Sodium Hydroxide → HCID 70664754, compound

HRID 1403611Notes

Reaction equation

HRID 1403611 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[C:11]([C:24]3[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=3)=[N:12][C:13]3[C:18]([N:19]=2)=[CH:17][C:16]([C:20]([O:22]C)=[O:21])=[CH:15][CH:14]=3)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[OH-].[Na+]>CO>[C:1]([N:4]1[CH2:5][CH2:6][N:7]([C:10]2[C:11]([C:24]3[CH:25]=[CH:26][C:27]([F:30])=[CH:28][CH:29]=3)=[N:12][C:13]3[C:18]([N:19]=2)=[CH:17][C:16]([C:20]([OH:22])=[O:21])=[CH:15][CH:14]=3)[CH2:8][CH2:9]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 70664839HCID 70664839, compound

Product 1

HCID 70664754HCID 70664754, compoundYield 21.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 3-(4-acetylpiperazin-1-yl)-2-(4-fluorophenyl)quinoxaline-6-carboxylate (103 mg, 0.25 mmol) in methanol (10 ml) was added NaOH (48 mg, 1.27 mmol). 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-acetylpiperazin-1-yl)-2-(4-fluorophenyl)quinoxaline-6-carboxylic acid as a yellow solid (20.8 mg, 21%).

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-62794c1a45814b16acc06f1ca4ef7d22
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

Loading…