Hydrochloric Acid → HCID 67993554, compound

HRID 587441Notes

Reaction equation

HRID 587441 reaction equation
[CH3:1][C:2]1([CH3:36])[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[N:4]([C:11]2[CH:16]=[CH:15][C:14]([O:17][C:18]3[N:22](COCC[Si](C)(C)C)[C:21]4[CH:31]=[CH:32][CH:33]=[CH:34][C:20]=4[N:19]=3)=[CH:13][CH:12]=2)[C:3]1=[O:35].[ClH:37]>CCO>[ClH:37].[ClH:37].[NH:19]1[C:20]2[CH:34]=[CH:33][CH:32]=[CH:31][C:21]=2[N:22]=[C:18]1[O:17][C:14]1[CH:15]=[CH:16][C:11]([N:4]2[C:5]3=[N:6][CH:7]=[CH:8][CH:9]=[C:10]3[C:2]([CH3:1])([CH3:36])[C:3]2=[O:35])=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58577583HCID 58577583, compound

Product 1

HCID 67993554HCID 67993554, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
60 °C

Procedure

A mixture of 3,3-dimethyl-1-{4-[(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-benzimidazol-2-yl)oxy]phenyl}-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one (258 mg) and 2N HCl in EtOH (5 mL) in EtOH (5 mL) was stirred at 60° C. for 10 h. After cooling to room temperature, the solvent was removed. The residue was recrystallized from EtOH-AcOEt to give 1-[4-(1H-benzimidazol-2-yloxy)phenyl]-3,3-dimethyl-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one dihydrochloride (152 mg).

Workup

  1. temperatureAfter cooling to room temperature
  2. customthe solvent was removed
  3. customThe residue was recrystallized from EtOH-AcOEt

Sources & evidence

ORD record
ord-e0f8a7c747ce4c9692f2f994074ddbfb
Source dataset
uspto-grants-2016_01
Patent number
US09226921B2

Reaction notes

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