Water → HCID 70664866, compound

HRID 1403581Notes

Reaction equation

HRID 1403581 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:19]([N:20]([CH:22]([CH3:24])[CH3:23])[CH3:21])=[N:18][C:17]3[C:12](=[CH:13][CH:14]=[C:15]([C:25]([O:27]C)=[O:26])[CH:16]=3)[N:11]=2)=[CH:6][CH:5]=1)(=[O:3])[NH2:2].[OH-].[Na+].O>CO>[C:1]([C:4]1[CH:5]=[CH:6][C:7]([C:10]2[C:19]([N:20]([CH:22]([CH3:24])[CH3:23])[CH3:21])=[N:18][C:17]3[C:12](=[CH:13][CH:14]=[C:15]([C:25]([OH:27])=[O:26])[CH:16]=3)[N:11]=2)=[CH:8][CH:9]=1)(=[O:3])[NH2:2]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 70654250HCID 70654250, compound

Product 1

HCID 70664866HCID 70664866, compoundYield 58.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 2-(4-carbamoylphenyl)-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate (103 mg, 0.27 mmol) in MeOH (20 mL) was added sodium hydroxide (68 mg, 1.69 mmol) and water (2 mL). The resulting solution was stirred overnight at room temperature and concentrated in vacuo. The residue was dissolved in water (2 mL) and adjusted to pH 5 with hydrochloric acid (1N). The solids were collected by filtration to afford 2-(4-carbamoylphenyl)-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylic acid as a brown solid (57.9 mg, 58%).

Workup

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

Sources & evidence

ORD record
ord-f14546ce16a340e0917e9122191356aa
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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