Hydrochloric Acid → HCID 57955779, compound

HRID 553241Notes

Reaction equation

HRID 553241 reaction equation
C([O:3][C:4]([CH2:6][CH2:7][NH:8][C:9]([C:11]1[NH:12][C:13]([CH3:34])=[C:14]([C:17]2[NH:18][C:19]3[CH:25]=[C:24]([C:26](=[O:33])[C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[CH:23]=[CH:22][C:20]=3[N:21]=2)[C:15]=1[CH3:16])=[O:10])=[O:5])C.[OH-].[Na+].Cl>O1CCCC1.C(O)C>[C:4]([CH2:6][CH2:7][NH:8][C:9]([C:11]1[NH:12][C:13]([CH3:34])=[C:14]([C:17]2[NH:18][C:19]3[CH:25]=[C:24]([C:26](=[O:33])[C:27]4[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=4)[CH:23]=[CH:22][C:20]=3[N:21]=2)[C:15]=1[CH3:16])=[O:10])([OH:5])=[O:3]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 57955810HCID 57955810, compound

Product 1

HCID 57955779HCID 57955779, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

The N-(2-ethoxycarbonylethyl)-4-(5-benzoylbenzimidazol-2-yl)-3,5-dimethylpyrrole-2-carboxamide (300 mg) obtained in Example 19 was dissolved in tetrahydrofuran (5 ml) and ethanol (5 ml), and a 4 N sodium hydroxide aqueous solution (10 ml) was added to the solution and stirred at room temperature for 1 hour. The reaction mixture was neutralized with a 4 N hydrochloric acid solution, and then the precipitate was collected by filtration. The solid was dried in vacuo to afford N-(2-carboxyethyl)-4-(5-benzoylbenzimidazol-2-yl)-3,5-dimethylpyrrole-2-carboxamide (211 mg, 75%) as a purple solid.

Workup

  1. filtrationthe precipitate was collected by filtration
  2. customThe solid was dried in vacuo

Sources & evidence

ORD record
ord-7b7a9075347c45878e77844a5504724a
Source dataset
uspto-grants-2011_05
Patent number
US07951956B2

Reaction notes

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