Water → HCID 70665027, compound

HRID 1403525Notes

Reaction equation

HRID 1403525 reaction equation
[CH:1]([N:4]([CH3:29])[C:5]1[C:6]([C:19]2[CH:28]=[CH:27][C:22]3[N:23]([CH3:26])[N:24]=[N:25][C:21]=3[CH:20]=2)=[N:7][C:8]2[C:13]([N:14]=1)=[CH:12][C:11]([C:15]([O:17]C)=[O:16])=[CH:10][CH:9]=2)([CH3:3])[CH3:2].[OH-].[Na+].O>CO>[CH:1]([N:4]([CH3:29])[C:5]1[C:6]([C:19]2[CH:28]=[CH:27][C:22]3[N:23]([CH3:26])[N:24]=[N:25][C:21]=3[CH:20]=2)=[N:7][C:8]2[C:13]([N:14]=1)=[CH:12][C:11]([C:15]([OH:17])=[O:16])=[CH:10][CH:9]=2)([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 70664596HCID 70664596, compound

Product 1

HCID 70665027HCID 70665027, compoundYield 53.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 3-(isopropyl(methyl)amino)-2-(1-methyl-1H-benzo[d][1,2,3]triazol-5-yl)quinoxaline-6-carboxylate (110 mg, 0.28 mmol) in methanol (10 ml) was added sodium hydroxide (45 mg, 1.12 mmol) and water (2 ml). The resulting solution was stirred for 2 h at room temperature and concentrated under vacuum, diluted with water (10 ml), and the pH adjusted to 4 with HCl (3N). The solid was collected by filtration to afford 3-(isopropyl(methyl)amino)-2-(1-methyl-1H-benzo[d][1,2,3]triazol-5-yl)quinoxaline-6-carboxylic acid as a yellow solid (56.2 mg, 53%).

Workup

  1. concentrationconcentrated under vacuum
  2. additiondiluted with water (10 ml)
  3. filtrationThe solid was collected by filtration

Sources & evidence

ORD record
ord-aa386b73d0c24e8cafdd34b70d50ad64
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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