HCID 178468760, compound → HCID 178439900, compound

HRID 1655480Notes

Reaction equation

HRID 1655480 reaction equation
[CH:1]([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]3[NH:26][N:25]=[N:24][N:23]=3)=[CH:12][CH:11]=2)[C:7]2[C:27]([C:31]([O:33]CC)=[O:32])=[CH:28][CH:29]=[CH:30][C:6]=2[N:5]=1)([CH3:3])[CH3:2]>CO.[OH-].[Na+]>[CH:1]([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]3[NH:26][N:25]=[N:24][N:23]=3)=[CH:14][CH:15]=2)[C:7]2[C:27]([C:31]([OH:33])=[O:32])=[CH:28][CH:29]=[CH:30][C:6]=2[N:5]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 178468760HCID 178468760, compound

Product 1

HCID 178439900HCID 178439900, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A mixture of ethyl 2-isopropyl-1-[[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl]benzimidazole-7-carboxylate (1.2 g) in methanol (5 ml) and 2N NaOH (5 ml) was heated for 4 hours under reflux. The reaction mixture was concentrated to dryness and then dissolved in water, followed by neutralization with 1N-HCl to give crystals. Recrystallization from DMF-50% EtOH afforded colorless prisms (0.8 g, 71%), m.p. 265-267° C. (decomp.).

Workup

  1. temperaturewas heated for 4 hours
  2. temperatureunder reflux
  3. concentrationThe reaction mixture was concentrated to dryness
  4. dissolutiondissolved in water
  5. customto give crystals
  6. customRecrystallization from DMF-50% EtOH afforded colorless prisms (0.8 g, 71%), m.p. 265-267° C. (decomp.)

Sources & evidence

ORD record
ord-4947017686da4051a8cd40af530a0363
Source dataset
uspto-grants-1993_10
Patent number
US05250554

Reaction notes

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