Sodium Hydroxide → HCID 90229291, compound

HRID 1505760Notes

Reaction equation

HRID 1505760 reaction equation
[F:1][C:2]([F:26])([F:25])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]([NH:11][C:12]1[CH:13]=[C:14]([C:21]([O:23]C)=[O:22])[C:15]2[N:19]=[CH:18][NH:17][C:16]=2[CH:20]=1)=[O:10].[OH-].[Na+]>CO>[F:26][C:2]([F:1])([F:25])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]([NH:11][C:12]1[CH:13]=[C:14]([C:21]([OH:23])=[O:22])[C:15]2[N:19]=[CH:18][NH:17][C:16]=2[CH:20]=1)=[O:10]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 90229342HCID 90229342, compound

Product 1

HCID 90229291HCID 90229291, compoundYield 80.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 6-({[2-(trifluoromethyl)phenyl]carbonyl}amino)-1H-benzimidazole-4-carboxylate (356 mg) was dissolved in MeOH (10 mL), and 1N aqueous sodium hydroxide solution (2 mL) was added, and the reaction mixture was stirred at room temperature overnight. After MeOH was removed under reduced pressure, water was added to the residue, and the solution was acidified with 1N hydrochloric acid to pH 5 under ice-cooling. The precipitate was collected by filtration to obtain the titled compound (276 mg) as slightly brown powder.

Workup

  1. customAfter MeOH was removed under reduced pressure, water
  2. additionwas added to the residue
  3. temperaturecooling
  4. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-fc9d5042dcbe405da8f6fbb4e0592f23
Source dataset
uspto-grants-2015_12
Patent number
US09216968B2

Reaction notes

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