Hydrochloric Acid → HCID 66728259, compound

HRID 573275Notes

Reaction equation

HRID 573275 reaction equation
[CH2:1]([N:3]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([C:20]3[N:24](COCC[Si](C)(C)C)[C:23]4[CH:33]=[CH:34][CH:35]=[CH:36][C:22]=4[N:21]=3)=[O:19])=[CH:14][CH:13]=2)=[N:4]1)[CH3:2].CCO.Cl.[OH-].[Na+]>O>[NH:24]1[C:23]2[CH:33]=[CH:34][CH:35]=[CH:36][C:22]=2[N:21]=[C:20]1[C:18]([C:15]1[CH:14]=[CH:13][C:12]([C:5]2[C:6]3=[N:7][CH:8]=[CH:9][CH:10]=[C:11]3[N:3]([CH2:1][CH3:2])[N:4]=2)=[CH:17][CH:16]=1)=[O:19]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 86688960HCID 86688960, compound

Product 1

HCID 66728259HCID 66728259, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of [4-(1-ethyl-1H-pyrazolo[4,3-b]pyridin-3-yl)phenyl](1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-benzimidazol-2-yl)methanone obtained, EtOH (5 mL), and 6 M HCl aqueous solution (5 mL) was refluxed for 2 h. The reaction mixture was poured into water, alkalized with 1 M NaOH aqueous solution, and extracted with AcOEt. The extract was washed with brine, dried over MgSO4, and concentrated under reduced pressure. The residue was recrystallized from THF to give the title compound (285 mg).

Workup

  1. customobtained
  2. extractionextracted with AcOEt
  3. washThe extract was washed with brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was recrystallized from THF

Sources & evidence

ORD record
ord-75f126c10754467489c6e62dc43a1982
Source dataset
uspto-grants-2015_05
Patent number
US09029536B2

Reaction notes

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