Sodium Hydroxide → HCID 50991567, compound

HRID 1403301Notes

Reaction equation

HRID 1403301 reaction equation
[CH:1]([N:4]([CH3:27])[C:5]1[C:6]([C:19]2[CH:20]=[N:21][C:22]([O:25][CH3:26])=[CH:23][CH:24]=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+]>CO>[CH:1]([N:4]([CH3:27])[C:5]1[C:6]([C:19]2[CH:20]=[N:21][C:22]([O:25][CH3:26])=[CH:23][CH:24]=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

4

Reactant 2

HCID 14798Sodium HydroxideHCID 70664642HCID 70664642, compound

Product 1

HCID 50991567HCID 50991567, compoundYield 78.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 3-(isopropyl(methyl)amino)-2-(6-methoxypyridin-3-yl)quinoxaline-6-carboxylate (140 mg, 0.38 mmol) in methanol (25 mL) was added sodium hydroxide (45.9 mg, 1.15 mmol) with stirring overnight at room temperature. The reaction mixture was concentrated under vacuum, dissolved in water (30 mL) and adjusted to pH 6 with HCl (3N). The product were collected by filtration to afford 3-(isopropyl(methyl)amino)-2-(6-methoxypyridin-3-yl)quinoxaline-6-carboxylic acid as a light yellow solid (105 mg, 78%). LC/MS (ES, m/z): [M+H]+ 352.0

Workup

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. dissolutiondissolved in water (30 mL)
  3. filtrationThe product were collected by filtration

Sources & evidence

ORD record
ord-35d20cfc123c40d18de3047f88c56d32
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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