Sodium Hydroxide → HCID 178441470, compound

HRID 274586Notes

Reaction equation

HRID 274586 reaction equation
[CH2:1]([C:5]1[N:9]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[C:22]([C:23]4[NH:27][N:26]=[N:25][N:24]=4)=[CH:21][N:20]=[CH:19][N:18]=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:22]([C:23]4[NH:27][N:26]=[N:25][N:24]=4)=[CH:21][N:20]=[CH:19][N:18]=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 178441476HCID 178441476, compound

Product 1

HCID 178441470HCID 178441470, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 2-butyl-1-[4-[5-(1H-tetrazol-5-yl)pyrimidin-4-yl]benzyl]-1H-benzimidazole-7-carboxylate (0.18 g, 0.4 mmol) in methanol (5 ml) was added 1N aqueous NaOH (0.9 ml) and the mixture was heated under reflux for 6 hours. After concentration to dryness, the residue was dissolved in water. After removal of insoluble materials by filtration, the filtrate was neutralized with aqueous hydrochloric acid. The resulting precipitates were collected by filtration to afford colorless powders (0.14 g, 77%), m.p. 181°-183° 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. customAfter removal of insoluble materials
  6. filtrationby filtration
  7. customThe resulting precipitates
  8. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-49a3610b7bc749dca07f894ca0fcbb81
Source dataset
uspto-grants-1995_02
Patent number
US05389641

Reaction notes

Loading…