Sodium Hydroxide → HCID 178457105, compound

HRID 1403521Notes

Reaction equation

HRID 1403521 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[C:19]([N:20]([CH:22]([CH3:24])[CH3:23])[CH3:21])=[N:18][C:17]4[C:12](=[CH:13][CH:14]=[C:15]([C:25]([O:27]C)=[O:26])[CH:16]=4)[N:11]=3)=[CH:9][C:4]=2[N:3]=[N:2]1.[OH-].[Na+]>CO.O>[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[C:19]([N:20]([CH:22]([CH3:24])[CH3:23])[CH3:21])=[N:18][C:17]4[C:12](=[CH:13][CH:14]=[C:15]([C:25]([OH:27])=[O:26])[CH:16]=4)[N:11]=3)=[CH:9][C:4]=2[N:3]=[N:2]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 178497314HCID 178497314, compound

Product 1

HCID 178457105HCID 178457105, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl 2-(1H-benzo[d][1,2,3]triazol-5-yl)-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate (140 mg, 0.37 mmol) in methanol (25 mL) and water (5 mL) was added sodium hydroxide (45 mg, 1.11 mmol) with stirring for overnight at room temperature. The reaction mixture was concentrated under vacuum, dissolved in water (20 mL), and adjusted to pH 5 with HCl (3N) to give the precipitate, which was collected by filtration to afford 2-(1H-benzo[d][1,2,3]triazol-5-yl)-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylic acid as a yellow solid (110 mg, 82%).

Workup

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. dissolutiondissolved in water (20 mL)
  3. customto give the precipitate, which
  4. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-f3e3ab23a279467c9737846dd69d058f
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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