Sodium Hydroxide → HCID 22596780, compound

HRID 1977405Notes

Reaction equation

HRID 1977405 reaction equation
[CH2:1]([O:3][C:4]1[N:8]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:22]([O:24]C)=[O:23])=[CH:12][CH:11]=2)[C:7]2[C:26]([C:30]([O:32]C)=[O:31])=[CH:27][CH:28]=[CH:29][C:6]=2[N:5]=1)[CH3:2].[OH-].[Na+]>CO>[CH2:1]([O:3][C:4]1[N:8]([CH2:9][C:10]2[CH:11]=[CH:12][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:22]([OH:24])=[O:23])=[CH:14][CH:15]=2)[C:7]2[C:26]([C:30]([OH:32])=[O:31])=[CH:27][CH:28]=[CH:29][C:6]=2[N:5]=1)[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 15654679Methyl 2-ethoxy-1-[[2′-(methoxycarbonyl)[1,1′-biphenyl]-4-yl]methyl]-1H-benzimidazole-7-carboxylate

Product 1

HCID 22596780HCID 22596780, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of methyl 2-ethoxy-1-[[2′-methoxycarbonylbiphenyl-4-yl]methyl]benzimidazole-7-carboxylate (0.7 g) in methanol (10 ml) was added 1N NaOH (5 ml) and the mixture was stirred at 80° C. for 3 hours. After evaporation of the methanol, the aqueous residue was neutralized with 1N hydrochloric acid to give crystals. The crystals were recrystallized from methanol-chloroform to afford colorless crystals (0.54 g, 83%), m.p. 213-215° C.

Workup

  1. customAfter evaporation of the methanol
  2. customto give crystals
  3. customThe crystals were recrystallized from methanol-chloroform

Sources & evidence

ORD record
ord-67516ac2e20842cc92ce52813ca8f603
Source dataset
uspto-grants-2001_05
Patent number
US06232334B1

Reaction notes

Loading…