HCID 178468762, compound → HCID 178437443, compound

HRID 653723Notes

Reaction equation

HRID 653723 reaction equation
[CH2:1]([C:3]1[N:7]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[C:21]3[NH:25][N:24]=[N:23][N:22]=3)=[CH:11][CH:10]=2)[C:6]2[C:26]([C:30]([O:32]CC)=[O:31])=[CH:27][CH:28]=[CH:29][C:5]=2[N:4]=1)[CH3:2]>CO.[OH-].[Na+]>[CH2:1]([C:3]1[N:7]([CH2:8][C:9]2[CH:10]=[CH:11][C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[C:21]3[NH:25][N:24]=[N:23][N:22]=3)=[CH:13][CH:14]=2)[C:6]2[C:26]([C:30]([OH:32])=[O:31])=[CH:27][CH:28]=[CH:29][C:5]=2[N:4]=1)[CH3:2]

Participants

4

Reactant 1

HCID 178468762HCID 178468762, compound

Product 1

HCID 178437443HCID 178437443, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A mixture of ethyl 2-ethyl-1-[[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl]benzimidazole-7-carboxylate (0.5 g) in methanol (10 ml) and 2N NaOH was heated under reflux for 4 hours. The reaction mixture was concentrated to dryness. The concentrate was dissolved in water, followed by neutralization with 1N-HCl to give crystals. Recrystallization from DMF-ethanol-water afforded colorless prisms (0.27 g, 58%), m.p. 261°-262° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 4 hours
  3. concentrationThe reaction mixture was concentrated to dryness
  4. dissolutionThe concentrate was dissolved in water
  5. customto give crystals
  6. customRecrystallization from DMF-ethanol-water afforded colorless prisms (0.27 g, 58%), m.p. 261°-262° C.

Sources & evidence

ORD record
ord-1304c085066a4a9bbad6b967cbf25305
Source dataset
uspto-grants-1992_07
Patent number
US05128356

Reaction notes

Loading…