HCID 57602929, compound → 1-Cyclohexyl-2-(3-phenylquinoxalin-6-yl)benzimidazole-5-carboxylic acid

HRID 1788419Notes

Reaction equation

HRID 1788419 reaction equation
C([O:3][C:4]([C:6]1[CH:36]=[CH:35][C:9]2[N:10]([CH:29]3[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]3)[C:11]([C:13]3[CH:14]=[C:15]4[C:20](=[CH:21][CH:22]=3)[N:19]=[CH:18][C:17]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[N:16]4)=[N:12][C:8]=2[CH:7]=1)=[O:5])C>C(O)C>[CH:29]1([N:10]2[C:9]3[CH:35]=[CH:36][C:6]([C:4]([OH:5])=[O:3])=[CH:7][C:8]=3[N:12]=[C:11]2[C:13]2[CH:14]=[C:15]3[C:20](=[CH:21][CH:22]=2)[N:19]=[CH:18][C:17]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)=[N:16]3)[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1

Participants

3

Reactant 1

HCID 57602929HCID 57602929, compound

Product 1

HCID 52759741-Cyclohexyl-2-(3-phenylquinoxalin-6-yl)benzimidazole-5-carboxylic acidYield 81%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To the solution of Compound 42 (0.95 mmol) in 25 mL ethanol 5 mL, 1 M NaOH was added and the mixture was refluxed for 1 h. It was then cooled and evaporated to dryness. The residue was dissolved in 50 mL water, acidified with 1M HCl to pH 4. The precipitate was filtered off, washed with water (4×) and dried to give 345 mg (81%) of the title compound which maybe further purified by RP-HPLC.

Workup

  1. temperaturethe mixture was refluxed for 1 h
  2. temperatureIt was then cooled
  3. customevaporated to dryness
  4. dissolutionThe residue was dissolved in 50 mL water
  5. filtrationThe precipitate was filtered off
  6. washwashed with water (4×)
  7. customdried

Sources & evidence

ORD record
ord-2ebc40419c924cbbbc229da2d37904ee
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

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