HCID 178441461, compound → HCID 178441459, compound

HRID 653718Notes

Reaction equation

HRID 653718 reaction equation
[CH2:1]([C:5]1[N:9]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[C:23]3[NH:27][N:26]=[N:25][N:24]=3)=[CH:13][CH:12]=2)[C:8]2[C:28]([CH2:32][C:33]([O:35]CC)=[O:34])=[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:16]=[CH:15][C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[C:23]3[NH:27][N:26]=[N:25][N:24]=3)=[CH:13][CH:12]=2)[C:8]2[C:28]([CH2:32][C:33]([OH:35])=[O:34])=[CH:29][CH:30]=[CH:31][C:7]=2[N:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 1

HCID 178441461HCID 178441461, compound

Product 1

HCID 178441459HCID 178441459, compoundYield 46%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A mixture of ethyl 2-butyl-1-[[2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl]benzimidazole-7-acetate (0.28 g) in 1N NaOH (1.5 ml) and methanol (5 ml) was heated for two hours under reflux. The reaction mixture was concentrated, which was neutralized with 1N-HCl. Crystals separated out were collected by filtration and purified by column chromatography on silica gel to afford colorless crystals (0.12 g, 46%), m.p. 170°-171° C.

Workup

  1. temperaturewas heated for two hours
  2. temperatureunder reflux
  3. concentrationThe reaction mixture was concentrated
  4. customCrystals separated out
  5. filtrationwere collected by filtration
  6. custompurified by column chromatography on silica gel

Sources & evidence

ORD record
ord-ade1bf429a30471991b3c1175e31c545
Source dataset
uspto-grants-1992_07
Patent number
US05128356

Reaction notes

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