4-Methylbenzaldehyde → 3-Hydroxy-1-(3-imidazol-1-yl-propyl)-4-phenyl-5-p-tolyl-1,5-dihydro-pyrrol-2-one

HRID 2060301Notes

Reaction equation

HRID 2060301 reaction equation
[N:1]1([CH2:6][CH2:7][CH2:8][NH2:9])[CH:5]=[CH:4][N:3]=[CH:2]1.[CH3:10][C:11]1[CH:18]=[CH:17][C:14]([CH:15]=O)=[CH:13][CH:12]=1.C([O:21][C:22](=O)[C:23](=[O:31])[CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)C>C(O)C>[OH:31][C:23]1[C:22](=[O:21])[N:9]([CH2:8][CH2:7][CH2:6][N:1]2[CH:5]=[CH:4][N:3]=[CH:2]2)[CH:15]([C:14]2[CH:17]=[CH:18][C:11]([CH3:10])=[CH:12][CH:13]=2)[C:24]=1[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 77254-MethylbenzaldehydeHCID 787361H-Imidazole-1-propanamineHCID 12292599Ethyl 2-oxo-3-phenylpropanoate

Product 1

HCID 250994463-Hydroxy-1-(3-imidazol-1-yl-propyl)-4-phenyl-5-p-tolyl-1,5-dihydro-pyrrol-2-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

3-Imidazol-1-yl-propylamine (1 mmol) and 4-Methyl-benzaldehyde (1 mmol) were added to ethanol (5 ml). After 30 min 2-Oxo-3-phenyl-propionic acid ethylester (1 mmol) was added. The reaction was heated to 50° C. and stirred for 24 h. After evaporation of the solvent the residue was purified with chromatographic methods.

Workup

  1. customAfter evaporation of the solvent the residue
  2. customwas purified with chromatographic methods

Sources & evidence

ORD record
ord-475a63bf865e41c189346b7a276f3402
Source dataset
uspto-grants-2012_10
Patent number
US08278345B2

Reaction notes

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