3-Phenylpropylamine → N-(3-Phenylpropyl)-3-(1H-imidazol-4-yl)propanamide

HRID 744032Notes

Reaction equation

HRID 744032 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][NH2:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH:11]1[CH:15]=[C:14]([CH2:16][CH2:17][C:18](O)=[O:19])[N:13]=[CH:12]1>>[C:1]1([CH2:7][CH2:8][CH2:9][NH:10][C:18](=[O:19])[CH2:17][CH2:16][C:14]2[N:13]=[CH:12][NH:11][CH:15]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 162593-PhenylpropylamineHCID 178525356HCID 178525356, compound

Product 1

HCID 178520519N-(3-Phenylpropyl)-3-(1H-imidazol-4-yl)propanamide

Procedure

The preparation is carried out as in Example 1 with 3-phenylpropanamine and 3-(1H-imidazol-4-yl)propanoic acid, the acid being here added after the reaction of the amine component with N,N'-carbonyldiimidazole. The title compound is extracted from water with diethyl ether, purified by chromatography and recrystallized in the hydrogenmaleate form from ethanol/diethyl ether.

Workup

  1. additionthe acid being here added
  2. extractionThe title compound is extracted from water with diethyl ether
  3. custompurified by chromatography
  4. customrecrystallized in the hydrogenmaleate form from ethanol/diethyl ether

Sources & evidence

ORD record
ord-424f81e7bb5f47f0b2ca280258f28261
Source dataset
uspto-grants-1996_09
Patent number
US05559113

Reaction notes

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