Sodium Hydroxide → HCID 70664864, compound

HRID 1403426Notes

Reaction equation

HRID 1403426 reaction equation
[CH:1]1([N:4]([CH3:28])[C:5]2[C:6]([C:19]3[CH:20]=[C:21]4[C:25](=[CH:26][CH:27]=3)[NH:24][CH:23]=[CH:22]4)=[N:7][C:8]3[C:13]([N:14]=2)=[CH:12][C:11]([C:15]([O:17]C)=[O:16])=[CH:10][CH:9]=3)[CH2:3][CH2:2]1.[OH-].[Na+]>CO.O>[CH:1]1([N:4]([CH3:28])[C:5]2[C:6]([C:19]3[CH:20]=[C:21]4[C:25](=[CH:26][CH:27]=3)[NH:24][CH:23]=[CH:22]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)[CH2:2][CH2:3]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 70665124HCID 70665124, compound

Product 1

HCID 70664864HCID 70664864, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl 3-[cyclopropyl(methyl)amino]-2-(1H-indol-5-yl)quinoxaline-6-carboxylate (71 mg, 0.19 mmol) in methanol (20 mL) and water (1.0 mL) was added sodium hydroxide (22.9 mg, 0.57 mmol) with stirring overnight at room temperature. The reaction mixture was concentrated in vacuo, dissolved in water (10 mL), adjusted pH to 4 with HCl (3N) to give the precipitate, which was collected by filtration to afford 3-[cyclopropyl(methyl)amino]-2-(1H-indol-5-yl)quinoxaline-6-carboxylic acid of as a yellow solid (20.4 mg, 30%).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. dissolutiondissolved in water (10 mL)
  3. customto give the precipitate, which
  4. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-6e64da53ab6b4d20a812b13826b980ea
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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