Sodium Hydroxide → HCID 70664748, compound

HRID 1403613Notes

Reaction equation

HRID 1403613 reaction equation
[C:1]([N:9]1[CH2:14][CH2:13][N:12]([C:15]2[C:16]([C:29]3[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=3)=[N:17][C:18]3[C:23]([N:24]=2)=[CH:22][C:21]([C:25]([O:27]C)=[O:26])=[CH:20][CH:19]=3)[CH2:11][CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CO.O>[C:1]([N:9]1[CH2:14][CH2:13][N:12]([C:15]2[C:16]([C:29]3[CH:30]=[CH:31][C:32]([F:35])=[CH:33][CH:34]=3)=[N:17][C:18]3[C:23]([N:24]=2)=[CH:22][C:21]([C:25]([OH:27])=[O:26])=[CH:20][CH:19]=3)[CH2:11][CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 70665066HCID 70665066, compound

Product 1

HCID 70664748HCID 70664748, compoundYield 43%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl 3-(4-benzoylpiperazin-1-yl)-2-(4-fluorophenyl)quinoxaline-6-carboxylate (130 mg, 0.27 mmol) in methanol (15 ml) was added NaOH (37 mg, 0.93 mmol) in water (1 ml). The resulting solution was stirred overnight at room temperature and concentrated in vacuo. The residue was dissolved in water (15 ml) and adjusted to pH 5 with hydrochloric acid (1N). The solids were collected by filtration to afford 3-(4-benzoylpiperazin-1-yl)-2-(4-fluorophenyl)quinoxaline-6-carboxylic acid as a yellow solid (53.0 mg, 42%).

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue was dissolved in water (15 ml)
  3. filtrationThe solids were collected by filtration

Sources & evidence

ORD record
ord-6e0b20fb869243d6b30d4e9c40fbeafe
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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