CH2:8][N:2]([CH2:3][CH2:4][CH2:5][CH2:6][NH:7][C:23]([NH:49][CH2:48][CH2:47][CH2:46][O:45][C:44]2[CH:50]=[CH:51][CH:52]=[C:42]([CH2:41][N:35]3[CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]3)[CH:43]=2)=[O:24])[CH3:1])[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

4

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 102205613-(3-(Piperidin-1-ylmethyl)phenoxy)propan-1-amineHCID 19762597N-methyl-N-[3-phenyl-3-(2-pyridyl)propyl]-1,4-butanediamine

Product 1

HCID 19762584N-[4-[N-[3-phenyl-3-(2-pyridyl)propyl]-N-methylamino]butyl]-N'-[3-[3-(piperidinomethyl)phenoxy]propyl]urea

Procedure

Preparation is effected analogously to Example 63, using 0.7 g (2.3 mmol) of N-methyl-N-[3-phenyl-3-(2-pyridyl)propyl]-1,4-butanediamine, an equimolar amount of 1,1'-carbonyldiimidazole and 0.7 g (2.8 mmol) of 3-[3-(piperidinomethyl)phenoxy]propaneamine. Working up by chromatography analogously to Example 63 yields the purified title compound in the form of an oil; MS (EI-80 eV): m/z (rel. int.[%])=571 ([M]+, 4), 84 (22), 169 (100).

Workup

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

Sources & evidence

ORD record
ord-c2009a1f18f24dcf89ad3f6945ab3e20
Source dataset
uspto-grants-1993_05
Patent number
US05212187

Reaction notes

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