Sodium Hydroxide → HCID 70664639, compound

HRID 1403644Notes

Reaction equation

HRID 1403644 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]([N:18]([CH2:20][CH:21]([CH3:23])[CH3:22])[CH3:19])=[N:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([C:24]([O:26]C)=[O:25])[CH:14]=3)[N:9]=2)=[CH:4][CH:3]=1.[OH-].[Na+]>CO.O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:17]([N:18]([CH2:20][CH:21]([CH3:23])[CH3:22])[CH3:19])=[N:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([C:24]([OH:26])=[O:25])[CH:14]=3)[N:9]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 70664619HCID 70664619, compound

Product 1

HCID 70664639HCID 70664639, compoundYield 65%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl 2-(4-fluorophenyl)-3-(isobutyl(methyl)amino)quinoxaline-6-carboxylate (80 mg, 0.22 mmol) in methanol (20 mL) and water (1 mL) was added sodium hydroxide (34.8 mg, 0.87 mmol 1), and the reaction was stirred overnight at room temperature. The reaction mixture was concentrated in vacuo, dissolved in water (10 mL), and adjusted to pH 5 with HCl (3N) to give the precipitate, which was collected by filtration to afford 2-(4-fluorophenyl)-3-(isobutyl(methyl)amino)quinoxaline-6-carboxylic acid as a light yellow solid (50.0 mg, 65%).

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-e13c9b443eff4ce8b9bd6247516e47bd
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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