Sodium Hydroxide → HCID 70665292, compound

HRID 1403661Notes

Reaction equation

HRID 1403661 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:20]([N:21]([CH3:25])[CH:22]([CH3:24])[CH3:23])=[N:19][C:18]3[C:13](=[CH:14][CH:15]=[C:16]([C:26]([O:28]C)=[O:27])[CH:17]=3)[N:12]=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[OH-].[Na+]>CO.O>[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]2[C:20]([N:21]([CH3:25])[CH:22]([CH3:23])[CH3:24])=[N:19][C:18]3[C:13](=[CH:14][CH:15]=[C:16]([C:26]([OH:28])=[O:27])[CH:17]=3)[N:12]=2)=[CH:9][CH:10]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 70664857HCID 70664857, compound

Product 1

HCID 70665292HCID 70665292, compoundYield 66.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl 2-(4-acetamidophenyl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylate (110 mg, 0.28 mmol) in methanol (30 mL) and water (1 mL) was added sodium hydroxide (45 mg, 1.12 mmol), and the reaction mixture was stirred overnight at room temperature. The resulting mixture was concentrated in vacuo, dissolved in water (50 ml), adjusted to pH 6 with HCl (1N), and collected by filtration to give 2-(4-acetamidophenyl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid as a yellow solid (70 mg, 66%).

Workup

  1. concentrationThe resulting mixture was concentrated in vacuo
  2. dissolutiondissolved in water (50 ml)
  3. filtrationcollected by filtration

Sources & evidence

ORD record
ord-3f3da62582c04839af65786ec9fcf16e
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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