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

HRID 1387139
Notes
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Reaction equation

HRID 1387139 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
ParticipantsProcedureWorkupSources & evidenceReaction notes

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-a857968f0bdf436b8ba7444694417f5b
Source dataset
uspto-grants-2001_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
USRE037303E1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes