Sodium Hydroxide → HCID 70664650, compound

HRID 1403568Notes

Reaction equation

HRID 1403568 reaction equation
[CH2:1]([N:3]([CH2:25][CH3:26])[C:4]1[C:5]([C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=2)=[N:6][C:7]2[C:12]([N:13]=1)=[CH:11][C:10]([C:14]([O:16]C)=[O:15])=[CH:9][CH:8]=2)[CH3:2].[OH-].[Na+]>CO.O>[CH2:25]([N:3]([CH2:1][CH3:2])[C:4]1[C:5]([C:18]2[CH:19]=[CH:20][C:21]([F:24])=[CH:22][CH:23]=2)=[N:6][C:7]2[C:12]([N:13]=1)=[CH:11][C:10]([C:14]([OH:16])=[O:15])=[CH:9][CH:8]=2)[CH3:26]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 70665099HCID 70665099, compound

Product 1

HCID 70664650HCID 70664650, compoundYield 55%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl 3-(diethylamino)-2-(4-fluorophenyl)quinoxaline-6-carboxylate (95.0 mg, 0.27 mmol,) in methanol (20 mL) was added a solution of NaOH (20 mg, 0.50 mmol) in water (1 mL). The resulting solution was stirred overnight at room temperature and concentrated in vacuo. The residue was dissolved in water (5 mL) and adjusted to pH 5 with hydrochloric acid (1N). The solids were collected by filtration to afford 3-(diethylamino)-2-(4-fluorophenyl)quinoxaline-6-carboxylic acid as a yellow solid (50 mg, 55%).

Workup

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

Sources & evidence

ORD record
ord-1982e3d1e6224323b1d032622d19244b
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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