Sodium Hydroxide → HCID 70664725, compound

HRID 1403366Notes

Reaction equation

HRID 1403366 reaction equation
[CH:1]1([N:4]([CH3:27])[C:5]2[C:6]([C:18]3[CH:19]=[C:20]4[C:24](=[CH:25][CH:26]=3)[NH:23][N:22]=[CH:21]4)=[N:7][C:8]3[C:13]([N:14]=2)=[CH:12][C:11]([C:15]([O-:17])=[O:16])=[CH:10][CH:9]=3)[CH2:3][CH2:2]1.[OH-].[Na+]>CO.O>[CH:1]1([N:4]([CH3:27])[C:5]2[C:6]([C:18]3[CH:19]=[C:20]4[C:24](=[CH:25][CH:26]=3)[NH:23][N:22]=[CH:21]4)=[N:7][C:8]3[C:13]([N:14]=2)=[CH:12][C:11]([C:15]([OH:17])=[O:16])=[CH:10][CH:9]=3)[CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 86670558HCID 86670558, compound

Product 1

HCID 70664725HCID 70664725, compoundYield 47%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of 3-(cyclopropyl(methyl)amino)-2-(1H-indazol-5-yl)quinoxaline-6-carboxylate (40.0 mg, 0.11 mmol,) in methanol (15 mL) and water (1 mL) was added a solution of NaOH (20 mg, 0.50 mmol). The resulting solution was stirred overnight at room temperature and concentrated under vacuum. The residue was dissolved in water (5 mL) and adjusted to pH 6 with hydrochloric acid (3N). The solids were collected by filtration to afford 3-(cyclopropyl(methyl)amino)-2-(1H-indazol-5-yl)quinoxaline-6-carboxylic acid as a yellow solid (18.2 mg, 47%).

Workup

  1. concentrationconcentrated under vacuum
  2. dissolutionThe residue was dissolved in water (5 mL)
  3. filtrationThe solids were collected by filtration

Sources & evidence

ORD record
ord-1eaae0c6611e468589318c52337ee3a9
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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