Sodium Hydroxide → HCID 70665135, compound

HRID 1403656Notes

Reaction equation

HRID 1403656 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[C:18]([N:19]([CH3:23])[CH:20]([CH3:22])[CH3:21])=[N:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:24]([O:26]C)=[O:25])[CH:15]=2)[N:10]=1.[OH-].[Na+]>CO.O>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[C:18]([N:19]([CH3:23])[CH:20]([CH3:22])[CH3:21])=[N:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:24]([OH:26])=[O:25])[CH:15]=2)[N:10]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 70665334HCID 70665334, compound

Product 1

HCID 70665135HCID 70665135, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl 2-(2,4-difluorophenyl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylate (150 mg, 0.40 mmol) in methanol (25 mL) and water (1 mL) was added sodium hydroxide (64.7 mg, 1.62 mmol), and the reaction mixture was stirred overnight at room temperature. The reaction mixture was concentrated in vacuo, and then dissolved in water (30 mL), and adjusted to pH 4 with hydrochloric acid (3N) to give the precipitate, which was collected by filtration to afford 2-(2,4-difluorophenyl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid as a light yellow solid (100 mg, 69%).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. dissolutiondissolved in water (30 mL)
  3. customto give the precipitate, which
  4. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-aadaccd079af4b0bac5b052a9aa233f8
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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