Hydrochloric Acid → HCID 45121064, compound

HRID 553248Notes

Reaction equation

HRID 553248 reaction equation
C([O:3][C:4]([C:6]1[C:10]([CH3:11])=[C:9]([C:12]2[NH:13][C:14]3[CH:20]=[C:19]([C:21](=[O:28])[C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)[CH:18]=[CH:17][C:15]=3[N:16]=2)[NH:8][C:7]=1[CH3:29])=[O:5])C.[OH-].[Na+].Cl>C(O)C.O1CCCC1>[C:21]([C:19]1[CH:18]=[CH:17][C:15]2[N:16]=[C:12]([C:9]3[NH:8][C:7]([CH3:29])=[C:6]([C:4]([OH:5])=[O:3])[C:10]=3[CH3:11])[NH:13][C:14]=2[CH:20]=1)(=[O:28])[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 57955764HCID 57955764, compound

Product 1

HCID 45121064HCID 45121064, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

The 5-(5-benzoylbenzimidazole-2-yl)-2,4-dimethylpyrrole-3-carboxylic acid ethyl ester (200 mg) obtained in Example 53 (2) was dissolved in ethanol (5 ml) and tetrahydrofuran (5 ml). To this solution was added a 4 N sodium hydroxide aqueous solution (10 ml), and the mixture was heated under reflux for 12 hours. After the starting material was disappeared, the reaction mixture was allowed to cool to room temperature, and neutralized with a 1 N hydrochloric acid solution. The precipitate was collected by filtration to afford 5-(5-benzoylbenzimidazol-2-yl)-2,4-dimethylpyrrole-3-carboxylic acid (139 mg, 75%) as a light yellow solid.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 12 hours
  3. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-2a2503f614134f968e87df2c5ee8630f
Source dataset
uspto-grants-2011_05
Patent number
US07951956B2

Reaction notes

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