HCID 19967203, compound → HCID 21468943, compound

HRID 743899Notes

Reaction equation

HRID 743899 reaction equation
[N:1]1[NH:2][N:3]=[N:4][C:5]=1[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]1[CH:39]=[CH:38][C:15]2[N:16]([CH:26]([CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[C:27]([O:29]CC)=[O:28])[C:17]([C:19]([F:25])([F:24])[C:20]([F:23])([F:22])[F:21])=[N:18][C:14]=2[CH:13]=1>C(O)C.[OH-].[Na+]>[F:25][C:19]([F:24])([C:17]1[N:16]([CH:26]([CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[C:27]([OH:29])=[O:28])[C:15]2[CH:38]=[CH:39][C:12]([C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=3[C:5]3[N:1]=[N:2][NH:3][N:4]=3)=[CH:13][C:14]=2[N:18]=1)[C:20]([F:21])([F:23])[F:22]

Participants

4

Reactant 1

HCID 19967203HCID 19967203, compound

Product 1

HCID 21468943HCID 21468943, compoundYield 91.9%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

Ethyl 2-[5-[2-(2H-tetrazol-5-yl)phenyl]-2-pentafluoroethyl-1H-benzimidazol-1-yl]octanoate (0.25 mmoles, 0.14 g) was dissolved in 25 ml ethanol and 1 ml 5N NaOH. The solution heated on a steam bath for 1 hour. The solvent was removed in vacuo. The residue was dissolved in water. The pH was adjusted to 3.0 using 5N HCl. The precipitate was collected and dried to yield 0.12 g of 2-[2-pentafluoroethyl-5-[2-(2H-tetrazol-5-yl)phenyl]-1H-benzimidazol-1-yl]octanoic acid. (MS)

Workup

  1. temperatureThe solution heated on a steam bath for 1 hour
  2. customThe solvent was removed in vacuo
  3. dissolutionThe residue was dissolved in water
  4. customThe precipitate was collected
  5. customdried

Sources & evidence

ORD record
ord-03e313c13a784f9abe2d059917f4d964
Source dataset
uspto-grants-1996_09
Patent number
US05556981

Reaction notes

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