Hydrochloric Acid → HCID 57955809, compound

HRID 553242Notes

Reaction equation

HRID 553242 reaction equation
[OH-].[Na+].[C:3]([C:11]1[CH:39]=[CH:38][C:14]2[N:15]=[C:16]([C:18]3[C:19]([CH3:37])=[C:20]([C:24]([N:26]4[CH2:31][CH2:30][CH:29]([C:32]([O:34]CC)=[O:33])[CH2:28][CH2:27]4)=[O:25])[NH:21][C:22]=3[CH3:23])[NH:17][C:13]=2[CH:12]=1)(=[O:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Cl>C(O)C>[C:3]([C:11]1[CH:39]=[CH:38][C:14]2[N:15]=[C:16]([C:18]3[C:19]([CH3:37])=[C:20]([C:24]([N:26]4[CH2:27][CH2:28][CH:29]([C:32]([OH:34])=[O:33])[CH2:30][CH2:31]4)=[O:25])[NH:21][C:22]=3[CH3:23])[NH:17][C:13]=2[CH:12]=1)(=[O:10])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 57955829HCID 57955829, compound

Product 1

HCID 57955809HCID 57955809, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

A 1 N sodium hydroxide aqueous solution (16.2 ml, 16.2 mmol) was added to an ethanol (15 ml) solution of the ((4-(5-benzoylbenzimidazol-2-yl)-3,5-dimethylpyrrol-2-yl)-carbonyl)-4-ethoxycarbonylpiperidine (4.19 g, 10.8 mmol) obtained in Example 44, and stirred at 100° C. for 4 hours. The reaction mixture was allowed to cool to room temperature with stirring, and then neutralized with 6 N hydrochloric acid (12 ml, 16.2 mmol). The precipitate was collected by filtration, and dried at reduced pressure to afford ((4-(5-benzoylbenzimidazol-2-yl)-3,5-dimethylpyrrol-2-yl)-carbonyl)piperidine-4-carboxylic acid (3.02 g, 78%) as white crystals.

Workup

  1. temperatureto cool to room temperature
  2. stirringwith stirring
  3. filtrationThe precipitate was collected by filtration
  4. customdried at reduced pressure

Sources & evidence

ORD record
ord-a296c5f7e4d046fd80697fd7681417cb
Source dataset
uspto-grants-2011_05
Patent number
US07951956B2

Reaction notes

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