Sodium Hydroxide → HCID 178441469, compound

HRID 274582Notes

Reaction equation

HRID 274582 reaction equation
[CH2:1]([C:5]1[N:9]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[C:18]([C:23]4[NH:27][N:26]=[N:25][N:24]=4)=[N:19][CH:20]=[N:21][CH:22]=3)=[CH:13][CH:12]=2)[C:8]2[C:28]([C:32]([O:34]C)=[O:33])=[CH:29][CH:30]=[CH:31][C:7]=2[N:6]=1)[CH2:2][CH2:3][CH3:4].[OH-].[Na+]>CO>[CH2:1]([C:5]1[N:9]([CH2:10][C:11]2[CH:12]=[CH:13][C:14]([C:17]3[C:18]([C:23]4[NH:27][N:26]=[N:25][N:24]=4)=[N:19][CH:20]=[N:21][CH:22]=3)=[CH:15][CH:16]=2)[C:8]2[C:28]([C:32]([OH:34])=[O:33])=[CH:29][CH:30]=[CH:31][C:7]=2[N:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178441475HCID 178441475, compound

Product 1

HCID 178441469HCID 178441469, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 2-butyl-1-[p-[4-(1H-tetrazol-5-yl)pyrimidin-5-yl]benzyl]benzimidazole-7-carboxylate (0.1 g, 0.2 mmol) in methanol (5 ml) was added 1N aqueous NaOH (0.5 ml) and the mixture was heated under reflux for 6 hours. After concentration to dryness, the residue was dissolved in water and the solution was neutralized with 1N aqueous hydrochloric acid. The resulting precipitate was collected by filtration and washed with water. Recrystallization from aqueous methanol afforded yellow powders (80 mg, 82%), m.p. 209°-212° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 6 hours
  3. concentrationAfter concentration to dryness
  4. dissolutionthe residue was dissolved in water
  5. filtrationThe resulting precipitate was collected by filtration
  6. washwashed with water
  7. customRecrystallization from aqueous methanol afforded yellow powders (80 mg, 82%), m.p. 209°-212° C.

Sources & evidence

ORD record
ord-51f48e718414477cb6db24671b83c663
Source dataset
uspto-grants-1995_02
Patent number
US05389641

Reaction notes

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