Sodium Hydroxide → HCID 18476074, compound

HRID 2187613Notes

Reaction equation

HRID 2187613 reaction equation
FC1C=CC([CH:8]([NH:15][C:16]2[CH:25]=[CH:24][C:19]([C:20]([O:22]C)=[O:21])=[C:18]([C:26]3[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=3)[CH:17]=2)[CH2:9][N:10]2[CH:14]=[CH:13][N:12]=[CH:11]2)=CC=1.[OH-].[Na+]>CO>[F:32][C:29]1[CH:30]=[CH:31][C:26]([N:15]([CH2:8][CH2:9][N:10]2[CH:14]=[CH:13][N:12]=[CH:11]2)[C:16]2[CH:25]=[CH:24][C:19]([C:20]([OH:22])=[O:21])=[C:18]([C:26]3[CH:27]=[CH:28][C:29]([F:32])=[CH:30][CH:31]=3)[CH:17]=2)=[CH:27][CH:28]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 53734757HCID 53734757, compound

Product 1

HCID 18476074HCID 18476074, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 4-[1-(4-fluorophenyl)-2-(imidazol-1-yl)ethylamino]-2-(4-fluorophenyl)benzoate (4.36 g; 10 mmol) in methanol (100 ml) was treated with 2N aqueous sodium hydroxide solution (20 ml; 40 mmol) at reflux for 24 hours. After evaporation of the methanol, the residue was taken up in water, the pH adjusted to 4.5 with HCl 2N. The resulting precipitate was filtered, washed with water and pentane to give 4-[-(4-fluorophenyl)-2-(imidazol-1-yl)ethylamino]-2-(4-fluorophenyl)benzoic acid as a solid (4 g; 95%).

Workup

  1. temperatureat reflux for 24 hours
  2. customAfter evaporation of the methanol
  3. filtrationThe resulting precipitate was filtered
  4. washwashed with water and pentane

Sources & evidence

ORD record
ord-44e57a6be7f44df79900a2aa618652a5
Source dataset
uspto-grants-2002_06
Patent number
US06410539B1

Reaction notes

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