2-Thiophenecarboxaldehyde → 3-Hydroxy-1-(3-imidazol-1-yl-propyl)-4-pentyl-5-thiophen-2-yl-1,5-dihydro-pyrrol-2-one

HRID 2060319Notes

Reaction equation

HRID 2060319 reaction equation
[N:1]1([CH2:6][CH2:7][CH2:8][NH2:9])[CH:5]=[CH:4][N:3]=[CH:2]1.[S:10]1[CH:14]=[CH:13][CH:12]=[C:11]1[CH:15]=O.C([O:19][C:20](=O)[C:21](=[O:28])[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])C>C(O)C>[OH:28][C:21]1[C:20](=[O:19])[N:9]([CH2:8][CH2:7][CH2:6][N:1]2[CH:5]=[CH:4][N:3]=[CH:2]2)[CH:15]([C:11]2[S:10][CH:14]=[CH:13][CH:12]=2)[C:22]=1[CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]

Participants

5

Reactant 3

HCID 73642-ThiophenecarboxaldehydeHCID 787361H-Imidazole-1-propanamineHCID 10888659Ethyl 2-oxooctanoate

Product 1

HCID 579242413-Hydroxy-1-(3-imidazol-1-yl-propyl)-4-pentyl-5-thiophen-2-yl-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 Thiophene-2-carbaldehyde (1 mmol) were added to ethanol (5 ml). After 30 min 2-Oxo-octanoic acid ethyl ester (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-19ab193a302449868c5db915f9621805
Source dataset
uspto-grants-2012_10
Patent number
US08278345B2

Reaction notes

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