Sodium Hydroxide → HCID 19085372, compound

HRID 963040Notes

Reaction equation

HRID 963040 reaction equation
[Cl:1][C:2]1[CH:44]=[CH:43][CH:42]=[CH:41][C:3]=1[C:4]([C:6]1[CH:10]=[C:9]([CH2:11][CH3:12])[S:8][C:7]=1[N:13]1[C:17]([C:18]([F:21])([F:20])[F:19])=[N:16][N:15]=[C:14]1[CH2:22][NH:23][C:24]([C:26]1[N:27]([CH2:35][C:36]([O:38]CC)=[O:37])[C:28]2[C:33]([CH:34]=1)=[CH:32][CH:31]=[CH:30][CH:29]=2)=[O:25])=[O:5].[OH-].[Na+]>CO>[Cl:1][C:2]1[CH:44]=[CH:43][CH:42]=[CH:41][C:3]=1[C:4]([C:6]1[CH:10]=[C:9]([CH2:11][CH3:12])[S:8][C:7]=1[N:13]1[C:17]([C:18]([F:19])([F:21])[F:20])=[N:16][N:15]=[C:14]1[CH2:22][NH:23][C:24]([C:26]1[N:27]([CH2:35][C:36]([OH:38])=[O:37])[C:28]2[C:33]([CH:34]=1)=[CH:32][CH:31]=[CH:30][CH:29]=2)=[O:25])=[O:5]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22439195HCID 22439195, compound

Product 1

HCID 19085372HCID 19085372, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl 2-(4-(3-(2-chlorobenzoyl)-5-ethylthiophen-2-yl)-5-trifluoromethyl[1,2,4]triazol-3-ylmethylcarbamoyl)indole-1-acetate (1.5 g) and a 2M aqueous sodium hydroxide solution (1.25 ml) were added to methanol (20 ml), and the mixture was stirred at room temperature for 30 minutes. Then, the solvent was evaporated and the residue was dissolved in water. Ethyl acetate was added to the solution for washing. The aqueous layer was taken out, and citric acid was added to adjust the solution to pH 3. The solution was extracted with ethyl acetate and the extract was dried over magnesium sulfate. The solvent was evaporated, and the residue was crystallized from ethyl acetate to give 2-(4-(3-(2-chlorobenzoyl)-5-ethylthiophen-2-yl)-5-trifluoromethyl[1,2,4]triazol-3-ylmethylcarbamoyl)indole-1-acetic acid.

Workup

  1. customThen, the solvent was evaporated
  2. dissolutionthe residue was dissolved in water
  3. additionEthyl acetate was added to the solution
  4. washfor washing
  5. additioncitric acid was added
  6. extractionThe solution was extracted with ethyl acetate
  7. dry with materialthe extract was dried over magnesium sulfate
  8. customThe solvent was evaporated
  9. customthe residue was crystallized from ethyl acetate

Sources & evidence

ORD record
ord-be56425ff6204243ba073379a5e47875
Source dataset
uspto-grants-1998_06
Patent number
US05760032

Reaction notes

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