Water → HCID 70665085, compound

HRID 1403405Notes

Reaction equation

HRID 1403405 reaction equation
[S:1]1[C:5]([C:6]2[C:15]([N:16]3[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)=[N:14][C:13]3[C:8](=[CH:9][CH:10]=[C:11]([C:22]([O:24]C)=[O:23])[CH:12]=3)[N:7]=2)=[CH:4][C:3]2[CH:26]=[CH:27][CH:28]=[CH:29][C:2]1=2.[OH-].[Na+].O>CO>[S:1]1[C:5]([C:6]2[C:15]([N:16]3[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)=[N:14][C:13]3[C:8](=[CH:9][CH:10]=[C:11]([C:22]([OH:24])=[O:23])[CH:12]=3)[N:7]=2)=[CH:4][C:3]2[CH:26]=[CH:27][CH:28]=[CH:29][C:2]1=2

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 70664597HCID 70664597, compound

Product 1

HCID 70665085HCID 70665085, compoundYield 90.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 2-(benzo[b]thiophen-2-yl)-3-(piperidin-1-yl)quinoxaline-6-carboxylate (70 mg, 0.17 mmol) in MeOH (20 mL) was added sodium hydroxide (28 mg, 0.69 mmol) and water (1 mL). The resulting solution was stirred overnight at room temperature and concentrated in vacuo. The residue was dissolved in water (10 mL) and adjusted to pH 4 with HCl (1N). The solids were collected by filtration to afford 2-(benzo[b]thiophen-2-yl)-3-(piperidin-1-yl)quinoxaline-6-carboxylic acid as a yellow solid (60 mg, 89%).

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue was dissolved in water (10 mL)
  3. filtrationThe solids were collected by filtration

Sources & evidence

ORD record
ord-16f2d480173c42b5a687a1a758aa6a5b
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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