4-[4-(4-Fluorophenyl)-5-(2-pyridyl)-1H-imidazol-2-yl]benzoic acid → Ethyl 4-[4-(4-fluorophenyl)-5-(2-pyridyl)-imidazol-2-yl]benzoate

HRID 991543Notes

Reaction equation

HRID 991543 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([C:19]3[CH:27]=[CH:26][C:22]([C:23]([OH:25])=[O:24])=[CH:21][CH:20]=3)[NH:11][C:12]=2[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)=[CH:4][CH:3]=1.[CH2:28](O)[CH3:29].S(=O)(=O)(O)O>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([C:19]3[CH:20]=[CH:21][C:22]([C:23]([O:25][CH2:28][CH3:29])=[O:24])=[CH:26][CH:27]=3)[NH:11][C:12]=2[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 98636304-[4-(4-Fluorophenyl)-5-(2-pyridyl)-1H-imidazol-2-yl]benzoic acidHCID 73950302Sulphuric acid ethanol

Product 1

HCID 9908258Ethyl 4-[4-(4-fluorophenyl)-5-(2-pyridyl)-imidazol-2-yl]benzoate

Procedure

Material from Example 3 was heated at reflux in a solution of ethanol/sulfuric acid for 18 h. The solution was concentrated to removed the ethanol and the resulting aqueous solution was extracted with chloroform to yield the title compound. ESMS (M+H)+=388.2.

Workup

  1. concentrationThe solution was concentrated
  2. customto removed the ethanol
  3. extractionthe resulting aqueous solution was extracted with chloroform

Sources & evidence

ORD record
ord-216ba2afd4c34d32a76a712130ebac31
Source dataset
uspto-grants-2002_10
Patent number
US06465493B1

Reaction notes

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