Water → HCID 70665041, compound

HRID 1403429Notes

Reaction equation

HRID 1403429 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]3[C:19]([N:20]4[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]4)=[N:18][C:17]4[C:12](=[CH:13][CH:14]=[C:15]([C:26]([O:28]C)=[O:27])[CH:16]=4)[N:11]=3)=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[OH-].[Na+].O>CO>[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]3[C:19]([N:20]4[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]4)=[N:18][C:17]4[C:12](=[CH:13][CH:14]=[C:15]([C:26]([OH:28])=[O:27])[CH:16]=4)[N:11]=3)=[CH:7][CH:8]=2)[CH:3]=[CH:2]1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 70664762HCID 70664762, compound

Product 1

HCID 70665041HCID 70665041, compoundYield 76.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 2-(1H-indol-5-yl)-3-(piperidin-1-yl)quinoxaline-6-carboxylate (90 mg, 0.23 mmol) in MeOH (20 mL) was added sodium hydroxide (40 mg, 0.93 mmol) and water (2 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 6 with hydrochloric acid (1N). The solids were collected by filtration to afford 2-(1H-indol-5-yl)-3-(piperidin-1-yl)quinoxaline-6-carboxylic acid as a brown solid (65.8 mg, 76%).

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-48afa3bf8d7e41df82c4bcf2c0a3d007
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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